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result sql = The antiprotozoal activity of sixteen asteraceae species native to Sudan and bioactivity-guided isolation of xanthanolides from Xanthium brasilicum.

The antiprotozoal activity of sixteen asteraceae species native to Sudan and bioactivity-guided isolation of xanthanolides from Xanthium brasilicum.

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char = c;code = 99
char = ;code = 32
char = m;code = 109
char = e;code = 101
char = a;code = 97
char = n;code = 110
char = s;code = 115
char = ;code = 32
char = a;code = 97
char = s;code = 115
char = ;code = 32
char = 8;code = 56
char = -;code = 45
char = e;code = 101
char = p;code = 112
char = i;code = 105
char = x;code = 120
char = a;code = 97
char = n;code = 110
char = t;code = 116
char = h;code = 104
char = a;code = 97
char = t;code = 116
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 = 8;code = 56
char = -;code = 45
char = e;code = 101
char = p;code = 112
char = i;code = 105
char = x;code = 120
char = a;code = 97
char = n;code = 110
char = t;code = 116
char = h;code = 104
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = 1;code = 49
char = b;code = 98
char = e;code = 101
char = t;code = 116
char = a;code = 97
char = ,;code = 44
char = 5;code = 53
char = b;code = 98
char = e;code = 101
char = t;code = 116
char = a;code = 97
char = -;code = 45
char = e;code = 101
char = p;code = 112
char = o;code = 111
char = x;code = 120
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = (;code = 40
char = 2;code = 50
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 = a;code = 97
char = s;code = 115
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = d;code = 100
char = i;code = 105
char = m;code = 109
char = e;code = 101
char = r;code = 114
char = s;code = 115
char = ;code = 32
char = p;code = 112
char = u;code = 117
char = n;code = 110
char = g;code = 103
char = i;code = 105
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = A;code = 65
char = ;code = 32
char = (;code = 40
char = 4;code = 52
char = );code = 41
char = ;code = 32
char = a;code = 97
char = s;code = 115
char = ;code = 32
char = w;code = 119
char = e;code = 101
char = l;code = 108
char = l;code = 108
char = ;code = 32
char = a;code = 97
char = s;code = 115
char = ;code = 32
char = p;code = 112
char = u;code = 117
char = n;code = 110
char = g;code = 103
char = i;code = 105
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = B;code = 66
char = ;code = 32
char = (;code = 40
char = 5;code = 53
char = );code = 41
char = .;code = 46
char = ;code = 32
char = T;code = 84
char = w;code = 119
char = o;code = 111
char = ;code = 32
char = f;code = 102
char = u;code = 117
char = r;code = 114
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = r;code = 114
char = ;code = 32
char = m;code = 109
char = o;code = 111
char = d;code = 100
char = i;code = 105
char = f;code = 102
char = i;code = 105
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = x;code = 120
char = a;code = 97
char = n;code = 110
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 = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = s;code = 115
char = e;code = 101
char = s;code = 115
char = q;code = 113
char = u;code = 117
char = i;code = 105
char = t;code = 116
char = e;code = 101
char = r;code = 114
char = p;code = 112
char = e;code = 101
char = n;code = 110
char = e;code = 101
char = ;code = 32
char = l;code = 108
char = a;code = 97
char = c;code = 99
char = t;code = 116
char = o;code = 111
char = n;code = 110
char = e;code = 101
char = s;code = 115
char = ,;code = 44
char = ;code = 32
char = x;code = 120
char = a;code = 97
char = n;code = 110
char = t;code = 116
char = h;code = 104
char = i;code = 105
char = p;code = 112
char = u;code = 117
char = n;code = 110
char = g;code = 103
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = (;code = 40
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 = 4;code = 52
char = ,;code = 44
char = 1;code = 49
char = 5;code = 53
char = -;code = 45
char = d;code = 100
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = r;code = 114
char = -;code = 45
char = 1;code = 49
char = ,;code = 44
char = 1;code = 49
char = 1;code = 49
char = (;code = 40
char = 1;code = 49
char = 3;code = 51
char = );code = 41
char = -;code = 45
char = x;code = 120
char = a;code = 97
char = n;code = 110
char = t;code = 116
char = h;code = 104
char = a;code = 97
char = d;code = 100
char = i;code = 105
char = e;code = 101
char = n;code = 110
char = e;code = 101
char = -;code = 45
char = 3;code = 51
char = ,;code = 44
char = 5;code = 53
char = b;code = 98
char = e;code = 101
char = t;code = 116
char = a;code = 97
char = :;code = 58
char = 1;code = 49
char = 2;code = 50
char = ,;code = 44
char = 8;code = 56
char = b;code = 98
char = e;code = 101
char = t;code = 116
char = a;code = 97
char = -;code = 45
char = d;code = 100
char = i;code = 105
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = (;code = 40
char = 6;code = 54
char = );code = 41
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 = 46
char = ;code = 32
char = W;code = 87
char = h;code = 104
char = i;code = 105
char = l;code = 108
char = e;code = 101
char = ;code = 32
char = x;code = 120
char = a;code = 97
char = n;code = 110
char = t;code = 116
char = h;code = 104
char = i;code = 105
char = p;code = 112
char = u;code = 117
char = n;code = 110
char = g;code = 103
char = o;code = 111
char = l;code = 108
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ;code = 32
char = t;code = 116
char = u;code = 117
char = r;code = 114
char = n;code = 110
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = o;code = 111
char = u;code = 117
char = t;code = 116
char = ;code = 32
char = t;code = 116
char = o;code = 111
char = ;code = 32
char = b;code = 98
char = e;code = 101
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = a;code = 97
char = c;code = 99
char = t;code = 116
char = i;code = 105
char = v;code = 118
char = e;code = 101
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 = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = t;code = 116
char = e;code = 101
char = s;code = 115
char = t;code = 116
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = p;code = 112
char = a;code = 97
char = r;code = 114
char = a;code = 97
char = s;code = 115
char = i;code = 105
char = t;code = 116
char = e;code = 101
char = s;code = 115
char = ,;code = 44
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = d;code = 100
char = i;code = 105
char = n;code = 110
char = o;code = 111
char = r;code = 114
char = -;code = 45
char = x;code = 120
char = a;code = 97
char = n;code = 110
char = t;code = 116
char = h;code = 104
char = a;code = 97
char = n;code = 110
char = l;code = 108
char = i;code = 105
char = d;code = 100
char = e;code = 101
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 = s;code = 115
char = i;code = 105
char = g;code = 103
char = n;code = 110
char = i;code = 105
char = f;code = 102
char = i;code = 105
char = c;code = 99
char = a;code = 97
char = n;code = 110
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 = 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 = T;code = 84
char = .;code = 46
char = ;code = 32
char = b;code = 98
char = r;code = 114
char = u;code = 117
char = c;code = 99
char = e;code = 101
char = i;code = 105
char = ;code = 32
char = r;code = 114
char = h;code = 104
char = o;code = 111
char = d;code = 100
char = e;code = 101
char = s;code = 115
char = i;code = 105
char = e;code = 101
char = n;code = 110
char = s;code = 115
char = e;code = 101
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = L;code = 76
char = .;code = 46
char = ;code = 32
char = d;code = 100
char = o;code = 111
char = n;code = 110
char = o;code = 111
char = v;code = 118
char = a;code = 97
char = n;code = 110
char = i;code = 105
char = .;code = 46
char = ;code = 32
char = A;code = 65
char = l;code = 108
char = l;code = 108
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 = p;code = 112
char = r;code = 114
char = e;code = 101
char = v;code = 118
char = i;code = 105
char = o;code = 111
char = u;code = 117
char = s;code = 115
char = l;code = 108
char = y;code = 121
char = ;code = 32
char = k;code = 107
char = n;code = 110
char = o;code = 111
char = w;code = 119
char = n;code = 110
char = ;code = 32
char = f;code = 102
char = r;code = 114
char = o;code = 111
char = m;code = 109
char = ;code = 32
char = o;code = 111
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = r;code = 114
char = ;code = 32
char = X;code = 88
char = a;code = 97
char = n;code = 110
char = t;code = 116
char = h;code = 104
char = i;code = 105
char = u;code = 117
char = m;code = 109
char = ;code = 32
char = s;code = 115
char = p;code = 112
char = e;code = 101
char = c;code = 99
char = i;code = 105
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = b;code = 98
char = u;code = 117
char = t;code = 116
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = i;code = 105
char = s;code = 115
char = ;code = 32
char = i;code = 105
char = s;code = 115
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 = r;code = 114
char = e;code = 101
char = p;code = 112
char = o;code = 111
char = r;code = 114
char = t;code = 116
char = ;code = 32
char = o;code = 111
char = n;code = 110
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 = o;code = 111
char = c;code = 99
char = c;code = 99
char = u;code = 117
char = r;code = 114
char = r;code = 114
char = e;code = 101
char = n;code = 110
char = c;code = 99
char = e;code = 101
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = X;code = 88
char = .;code = 46
char = ;code = 32
char = b;code = 98
char = r;code = 114
char = a;code = 97
char = s;code = 115
char = i;code = 105
char = l;code = 108
char = i;code = 105
char = c;code = 99
char = u;code = 117
char = m;code = 109
char = ,;code = 44
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ,;code = 44
char = ;code = 32
char = m;code = 109
char = o;code = 111
char = s;code = 115
char = t;code = 116
char = ;code = 32
char = n;code = 110
char = o;code = 111
char = t;code = 116
char = a;code = 97
char = b;code = 98
char = l;code = 108
char = y;code = 121
char = ,;code = 44
char = ;code = 32
char = o;code = 111
char = n;code = 110
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 = 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 = t;code = 116
char = o;code = 111
char = z;code = 122
char = o;code = 111
char = a;code = 97
char = l;code = 108
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 = y;code = 121
char = .;code = 46
char = ;code = 32
char = A;code = 65
char = s;code = 115
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = m;code = 109
char = o;code = 111
char = s;code = 115
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 = e;code = 101
char = ;code = 32
char = s;code = 115
char = i;code = 105
char = n;code = 110
char = g;code = 103
char = l;code = 108
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 = ;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 = 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 = 44
char = ;code = 32
char = 8;code = 56
char = -;code = 45
char = e;code = 101
char = p;code = 112
char = i;code = 105
char = x;code = 120
char = a;code = 97
char = n;code = 110
char = t;code = 116
char = h;code = 104
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = 1;code = 49
char = b;code = 98
char = e;code = 101
char = t;code = 116
char = a;code = 97
char = ,;code = 44
char = 5;code = 53
char = b;code = 98
char = e;code = 101
char = t;code = 116
char = a;code = 97
char = -;code = 45
char = e;code = 101
char = p;code = 112
char = o;code = 111
char = x;code = 120
char = i;code = 105
char = d;code = 100
char = e;code = 101
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 = I;code = 73
char = C;code = 67
char = (;code = 40
char = 5;code = 53
char = 0;code = 48
char = );code = 41
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 = 0;code = 48
char = .;code = 46
char = 0;code = 48
char = 9;code = 57
char = ,;code = 44
char = ;code = 32
char = 2;code = 50
char = .;code = 46
char = 9;code = 57
char = 5;code = 53
char = ,;code = 44
char = ;code = 32
char = 0;code = 48
char = .;code = 46
char = 1;code = 49
char = 6;code = 54
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 1;code = 49
char = .;code = 46
char = 7;code = 55
char = 1;code = 49
char = ;code = 32
char = m;code = 109
char = i;code = 105
char = c;code = 99
char = r;code = 114
char = o;code = 111
char = g;code = 103
char = /;code = 47
char = m;code = 109
char = L;code = 76
char = ;code = 32
char = (;code = 40
char = 0;code = 48
char = .;code = 46
char = 3;code = 51
char = 3;code = 51
char = ,;code = 44
char = ;code = 32
char = 1;code = 49
char = 1;code = 49
char = .;code = 46
char = 3;code = 51
char = ,;code = 44
char = ;code = 32
char = 0;code = 48
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 = 6;code = 54
char = .;code = 46
char = 5;code = 53
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 = 41
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 = T;code = 84
char = .;code = 46
char = ;code = 32
char = b;code = 98
char = r;code = 114
char = u;code = 117
char = c;code = 99
char = e;code = 101
char = i;code = 105
char = ;code = 32
char = r;code = 114
char = h;code = 104
char = o;code = 111
char = d;code = 100
char = e;code = 101
char = s;code = 115
char = i;code = 105
char = e;code = 101
char = n;code = 110
char = s;code = 115
char = e;code = 101
char = ,;code = 44
char = ;code = 32
char = T;code = 84
char = .;code = 46
char = ;code = 32
char = c;code = 99
char = r;code = 114
char = u;code = 117
char = z;code = 122
char = i;code = 105
char = ,;code = 44
char = ;code = 32
char = L;code = 76
char = .;code = 46
char = ;code = 32
char = d;code = 100
char = o;code = 111
char = n;code = 110
char = o;code = 111
char = v;code = 118
char = a;code = 97
char = n;code = 110
char = i;code = 105
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = P;code = 80
char = .;code = 46
char = ;code = 32
char = f;code = 102
char = a;code = 97
char = l;code = 108
char = c;code = 99
char = i;code = 105
char = p;code = 112
char = a;code = 97
char = r;code = 114
char = u;code = 117
char = m;code = 109
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
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result sql = In vitro screening of the dichloromethane extracts of 16 Asteraceae species native to Sudan for activity against major protozoan pathogens revealed that a Xanthium brasilicum Vell. [syn. X. strumarium var. brasilicum (Vell.) Baker in Mart.] extract was the most active against Trypanosoma brucei rhodesiense, the etiological agent of East African human trypanosomiasis (IC(50) = 0.1 microg/mL). This plant extract also exhibited noticeable activities against T. cruzi (Chagas disease), Leishmania donovani (Kala-Azar) as well as Plasmodium falciparum (Malaria tropica). Bioactivity-guided fractionation resulted in the isolation of four bioactive sesquiterpene lactones (STL) of the xanthanolide series (4,5-seco-guaianolide-type). They were identified by spectroscopic means as 8-epixanthatin (1), 8-epixanthatin 1beta,5beta-epoxide (2), and as the dimers pungiolide A (4) as well as pungiolide B (5). Two further modified xanthanolide sesquiterpene lactones, xanthipungolide (3) and 4,15-dinor-1,11(13)-xanthadiene-3,5beta:12,8beta-diolide (6) were isolated. While xanthipungolide turned out to be inactive against the tested parasites, the dinor-xanthanlide showed significant activity against T. brucei rhodesiense and L. donovani. All isolated compounds were previously known from other Xanthium species but this is the first report on their occurrence in X. brasilicum, and, most notably, on their antiprotozoal activity. As the most active single compound from this extract, 8-epixanthatin 1beta,5beta-epoxide showed IC(50) values of 0.09, 2.95, 0.16 and 1.71 microg/mL (0.33, 11.3, 0.6 and 6.5 microM) against T. brucei rhodesiense, T. cruzi, L. donovani and P. falciparum, respectively, while its cytotoxicity against rat myoblast cells used as control was determined at 5.8 microg/mL (22.1 microM). Besides assessment of their antiprotozoal activity, the structural assignments for the dimeric xanthanolides pungiolide A and B were reinvestigated and fully established.

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