char = C;code = 67
char = y;code = 121
char = t;code = 116
char = o;code = 111
char = t;code = 116
char = o;code = 111
char = x;code = 120
char = i;code = 105
char = c;code = 99
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 = f;code = 102
char = r;code = 114
char = o;code = 111
char = m;code = 109
char = ;code = 32
char = C;code = 67
char = h;code = 104
char = i;code = 105
char = o;code = 111
char = n;code = 110
char = a;code = 97
char = n;code = 110
char = t;code = 116
char = h;code = 104
char = u;code = 117
char = s;code = 115
char = ;code = 32
char = r;code = 114
char = e;code = 101
char = t;code = 116
char = u;code = 117
char = s;code = 115
char = u;code = 117
char = s;code = 115
char = .;code = 46
result sql = Cytotoxic phenolic compounds from Chionanthus retusus.
Cytotoxic phenolic compounds from Chionanthus retusus.
char = C;code = 67
char = y;code = 121
char = t;code = 116
char = o;code = 111
char = t;code = 116
char = o;code = 111
char = x;code = 120
char = i;code = 105
char = c;code = 99
char = i;code = 105
char = t;code = 116
char = y;code = 121
char = -;code = 45
char = g;code = 103
char = u;code = 117
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = f;code = 102
char = r;code = 114
char = a;code = 97
char = c;code = 99
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = n;code = 110
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = p;code = 112
char = u;code = 117
char = r;code = 114
char = i;code = 105
char = f;code = 102
char = i;code = 105
char = c;code = 99
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = M;code = 77
char = e;code = 101
char = O;code = 79
char = H;code = 72
char = ;code = 32
char = e;code = 101
char = x;code = 120
char = t;code = 116
char = r;code = 114
char = a;code = 97
char = c;code = 99
char = t;code = 116
char = ;code = 32
char = f;code = 102
char = r;code = 114
char = o;code = 111
char = m;code = 109
char = ;code = 32
char = C;code = 67
char = h;code = 104
char = i;code = 105
char = o;code = 111
char = n;code = 110
char = a;code = 97
char = n;code = 110
char = t;code = 116
char = h;code = 104
char = u;code = 117
char = s;code = 115
char = ;code = 32
char = r;code = 114
char = e;code = 101
char = t;code = 116
char = u;code = 117
char = s;code = 115
char = u;code = 117
char = s;code = 115
char = ;code = 32
char = L;code = 76
char = i;code = 105
char = n;code = 110
char = d;code = 100
char = l;code = 108
char = .;code = 46
char = ;code = 32
char = e;code = 101
char = t;code = 116
char = ;code = 32
char = P;code = 80
char = a;code = 97
char = x;code = 120
char = t;code = 116
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = r;code = 114
char = e;code = 101
char = s;code = 115
char = u;code = 117
char = l;code = 108
char = t;code = 116
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
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 = i;code = 105
char = o;code = 111
char = n;code = 110
char = ;code = 32
char = o;code = 111
char = f;code = 102
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 = 46
char = ;code = 32
char = F;code = 70
char = o;code = 111
char = u;code = 117
char = r;code = 114
char = t;code = 116
char = e;code = 101
char = e;code = 101
char = n;code = 110
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 = w;code = 119
char = e;code = 101
char = r;code = 114
char = e;code = 101
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 = r;code = 114
char = o;code = 111
char = m;code = 109
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = E;code = 69
char = t;code = 116
char = O;code = 79
char = A;code = 65
char = c;code = 99
char = ;code = 32
char = s;code = 115
char = o;code = 111
char = l;code = 108
char = u;code = 117
char = b;code = 98
char = l;code = 108
char = e;code = 101
char = ;code = 32
char = f;code = 102
char = r;code = 114
char = a;code = 97
char = c;code = 99
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = n;code = 110
char = ,;code = 44
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 = e;code = 101
char = i;code = 105
char = r;code = 114
char = ;code = 32
char = s;code = 115
char = t;code = 116
char = r;code = 114
char = u;code = 117
char = c;code = 99
char = t;code = 116
char = u;code = 117
char = r;code = 114
char = e;code = 101
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 = d;code = 100
char = e;code = 101
char = t;code = 116
char = e;code = 101
char = r;code = 114
char = m;code = 109
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = b;code = 98
char = y;code = 121
char = ;code = 32
char = s;code = 115
char = p;code = 112
char = e;code = 101
char = c;code = 99
char = t;code = 116
char = r;code = 114
char = o;code = 111
char = s;code = 115
char = c;code = 99
char = o;code = 111
char = p;code = 112
char = i;code = 105
char = c;code = 99
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = a;code = 97
char = l;code = 108
char = y;code = 121
char = s;code = 115
char = i;code = 105
char = s;code = 115
char = .;code = 46
char = ;code = 32
char = I;code = 73
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 = 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 = w;code = 119
char = e;code = 101
char = r;code = 114
char = e;code = 101
char = ;code = 32
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = n;code = 110
char = t;code = 116
char = i;code = 105
char = f;code = 102
char = i;code = 105
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = a;code = 97
char = s;code = 115
char = ;code = 32
char = p;code = 112
char = h;code = 104
char = i;code = 105
char = l;code = 108
char = l;code = 108
char = y;code = 121
char = g;code = 103
char = e;code = 101
char = n;code = 110
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = (;code = 40
char = 1;code = 49
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = s;code = 115
char = c;code = 99
char = o;code = 111
char = p;code = 112
char = o;code = 111
char = l;code = 108
char = e;code = 101
char = t;code = 116
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = (;code = 40
char = 2;code = 50
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = p;code = 112
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = r;code = 114
char = e;code = 101
char = s;code = 115
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = l;code = 108
char = ;code = 32
char = (;code = 40
char = 3;code = 51
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = k;code = 107
char = a;code = 97
char = e;code = 101
char = m;code = 109
char = p;code = 112
char = f;code = 102
char = e;code = 101
char = r;code = 114
char = o;code = 111
char = l;code = 108
char = ;code = 32
char = (;code = 40
char = 4;code = 52
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = a;code = 97
char = r;code = 114
char = o;code = 111
char = m;code = 109
char = a;code = 97
char = d;code = 100
char = e;code = 101
char = n;code = 110
char = d;code = 100
char = r;code = 114
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = (;code = 40
char = 5;code = 53
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = 2;code = 50
char = -;code = 45
char = (;code = 40
char = 4;code = 52
char = -;code = 45
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = p;code = 112
char = h;code = 104
char = e;code = 101
char = n;code = 110
char = y;code = 121
char = l;code = 108
char = );code = 41
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = a;code = 97
char = n;code = 110
char = o;code = 111
char = l;code = 108
char = ;code = 32
char = (;code = 40
char = 6;code = 54
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = 3;code = 51
char = ,;code = 44
char = 3;code = 51
char = ';code = 39
char = ,;code = 44
char = 5;code = 53
char = ,;code = 44
char = 5;code = 53
char = ';code = 39
char = ,;code = 44
char = 7;code = 55
char = -;code = 45
char = p;code = 112
char = e;code = 101
char = n;code = 110
char = t;code = 116
char = a;code = 97
char = h;code = 104
char = y;code = 121
char = d;code = 100
char = r;code = 114
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = f;code = 102
char = l;code = 108
char = a;code = 97
char = v;code = 118
char = a;code = 97
char = n;code = 110
char = o;code = 111
char = n;code = 110
char = e;code = 101
char = ;code = 32
char = (;code = 40
char = 7;code = 55
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = l;code = 108
char = u;code = 117
char = t;code = 116
char = e;code = 101
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = (;code = 40
char = 8;code = 56
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 = 9;code = 57
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = a;code = 97
char = p;code = 112
char = i;code = 105
char = g;code = 103
char = e;code = 101
char = n;code = 110
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = (;code = 40
char = 1;code = 49
char = 0;code = 48
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = c;code = 99
char = h;code = 104
char = r;code = 114
char = y;code = 121
char = s;code = 115
char = o;code = 111
char = e;code = 101
char = r;code = 114
char = i;code = 105
char = o;code = 111
char = l;code = 108
char = ;code = 32
char = (;code = 40
char = 1;code = 49
char = 1;code = 49
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = p;code = 112
char = h;code = 104
char = i;code = 105
char = l;code = 108
char = l;code = 108
char = y;code = 121
char = r;code = 114
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = (;code = 40
char = 1;code = 49
char = 2;code = 50
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = o;code = 111
char = l;code = 108
char = e;code = 101
char = u;code = 117
char = r;code = 114
char = o;code = 111
char = p;code = 112
char = e;code = 101
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = (;code = 40
char = 1;code = 49
char = 3;code = 51
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = (;code = 40
char = 7;code = 55
char = R;code = 82
char = ,;code = 44
char = 8;code = 56
char = R;code = 82
char = );code = 41
char = -;code = 45
char = g;code = 103
char = u;code = 117
char = a;code = 97
char = i;code = 105
char = a;code = 97
char = c;code = 99
char = y;code = 121
char = l;code = 108
char = g;code = 103
char = l;code = 108
char = y;code = 121
char = c;code = 99
char = e;code = 101
char = r;code = 114
char = o;code = 111
char = l;code = 108
char = ;code = 32
char = (;code = 40
char = 1;code = 49
char = 4;code = 52
char = );code = 41
char = .;code = 46
char = ;code = 32
char = A;code = 65
char = l;code = 108
char = l;code = 108
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 = e;code = 101
char = x;code = 120
char = c;code = 99
char = e;code = 101
char = p;code = 112
char = t;code = 116
char = ;code = 32
char = f;code = 102
char = o;code = 111
char = r;code = 114
char = ;code = 32
char = 1;code = 49
char = 2;code = 50
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 = ;code = 32
char = w;code = 119
char = e;code = 101
char = r;code = 114
char = e;code = 101
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 = o;code = 111
char = r;code = 114
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = f;code = 102
char = i;code = 105
char = r;code = 114
char = s;code = 115
char = t;code = 116
char = ;code = 32
char = t;code = 116
char = i;code = 105
char = m;code = 109
char = e;code = 101
char = ;code = 32
char = f;code = 102
char = r;code = 114
char = o;code = 111
char = m;code = 109
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = i;code = 105
char = s;code = 115
char = ;code = 32
char = p;code = 112
char = l;code = 108
char = a;code = 97
char = n;code = 110
char = t;code = 116
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = g;code = 103
char = e;code = 101
char = n;code = 110
char = u;code = 117
char = s;code = 115
char = ;code = 32
char = C;code = 67
char = h;code = 104
char = i;code = 105
char = o;code = 111
char = n;code = 110
char = a;code = 97
char = n;code = 110
char = t;code = 116
char = h;code = 104
char = u;code = 117
char = s;code = 115
char = .;code = 46
char = ;code = 32
char = A;code = 65
char = n;code = 110
char = t;code = 116
char = i;code = 105
char = -;code = 45
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 = e;code = 101
char = f;code = 102
char = f;code = 102
char = e;code = 101
char = c;code = 99
char = t;code = 116
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 = 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 = 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 = 32
char = b;code = 98
char = y;code = 121
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = s;code = 115
char = u;code = 117
char = l;code = 108
char = f;code = 102
char = o;code = 111
char = r;code = 114
char = h;code = 104
char = o;code = 111
char = d;code = 100
char = a;code = 97
char = m;code = 109
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = B;code = 66
char = ;code = 32
char = a;code = 97
char = s;code = 115
char = s;code = 115
char = a;code = 97
char = y;code = 121
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 = f;code = 102
char = o;code = 111
char = u;code = 117
char = r;code = 114
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 = t;code = 116
char = u;code = 117
char = m;code = 109
char = o;code = 111
char = r;code = 114
char = ;code = 32
char = c;code = 99
char = e;code = 101
char = l;code = 108
char = l;code = 108
char = ;code = 32
char = l;code = 108
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = (;code = 40
char = A;code = 65
char = 5;code = 53
char = 4;code = 52
char = 9;code = 57
char = ,;code = 44
char = ;code = 32
char = S;code = 83
char = K;code = 75
char = -;code = 45
char = O;code = 79
char = V;code = 86
char = -;code = 45
char = 3;code = 51
char = ,;code = 44
char = ;code = 32
char = S;code = 83
char = K;code = 75
char = -;code = 45
char = M;code = 77
char = E;code = 69
char = L;code = 76
char = -;code = 45
char = 2;code = 50
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result sql = Cytotoxicity-guided fractionation and purification of MeOH extract from Chionanthus retusus Lindl. et Paxton resulted in the isolation of compounds. Fourteen phenolic compounds were isolated from the EtOAc soluble fraction, and their structures were determined by spectroscopic analysis. Isolated compounds were identified as phillygenin (1), scopoletin (2), pinoresinol (3), kaempferol (4), aromadendrin (5), 2-(4-hydroxyphenyl)ethanol (6), 3,3',5,5',7-pentahydroxyflavanone (7), luteolin (8), quercetin (9), apigenin (10), chrysoeriol (11), phillyrin (12), oleuropein (13), (7R,8R)-guaiacylglycerol (14). All compounds except for 12 and 13 were isolated for the first time from this plant and genus Chionanthus. Anti-proliferative effect of isolated compounds were evaluated by the sulforhodamin B assay against four human tumor cell lines (A549, SK-OV-3, SK-MEL-2, and HCT15). Compounds 4 and 8-10 were significantly active with ED50 values of 1.84-6.35 microg/mL. Also, compounds 1, 3, 5 and 7 revealed cytotoxic effects at concentrations below 30 microg/mL.

Publication: Arch. Pharm. Res. 2009 Dec ;32(12)::1681-7. :doi: 10.1007/s12272-009-2203-0.
Publication Date: 2009 Dec
Study Author(s): Kwak, Jong Hwan;Kang, Min Woo;Roh, Jong Hwa;Choi, Sang Un;Zee, Ok Pyo;
Institution: College of Pharmacy, Sungkyunkwan University, Suwon, 440-746, Korea. [email protected]
Shortcut link to this study:
Cytotoxicity-guided fractionation and purification of MeOH extract from Chionanthus retusus Lindl. et Paxton resulted in the isolation of compounds. Fourteen phenolic compounds were isolated from the EtOAc soluble fraction, and their structures were determined by spectroscopic analysis. Isolated compounds were identified as phillygenin (1), scopoletin (2), pinoresinol (3), kaempferol (4), aromadendrin (5), 2-(4-hydroxyphenyl)ethanol (6), 3,3',5,5',7-pentahydroxyflavanone (7), luteolin (8), quercetin (9), apigenin (10), chrysoeriol (11), phillyrin (12), oleuropein (13), (7R,8R)-guaiacylglycerol (14). All compounds except for 12 and 13 were isolated for the first time from this plant and genus Chionanthus. Anti-proliferative effect of isolated compounds were evaluated by the sulforhodamin B assay against four human tumor cell lines (A549, SK-OV-3, SK-MEL-2, and HCT15). Compounds 4 and 8-10 were significantly active with ED50 values of 1.84-6.35 microg/mL. Also, compounds 1, 3, 5 and 7 revealed cytotoxic effects at concentrations below 30 microg/mL.
PMID: 20162394

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