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result sql = Phytochemicals of apple peels: isolation, structure elucidation, and their antiproliferative and antioxidant activities.
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char = ,;code = 44
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = n;code = 110
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char = q;code = 113
char = u;code = 117
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char = r;code = 114
char = c;code = 99
char = e;code = 101
char = t;code = 116
char = i;code = 105
char = n;code = 110
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char = 3;code = 51
char = -;code = 45
char = O;code = 79
char = -;code = 45
char = b;code = 98
char = e;code = 101
char = t;code = 116
char = a;code = 97
char = -;code = 45
char = D;code = 68
char = -;code = 45
char = g;code = 103
char = a;code = 97
char = l;code = 108
char = a;code = 97
char = c;code = 99
char = t;code = 116
char = o;code = 111
char = p;code = 112
char = y;code = 121
char = r;code = 114
char = a;code = 97
char = n;code = 110
char = o;code = 111
char = s;code = 115
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = (;code = 40
char = c;code = 99
char = o;code = 111
char = m;code = 109
char = p;code = 112
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 1;code = 49
char = 9;code = 57
char = ,;code = 44
char = ;code = 32
char = 1;code = 49
char = 7;code = 55
char = .;code = 46
char = 1;code = 49
char = %;code = 37
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = f;code = 102
char = o;code = 111
char = l;code = 108
char = l;code = 108
char = o;code = 111
char = w;code = 119
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = b;code = 98
char = y;code = 121
char = ;code = 32
char = t;code = 116
char = r;code = 114
char = a;code = 97
char = c;code = 99
char = e;code = 101
char = ;code = 32
char = a;code = 97
char = m;code = 109
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = t;code = 116
char = s;code = 115
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = q;code = 113
char = u;code = 117
char = e;code = 101
char = r;code = 114
char = c;code = 99
char = e;code = 101
char = t;code = 116
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = (;code = 40
char = c;code = 99
char = o;code = 111
char = m;code = 109
char = p;code = 112
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 1;code = 49
char = 8;code = 56
char = ,;code = 44
char = ;code = 32
char = 0;code = 48
char = .;code = 46
char = 2;code = 50
char = %;code = 37
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = (;code = 40
char = -;code = 45
char = );code = 41
char = -;code = 45
char = c;code = 99
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = c;code = 99
char = h;code = 104
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = (;code = 40
char = c;code = 99
char = o;code = 111
char = m;code = 109
char = p;code = 112
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 2;code = 50
char = 2;code = 50
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = (;code = 40
char = -;code = 45
char = );code = 41
char = -;code = 45
char = e;code = 101
char = p;code = 112
char = i;code = 105
char = c;code = 99
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = c;code = 99
char = h;code = 104
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = (;code = 40
char = c;code = 99
char = o;code = 111
char = m;code = 109
char = p;code = 112
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 2;code = 50
char = 3;code = 51
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = q;code = 113
char = u;code = 117
char = e;code = 101
char = r;code = 114
char = c;code = 99
char = e;code = 101
char = t;code = 116
char = i;code = 105
char = n;code = 110
char = -;code = 45
char = 3;code = 51
char = -;code = 45
char = O;code = 79
char = -;code = 45
char = a;code = 97
char = l;code = 108
char = p;code = 112
char = h;code = 104
char = a;code = 97
char = -;code = 45
char = L;code = 76
char = -;code = 45
char = a;code = 97
char = r;code = 114
char = a;code = 97
char = b;code = 98
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = f;code = 102
char = u;code = 117
char = r;code = 114
char = a;code = 97
char = n;code = 110
char = o;code = 111
char = s;code = 115
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = (;code = 40
char = c;code = 99
char = o;code = 111
char = m;code = 109
char = p;code = 112
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 2;code = 50
char = 1;code = 49
char = );code = 41
char = .;code = 46
char = ;code = 32
char = A;code = 65
char = m;code = 109
char = o;code = 111
char = n;code = 110
char = g;code = 103
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = c;code = 99
char = o;code = 111
char = m;code = 109
char = p;code = 112
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = d;code = 100
char = s;code = 115
char = ;code = 32
char = i;code = 105
char = s;code = 115
char = o;code = 111
char = l;code = 108
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = d;code = 100
char = ,;code = 44
char = ;code = 32
char = q;code = 113
char = u;code = 117
char = e;code = 101
char = r;code = 114
char = c;code = 99
char = e;code = 101
char = t;code = 116
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = (;code = 40
char = 1;code = 49
char = 8;code = 56
char = );code = 41
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = q;code = 113
char = u;code = 117
char = e;code = 101
char = r;code = 114
char = c;code = 99
char = e;code = 101
char = t;code = 116
char = i;code = 105
char = n;code = 110
char = -;code = 45
char = 3;code = 51
char = -;code = 45
char = O;code = 79
char = -;code = 45
char = b;code = 98
char = e;code = 101
char = t;code = 116
char = a;code = 97
char = -;code = 45
char = D;code = 68
char = -;code = 45
char = g;code = 103
char = l;code = 108
char = u;code = 117
char = c;code = 99
char = o;code = 111
char = p;code = 112
char = y;code = 121
char = r;code = 114
char = a;code = 97
char = n;code = 110
char = o;code = 111
char = s;code = 115
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = (;code = 40
char = 2;code = 50
char = 0;code = 48
char = );code = 41
char = ;code = 32
char = s;code = 115
char = h;code = 104
char = o;code = 111
char = w;code = 119
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = p;code = 112
char = o;code = 111
char = t;code = 116
char = e;code = 101
char = n;code = 110
char = t;code = 116
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = t;code = 116
char = i;code = 105
char = p;code = 112
char = r;code = 114
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = f;code = 102
char = e;code = 101
char = r;code = 114
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = v;code = 118
char = e;code = 101
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char = a;code = 97
char = c;code = 99
char = t;code = 116
char = i;code = 105
char = v;code = 118
char = i;code = 105
char = t;code = 116
char = i;code = 105
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = a;code = 97
char = g;code = 103
char = a;code = 97
char = i;code = 105
char = n;code = 110
char = s;code = 115
char = t;code = 116
char = ;code = 32
char = H;code = 72
char = e;code = 101
char = p;code = 112
char = G;code = 71
char = 2;code = 50
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = M;code = 77
char = C;code = 67
char = F;code = 70
char = -;code = 45
char = 7;code = 55
char = ;code = 32
char = c;code = 99
char = e;code = 101
char = l;code = 108
char = l;code = 108
char = s;code = 115
char = ,;code = 44
char = ;code = 32
char = w;code = 119
char = i;code = 105
char = t;code = 116
char = h;code = 104
char = ;code = 32
char = E;code = 69
char = C;code = 67
char = ;code = 32
char = 5;code = 53
char = 0;code = 48
char = ;code = 32
char = v;code = 118
char = a;code = 97
char = l;code = 108
char = u;code = 117
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = 4;code = 52
char = 0;code = 48
char = .;code = 46
char = 9;code = 57
char = ;code = 32
char = +;code = 43
char = /;code = 47
char = -;code = 45
char = ;code = 32
char = 1;code = 49
char = .;code = 46
char = 1;code = 49
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 4;code = 52
char = 9;code = 57
char = .;code = 46
char = 2;code = 50
char = ;code = 32
char = +;code = 43
char = /;code = 47
char = -;code = 45
char = ;code = 32
char = 4;code = 52
char = .;code = 46
char = 9;code = 57
char = ;code = 32
char = m;code = 109
char = i;code = 105
char = c;code = 99
char = r;code = 114
char = o;code = 111
char = M;code = 77
char = ;code = 32
char = t;code = 116
char = o;code = 111
char = ;code = 32
char = H;code = 72
char = e;code = 101
char = p;code = 112
char = G;code = 71
char = 2;code = 50
char = ;code = 32
char = c;code = 99
char = e;code = 101
char = l;code = 108
char = l;code = 108
char = s;code = 115
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 1;code = 49
char = 3;code = 51
char = 7;code = 55
char = .;code = 46
char = 5;code = 53
char = ;code = 32
char = +;code = 43
char = /;code = 47
char = -;code = 45
char = ;code = 32
char = 2;code = 50
char = .;code = 46
char = 6;code = 54
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 2;code = 50
char = 3;code = 51
char = .;code = 46
char = 9;code = 57
char = ;code = 32
char = +;code = 43
char = /;code = 47
char = -;code = 45
char = ;code = 32
char = 3;code = 51
char = .;code = 46
char = 9;code = 57
char = ;code = 32
char = m;code = 109
char = i;code = 105
char = c;code = 99
char = r;code = 114
char = o;code = 111
char = M;code = 77
char = ;code = 32
char = t;code = 116
char = o;code = 111
char = ;code = 32
char = M;code = 77
char = C;code = 67
char = F;code = 70
char = -;code = 45
char = 7;code = 55
char = ;code = 32
char = c;code = 99
char = e;code = 101
char = l;code = 108
char = l;code = 108
char = s;code = 115
char = ,;code = 44
char = ;code = 32
char = r;code = 114
char = e;code = 101
char = s;code = 115
char = p;code = 112
char = e;code = 101
char = c;code = 99
char = t;code = 116
char = i;code = 105
char = v;code = 118
char = e;code = 101
char = l;code = 108
char = y;code = 121
char = .;code = 46
char = ;code = 32
char = S;code = 83
char = i;code = 105
char = x;code = 120
char = ;code = 32
char = f;code = 102
char = l;code = 108
char = a;code = 97
char = v;code = 118
char = o;code = 111
char = n;code = 110
char = o;code = 111
char = i;code = 105
char = d;code = 100
char = s;code = 115
char = ;code = 32
char = (;code = 40
char = 1;code = 49
char = 8;code = 56
char = -;code = 45
char = 2;code = 50
char = 3;code = 51
char = );code = 41
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = r;code = 114
char = e;code = 101
char = e;code = 101
char = ;code = 32
char = p;code = 112
char = h;code = 104
char = e;code = 101
char = n;code = 110
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = c;code = 99
char = ;code = 32
char = c;code = 99
char = o;code = 111
char = m;code = 109
char = p;code = 112
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = d;code = 100
char = s;code = 115
char = ;code = 32
char = (;code = 40
char = 1;code = 49
char = 0;code = 48
char = ,;code = 44
char = ;code = 32
char = 1;code = 49
char = 1;code = 49
char = ,;code = 44
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 1;code = 49
char = 4;code = 52
char = );code = 41
char = ;code = 32
char = s;code = 115
char = h;code = 104
char = o;code = 111
char = w;code = 119
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = p;code = 112
char = o;code = 111
char = t;code = 116
char = e;code = 101
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char = t;code = 116
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = x;code = 120
char = i;code = 105
char = d;code = 100
char = a;code = 97
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char = t;code = 116
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char = a;code = 97
char = c;code = 99
char = t;code = 116
char = i;code = 105
char = v;code = 118
char = i;code = 105
char = t;code = 116
char = i;code = 105
char = e;code = 101
char = s;code = 115
char = .;code = 46
char = ;code = 32
char = C;code = 67
char = a;code = 97
char = f;code = 102
char = f;code = 102
char = e;code = 101
char = i;code = 105
char = c;code = 99
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char = a;code = 97
char = c;code = 99
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char = d;code = 100
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char = (;code = 40
char = 1;code = 49
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char = );code = 41
char = ,;code = 44
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char = q;code = 113
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char = e;code = 101
char = r;code = 114
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char = e;code = 101
char = t;code = 116
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char = n;code = 110
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char = 1;code = 49
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char = ,;code = 44
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char = e;code = 101
char = r;code = 114
char = c;code = 99
char = e;code = 101
char = t;code = 116
char = i;code = 105
char = n;code = 110
char = -;code = 45
char = 3;code = 51
char = -;code = 45
char = O;code = 79
char = -;code = 45
char = b;code = 98
char = e;code = 101
char = t;code = 116
char = a;code = 97
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char = D;code = 68
char = -;code = 45
char = a;code = 97
char = r;code = 114
char = a;code = 97
char = b;code = 98
char = i;code = 105
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char = u;code = 117
char = r;code = 114
char = a;code = 97
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char = o;code = 111
char = s;code = 115
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char = d;code = 100
char = e;code = 101
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char = (;code = 40
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char = 1;code = 49
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char = s;code = 115
char = h;code = 104
char = o;code = 111
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char = e;code = 101
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char = i;code = 105
char = g;code = 103
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char = e;code = 101
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char = a;code = 97
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char = t;code = 116
char = i;code = 105
char = o;code = 111
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char = i;code = 105
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char = a;code = 97
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char = t;code = 116
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char = a;code = 97
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char = v;code = 118
char = i;code = 105
char = t;code = 116
char = y;code = 121
char = ,;code = 44
char = ;code = 32
char = w;code = 119
char = i;code = 105
char = t;code = 116
char = h;code = 104
char = ;code = 32
char = E;code = 69
char = C;code = 67
char = ;code = 32
char = 5;code = 53
char = 0;code = 48
char = ;code = 32
char = v;code = 118
char = a;code = 97
char = l;code = 108
char = u;code = 117
char = e;code = 101
char = s;code = 115
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char = o;code = 111
char = f;code = 102
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char = <;code = 60
char = 1;code = 49
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char = ;code = 32
char = m;code = 109
char = i;code = 105
char = c;code = 99
char = r;code = 114
char = o;code = 111
char = M;code = 77
char = .;code = 46
char = ;code = 32
char = M;code = 77
char = o;code = 111
char = s;code = 115
char = t;code = 116
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char = t;code = 116
char = e;code = 101
char = s;code = 115
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char = e;code = 101
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char = f;code = 102
char = l;code = 108
char = a;code = 97
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char = o;code = 111
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char = i;code = 105
char = d;code = 100
char = s;code = 115
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char = a;code = 97
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char = p;code = 112
char = h;code = 104
char = e;code = 101
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char = i;code = 105
char = c;code = 99
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char = c;code = 99
char = o;code = 111
char = m;code = 109
char = p;code = 112
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char = u;code = 117
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char = d;code = 100
char = s;code = 115
char = ;code = 32
char = h;code = 104
char = a;code = 97
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char = h;code = 104
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char = g;code = 103
char = h;code = 104
char = ;code = 32
char = a;code = 97
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char = t;code = 116
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char = o;code = 111
char = x;code = 120
char = i;code = 105
char = d;code = 100
char = a;code = 97
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char = t;code = 116
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char = a;code = 97
char = c;code = 99
char = t;code = 116
char = i;code = 105
char = v;code = 118
char = i;code = 105
char = t;code = 116
char = y;code = 121
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char = w;code = 119
char = h;code = 104
char = e;code = 101
char = n;code = 110
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char = c;code = 99
char = o;code = 111
char = m;code = 109
char = p;code = 112
char = a;code = 97
char = r;code = 114
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = t;code = 116
char = o;code = 111
char = ;code = 32
char = a;code = 97
char = s;code = 115
char = c;code = 99
char = o;code = 111
char = r;code = 114
char = b;code = 98
char = i;code = 105
char = c;code = 99
char = ;code = 32
char = a;code = 97
char = c;code = 99
char = i;code = 105
char = d;code = 100
char = ;code = 32
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result sql = Bioactivity-guided fractionation of Red Delicious apple peels was used to determine the chemical identity of bioactive constituents, which showed potent antiproliferative and antioxidant activities. Twenty-nine compounds, including triterpenoids, flavonoids, organic acids and plant sterols, were isolated using gradient solvent fractionation, Diaion HP-20, silica gel, and ODS columns, and preparative HPLC. Their chemical structures were identified using HR-MS and 1D and 2D NMR. Antiproliferative activities of isolated pure compounds against HepG2 human liver cancer cells and MCF-7 human breast cancer cells were evaluated. On the basis of the yields of isolated flavonoids (compounds 18- 23), the major flavonoids in apple peels are quercetin-3-O-beta-D-glucopyranoside (compound 20, 82.6%), then quercetin-3-O-beta-D-galactopyranoside (compound 19, 17.1%), followed by trace amounts of quercetin (compound 18, 0.2%), (-)-catechin (compound 22), (-)-epicatechin (compound 23), and quercetin-3-O-alpha-L-arabinofuranoside (compound 21). Among the compounds isolated, quercetin (18) and quercetin-3-O-beta-D-glucopyranoside (20) showed potent antiproliferative activities against HepG2 and MCF-7 cells, with EC 50 values of 40.9 +/- 1.1 and 49.2 +/- 4.9 microM to HepG2 cells and 137.5 +/- 2.6 and 23.9 +/- 3.9 microM to MCF-7 cells, respectively. Six flavonoids (18-23) and three phenolic compounds (10, 11, and 14) showed potent antioxidant activities. Caffeic acid (10), quercetin (18), and quercetin-3-O-beta-D-arabinofuranoside (21) showed higher antioxidant activity, with EC 50 values of <10 microM. Most tested flavonoids and phenolic compounds had high antioxidant activity when compared to ascorbic acid and might be responsible for the antioxidant activities of apples. These results showed apple peel phytochemicals have potent antioxidant and antiproliferative activities.
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result sql = Phytochemicals of apple peels: isolation, structure elucidation, and their antiproliferative and antioxidant activities.
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char = ;code = 32
char = c;code = 99
char = e;code = 101
char = l;code = 108
char = l;code = 108
char = s;code = 115
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = M;code = 77
char = C;code = 67
char = F;code = 70
char = -;code = 45
char = 7;code = 55
char = ;code = 32
char = h;code = 104
char = u;code = 117
char = m;code = 109
char = a;code = 97
char = n;code = 110
char = ;code = 32
char = b;code = 98
char = r;code = 114
char = e;code = 101
char = a;code = 97
char = s;code = 115
char = t;code = 116
char = ;code = 32
char = c;code = 99
char = a;code = 97
char = n;code = 110
char = c;code = 99
char = e;code = 101
char = r;code = 114
char = ;code = 32
char = c;code = 99
char = e;code = 101
char = l;code = 108
char = l;code = 108
char = s;code = 115
char = ;code = 32
char = w;code = 119
char = e;code = 101
char = r;code = 114
char = e;code = 101
char = ;code = 32
char = e;code = 101
char = v;code = 118
char = a;code = 97
char = l;code = 108
char = u;code = 117
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = d;code = 100
char = .;code = 46
char = ;code = 32
char = O;code = 79
char = n;code = 110
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = b;code = 98
char = a;code = 97
char = s;code = 115
char = i;code = 105
char = s;code = 115
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = y;code = 121
char = i;code = 105
char = e;code = 101
char = l;code = 108
char = d;code = 100
char = s;code = 115
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = i;code = 105
char = s;code = 115
char = o;code = 111
char = l;code = 108
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = f;code = 102
char = l;code = 108
char = a;code = 97
char = v;code = 118
char = o;code = 111
char = n;code = 110
char = o;code = 111
char = i;code = 105
char = d;code = 100
char = s;code = 115
char = ;code = 32
char = (;code = 40
char = c;code = 99
char = o;code = 111
char = m;code = 109
char = p;code = 112
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = d;code = 100
char = s;code = 115
char = ;code = 32
char = 1;code = 49
char = 8;code = 56
char = -;code = 45
char = ;code = 32
char = 2;code = 50
char = 3;code = 51
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = m;code = 109
char = a;code = 97
char = j;code = 106
char = o;code = 111
char = r;code = 114
char = ;code = 32
char = f;code = 102
char = l;code = 108
char = a;code = 97
char = v;code = 118
char = o;code = 111
char = n;code = 110
char = o;code = 111
char = i;code = 105
char = d;code = 100
char = s;code = 115
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = a;code = 97
char = p;code = 112
char = p;code = 112
char = l;code = 108
char = e;code = 101
char = ;code = 32
char = p;code = 112
char = e;code = 101
char = e;code = 101
char = l;code = 108
char = s;code = 115
char = ;code = 32
char = a;code = 97
char = r;code = 114
char = e;code = 101
char = ;code = 32
char = q;code = 113
char = u;code = 117
char = e;code = 101
char = r;code = 114
char = c;code = 99
char = e;code = 101
char = t;code = 116
char = i;code = 105
char = n;code = 110
char = -;code = 45
char = 3;code = 51
char = -;code = 45
char = O;code = 79
char = -;code = 45
char = b;code = 98
char = e;code = 101
char = t;code = 116
char = a;code = 97
char = -;code = 45
char = D;code = 68
char = -;code = 45
char = g;code = 103
char = l;code = 108
char = u;code = 117
char = c;code = 99
char = o;code = 111
char = p;code = 112
char = y;code = 121
char = r;code = 114
char = a;code = 97
char = n;code = 110
char = o;code = 111
char = s;code = 115
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = (;code = 40
char = c;code = 99
char = o;code = 111
char = m;code = 109
char = p;code = 112
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 2;code = 50
char = 0;code = 48
char = ,;code = 44
char = ;code = 32
char = 8;code = 56
char = 2;code = 50
char = .;code = 46
char = 6;code = 54
char = %;code = 37
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = n;code = 110
char = ;code = 32
char = q;code = 113
char = u;code = 117
char = e;code = 101
char = r;code = 114
char = c;code = 99
char = e;code = 101
char = t;code = 116
char = i;code = 105
char = n;code = 110
char = -;code = 45
char = 3;code = 51
char = -;code = 45
char = O;code = 79
char = -;code = 45
char = b;code = 98
char = e;code = 101
char = t;code = 116
char = a;code = 97
char = -;code = 45
char = D;code = 68
char = -;code = 45
char = g;code = 103
char = a;code = 97
char = l;code = 108
char = a;code = 97
char = c;code = 99
char = t;code = 116
char = o;code = 111
char = p;code = 112
char = y;code = 121
char = r;code = 114
char = a;code = 97
char = n;code = 110
char = o;code = 111
char = s;code = 115
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = (;code = 40
char = c;code = 99
char = o;code = 111
char = m;code = 109
char = p;code = 112
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 1;code = 49
char = 9;code = 57
char = ,;code = 44
char = ;code = 32
char = 1;code = 49
char = 7;code = 55
char = .;code = 46
char = 1;code = 49
char = %;code = 37
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = f;code = 102
char = o;code = 111
char = l;code = 108
char = l;code = 108
char = o;code = 111
char = w;code = 119
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = b;code = 98
char = y;code = 121
char = ;code = 32
char = t;code = 116
char = r;code = 114
char = a;code = 97
char = c;code = 99
char = e;code = 101
char = ;code = 32
char = a;code = 97
char = m;code = 109
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = t;code = 116
char = s;code = 115
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = q;code = 113
char = u;code = 117
char = e;code = 101
char = r;code = 114
char = c;code = 99
char = e;code = 101
char = t;code = 116
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = (;code = 40
char = c;code = 99
char = o;code = 111
char = m;code = 109
char = p;code = 112
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 1;code = 49
char = 8;code = 56
char = ,;code = 44
char = ;code = 32
char = 0;code = 48
char = .;code = 46
char = 2;code = 50
char = %;code = 37
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = (;code = 40
char = -;code = 45
char = );code = 41
char = -;code = 45
char = c;code = 99
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = c;code = 99
char = h;code = 104
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = (;code = 40
char = c;code = 99
char = o;code = 111
char = m;code = 109
char = p;code = 112
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 2;code = 50
char = 2;code = 50
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = (;code = 40
char = -;code = 45
char = );code = 41
char = -;code = 45
char = e;code = 101
char = p;code = 112
char = i;code = 105
char = c;code = 99
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = c;code = 99
char = h;code = 104
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = (;code = 40
char = c;code = 99
char = o;code = 111
char = m;code = 109
char = p;code = 112
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 2;code = 50
char = 3;code = 51
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = q;code = 113
char = u;code = 117
char = e;code = 101
char = r;code = 114
char = c;code = 99
char = e;code = 101
char = t;code = 116
char = i;code = 105
char = n;code = 110
char = -;code = 45
char = 3;code = 51
char = -;code = 45
char = O;code = 79
char = -;code = 45
char = a;code = 97
char = l;code = 108
char = p;code = 112
char = h;code = 104
char = a;code = 97
char = -;code = 45
char = L;code = 76
char = -;code = 45
char = a;code = 97
char = r;code = 114
char = a;code = 97
char = b;code = 98
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = f;code = 102
char = u;code = 117
char = r;code = 114
char = a;code = 97
char = n;code = 110
char = o;code = 111
char = s;code = 115
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = (;code = 40
char = c;code = 99
char = o;code = 111
char = m;code = 109
char = p;code = 112
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 2;code = 50
char = 1;code = 49
char = );code = 41
char = .;code = 46
char = ;code = 32
char = A;code = 65
char = m;code = 109
char = o;code = 111
char = n;code = 110
char = g;code = 103
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = c;code = 99
char = o;code = 111
char = m;code = 109
char = p;code = 112
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = d;code = 100
char = s;code = 115
char = ;code = 32
char = i;code = 105
char = s;code = 115
char = o;code = 111
char = l;code = 108
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = d;code = 100
char = ,;code = 44
char = ;code = 32
char = q;code = 113
char = u;code = 117
char = e;code = 101
char = r;code = 114
char = c;code = 99
char = e;code = 101
char = t;code = 116
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = (;code = 40
char = 1;code = 49
char = 8;code = 56
char = );code = 41
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = q;code = 113
char = u;code = 117
char = e;code = 101
char = r;code = 114
char = c;code = 99
char = e;code = 101
char = t;code = 116
char = i;code = 105
char = n;code = 110
char = -;code = 45
char = 3;code = 51
char = -;code = 45
char = O;code = 79
char = -;code = 45
char = b;code = 98
char = e;code = 101
char = t;code = 116
char = a;code = 97
char = -;code = 45
char = D;code = 68
char = -;code = 45
char = g;code = 103
char = l;code = 108
char = u;code = 117
char = c;code = 99
char = o;code = 111
char = p;code = 112
char = y;code = 121
char = r;code = 114
char = a;code = 97
char = n;code = 110
char = o;code = 111
char = s;code = 115
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = (;code = 40
char = 2;code = 50
char = 0;code = 48
char = );code = 41
char = ;code = 32
char = s;code = 115
char = h;code = 104
char = o;code = 111
char = w;code = 119
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = p;code = 112
char = o;code = 111
char = t;code = 116
char = e;code = 101
char = n;code = 110
char = t;code = 116
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = t;code = 116
char = i;code = 105
char = p;code = 112
char = r;code = 114
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = f;code = 102
char = e;code = 101
char = r;code = 114
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = v;code = 118
char = e;code = 101
char = ;code = 32
char = a;code = 97
char = c;code = 99
char = t;code = 116
char = i;code = 105
char = v;code = 118
char = i;code = 105
char = t;code = 116
char = i;code = 105
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = a;code = 97
char = g;code = 103
char = a;code = 97
char = i;code = 105
char = n;code = 110
char = s;code = 115
char = t;code = 116
char = ;code = 32
char = H;code = 72
char = e;code = 101
char = p;code = 112
char = G;code = 71
char = 2;code = 50
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = M;code = 77
char = C;code = 67
char = F;code = 70
char = -;code = 45
char = 7;code = 55
char = ;code = 32
char = c;code = 99
char = e;code = 101
char = l;code = 108
char = l;code = 108
char = s;code = 115
char = ,;code = 44
char = ;code = 32
char = w;code = 119
char = i;code = 105
char = t;code = 116
char = h;code = 104
char = ;code = 32
char = E;code = 69
char = C;code = 67
char = ;code = 32
char = 5;code = 53
char = 0;code = 48
char = ;code = 32
char = v;code = 118
char = a;code = 97
char = l;code = 108
char = u;code = 117
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = 4;code = 52
char = 0;code = 48
char = .;code = 46
char = 9;code = 57
char = ;code = 32
char = +;code = 43
char = /;code = 47
char = -;code = 45
char = ;code = 32
char = 1;code = 49
char = .;code = 46
char = 1;code = 49
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
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char = 4;code = 52
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char = .;code = 46
char = 2;code = 50
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char = +;code = 43
char = /;code = 47
char = -;code = 45
char = ;code = 32
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char = .;code = 46
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char = m;code = 109
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char = c;code = 99
char = r;code = 114
char = o;code = 111
char = M;code = 77
char = ;code = 32
char = t;code = 116
char = o;code = 111
char = ;code = 32
char = H;code = 72
char = e;code = 101
char = p;code = 112
char = G;code = 71
char = 2;code = 50
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char = c;code = 99
char = e;code = 101
char = l;code = 108
char = l;code = 108
char = s;code = 115
char = ;code = 32
char = a;code = 97
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char = d;code = 100
char = ;code = 32
char = 1;code = 49
char = 3;code = 51
char = 7;code = 55
char = .;code = 46
char = 5;code = 53
char = ;code = 32
char = +;code = 43
char = /;code = 47
char = -;code = 45
char = ;code = 32
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char = 6;code = 54
char = ;code = 32
char = a;code = 97
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char = d;code = 100
char = ;code = 32
char = 2;code = 50
char = 3;code = 51
char = .;code = 46
char = 9;code = 57
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char = +;code = 43
char = /;code = 47
char = -;code = 45
char = ;code = 32
char = 3;code = 51
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char = 9;code = 57
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char = m;code = 109
char = i;code = 105
char = c;code = 99
char = r;code = 114
char = o;code = 111
char = M;code = 77
char = ;code = 32
char = t;code = 116
char = o;code = 111
char = ;code = 32
char = M;code = 77
char = C;code = 67
char = F;code = 70
char = -;code = 45
char = 7;code = 55
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char = c;code = 99
char = e;code = 101
char = l;code = 108
char = l;code = 108
char = s;code = 115
char = ,;code = 44
char = ;code = 32
char = r;code = 114
char = e;code = 101
char = s;code = 115
char = p;code = 112
char = e;code = 101
char = c;code = 99
char = t;code = 116
char = i;code = 105
char = v;code = 118
char = e;code = 101
char = l;code = 108
char = y;code = 121
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char = ;code = 32
char = S;code = 83
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char = x;code = 120
char = ;code = 32
char = f;code = 102
char = l;code = 108
char = a;code = 97
char = v;code = 118
char = o;code = 111
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char = o;code = 111
char = i;code = 105
char = d;code = 100
char = s;code = 115
char = ;code = 32
char = (;code = 40
char = 1;code = 49
char = 8;code = 56
char = -;code = 45
char = 2;code = 50
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char = );code = 41
char = ;code = 32
char = a;code = 97
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char = d;code = 100
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char = t;code = 116
char = h;code = 104
char = r;code = 114
char = e;code = 101
char = e;code = 101
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char = p;code = 112
char = h;code = 104
char = e;code = 101
char = n;code = 110
char = o;code = 111
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char = i;code = 105
char = c;code = 99
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char = c;code = 99
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char = m;code = 109
char = p;code = 112
char = o;code = 111
char = u;code = 117
char = n;code = 110
char = d;code = 100
char = s;code = 115
char = ;code = 32
char = (;code = 40
char = 1;code = 49
char = 0;code = 48
char = ,;code = 44
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char = 1;code = 49
char = 1;code = 49
char = ,;code = 44
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 1;code = 49
char = 4;code = 52
char = );code = 41
char = ;code = 32
char = s;code = 115
char = h;code = 104
char = o;code = 111
char = w;code = 119
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = p;code = 112
char = o;code = 111
char = t;code = 116
char = e;code = 101
char = n;code = 110
char = t;code = 116
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = x;code = 120
char = i;code = 105
char = d;code = 100
char = a;code = 97
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char = t;code = 116
char = ;code = 32
char = a;code = 97
char = c;code = 99
char = t;code = 116
char = i;code = 105
char = v;code = 118
char = i;code = 105
char = t;code = 116
char = i;code = 105
char = e;code = 101
char = s;code = 115
char = .;code = 46
char = ;code = 32
char = C;code = 67
char = a;code = 97
char = f;code = 102
char = f;code = 102
char = e;code = 101
char = i;code = 105
char = c;code = 99
char = ;code = 32
char = a;code = 97
char = c;code = 99
char = i;code = 105
char = d;code = 100
char = ;code = 32
char = (;code = 40
char = 1;code = 49
char = 0;code = 48
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = q;code = 113
char = u;code = 117
char = e;code = 101
char = r;code = 114
char = c;code = 99
char = e;code = 101
char = t;code = 116
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = (;code = 40
char = 1;code = 49
char = 8;code = 56
char = );code = 41
char = ,;code = 44
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result sql = Bioactivity-guided fractionation of Red Delicious apple peels was used to determine the chemical identity of bioactive constituents, which showed potent antiproliferative and antioxidant activities. Twenty-nine compounds, including triterpenoids, flavonoids, organic acids and plant sterols, were isolated using gradient solvent fractionation, Diaion HP-20, silica gel, and ODS columns, and preparative HPLC. Their chemical structures were identified using HR-MS and 1D and 2D NMR. Antiproliferative activities of isolated pure compounds against HepG2 human liver cancer cells and MCF-7 human breast cancer cells were evaluated. On the basis of the yields of isolated flavonoids (compounds 18- 23), the major flavonoids in apple peels are quercetin-3-O-beta-D-glucopyranoside (compound 20, 82.6%), then quercetin-3-O-beta-D-galactopyranoside (compound 19, 17.1%), followed by trace amounts of quercetin (compound 18, 0.2%), (-)-catechin (compound 22), (-)-epicatechin (compound 23), and quercetin-3-O-alpha-L-arabinofuranoside (compound 21). Among the compounds isolated, quercetin (18) and quercetin-3-O-beta-D-glucopyranoside (20) showed potent antiproliferative activities against HepG2 and MCF-7 cells, with EC 50 values of 40.9 +/- 1.1 and 49.2 +/- 4.9 microM to HepG2 cells and 137.5 +/- 2.6 and 23.9 +/- 3.9 microM to MCF-7 cells, respectively. Six flavonoids (18-23) and three phenolic compounds (10, 11, and 14) showed potent antioxidant activities. Caffeic acid (10), quercetin (18), and quercetin-3-O-beta-D-arabinofuranoside (21) showed higher antioxidant activity, with EC 50 values of <10 microM. Most tested flavonoids and phenolic compounds had high antioxidant activity when compared to ascorbic acid and might be responsible for the antioxidant activities of apples. These results showed apple peel phytochemicals have potent antioxidant and antiproliferative activities.
Publication: J. Agric. Food Chem. 2008 Nov 12 ;56(21)::9905-10. :doi: 10.1021/jf8015255.
Publication Date: 2008 Nov 12
Study Author(s): He, Xiangjiu;Liu, Rui Hai;
Institution: Department of Food Science and Institute of Comparative and Environmental Toxicology, Cornell University, Ithaca, New York 14853, USA.
Shortcut link to this study:
Publication Date: 2008 Nov 12
Study Author(s): He, Xiangjiu;Liu, Rui Hai;
Institution: Department of Food Science and Institute of Comparative and Environmental Toxicology, Cornell University, Ithaca, New York 14853, USA.
Shortcut link to this study:
Bioactivity-guided fractionation of Red Delicious apple peels was used to determine the chemical identity of bioactive constituents, which showed potent antiproliferative and antioxidant activities. Twenty-nine compounds, including triterpenoids, flavonoids, organic acids and plant sterols, were isolated using gradient solvent fractionation, Diaion HP-20, silica gel, and ODS columns, and preparative HPLC. Their chemical structures were identified using HR-MS and 1D and 2D NMR. Antiproliferative activities of isolated pure compounds against HepG2 human liver cancer cells and MCF-7 human breast cancer cells were evaluated. On the basis of the yields of isolated flavonoids (compounds 18- 23), the major flavonoids in apple peels are quercetin-3-O-beta-D-glucopyranoside (compound 20, 82.6%), then quercetin-3-O-beta-D-galactopyranoside (compound 19, 17.1%), followed by trace amounts of quercetin (compound 18, 0.2%), (-)-catechin (compound 22), (-)-epicatechin (compound 23), and quercetin-3-O-alpha-L-arabinofuranoside (compound 21). Among the compounds isolated, quercetin (18) and quercetin-3-O-beta-D-glucopyranoside (20) showed potent antiproliferative activities against HepG2 and MCF-7 cells, with EC 50 values of 40.9 +/- 1.1 and 49.2 +/- 4.9 microM to HepG2 cells and 137.5 +/- 2.6 and 23.9 +/- 3.9 microM to MCF-7 cells, respectively. Six flavonoids (18-23) and three phenolic compounds (10, 11, and 14) showed potent antioxidant activities. Caffeic acid (10), quercetin (18), and quercetin-3-O-beta-D-arabinofuranoside (21) showed higher antioxidant activity, with EC 50 values of <10 microM. Most tested flavonoids and phenolic compounds had high antioxidant activity when compared to ascorbic acid and might be responsible for the antioxidant activities of apples. These results showed apple peel phytochemicals have potent antioxidant and antiproliferative activities.
PMID: 18828600
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