|
|
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Dimeric antioxidant and cytotoxic triterpenoid saponins from Terminalia ivorensis A. Chev.char = T;code = 84
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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 = y;code = 121
char = l;code = 108
char = -;code = 45
char = 2;code = 50
char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 5;code = 53
char = ;;code = 59
char = ,;code = 44
char = 3;code = 51
char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 6;code = 54
char = ;;code = 59
char = ,;code = 44
char = 1;code = 49
char = 9;code = 57
char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 6;code = 54
char = ;;code = 59
char = ,;code = 44
char = 2;code = 50
char = 4;code = 52
char = -;code = 45
char = t;code = 116
char = e;code = 101
char = t;code = 116
char = r;code = 114
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 = o;code = 111
char = l;code = 108
char = e;code = 101
char = a;code = 97
char = n;code = 110
char = -;code = 45
char = 1;code = 49
char = 1;code = 49
char = -;code = 45
char = o;code = 111
char = x;code = 120
char = o;code = 111
char = -;code = 45
char = o;code = 111
char = l;code = 108
char = e;code = 101
char = a;code = 97
char = n;code = 110
char = -;code = 45
char = 1;code = 49
char = 2;code = 50
char = -;code = 45
char = e;code = 101
char = n;code = 110
char = -;code = 45
char = 2;code = 50
char = 8;code = 56
char = -;code = 45
char = o;code = 111
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = ;code = 32
char = (;code = 40
char = i;code = 105
char = v;code = 118
char = o;code = 111
char = r;code = 114
char = e;code = 101
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 = C;code = 67
char = ,;code = 44
char = ;code = 32
char = 3;code = 51
char = );code = 41
char = .;code = 46
char = ;code = 32
char = I;code = 73
char = v;code = 118
char = o;code = 111
char = r;code = 114
char = e;code = 101
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 = s;code = 115
char = ;code = 32
char = A;code = 65
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = B;code = 66
char = ;code = 32
char = a;code = 97
char = r;code = 114
char = e;code = 101
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 = e;code = 101
char = x;code = 120
char = a;code = 97
char = m;code = 109
char = p;code = 112
char = l;code = 108
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = n;code = 110
char = a;code = 97
char = t;code = 116
char = u;code = 117
char = r;code = 114
char = e;code = 101
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = d;code = 100
char = i;code = 105
char = m;code = 109
char = e;code = 101
char = r;code = 114
char = i;code = 105
char = c;code = 99
char = ;code = 32
char = t;code = 116
char = r;code = 114
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 = o;code = 111
char = i;code = 105
char = d;code = 100
char = ;code = 32
char = s;code = 115
char = a;code = 97
char = p;code = 112
char = o;code = 111
char = n;code = 110
char = i;code = 105
char = n;code = 110
char = s;code = 115
char = ;code = 32
char = w;code = 119
char = i;code = 105
char = t;code = 116
char = h;code = 104
char = ;code = 32
char = a;code = 97
char = ;code = 32
char = 1;code = 49
char = 8;code = 56
char = ,;code = 44
char = 1;code = 49
char = 9;code = 57
char = -;code = 45
char = s;code = 115
char = e;code = 101
char = c;code = 99
char = o;code = 111
char = ;code = 32
char = E;code = 69
char = ;code = 32
char = r;code = 114
char = i;code = 105
char = n;code = 110
char = g;code = 103
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = o;code = 111
char = n;code = 110
char = e;code = 101
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 = t;code = 116
char = w;code = 119
char = o;code = 111
char = ;code = 32
char = u;code = 117
char = n;code = 110
char = i;code = 105
char = t;code = 116
char = s;code = 115
char = .;code = 46
char = ;code = 32
char = T;code = 84
char = h;code = 104
char = e;code = 101
char = s;code = 115
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 = 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 = 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 = 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 = o;code = 111
char = x;code = 120
char = i;code = 105
char = d;code = 100
char = a;code = 97
char = n;code = 110
char = t;code = 116
char = ;code = 32
char = p;code = 112
char = r;code = 114
char = o;code = 111
char = p;code = 112
char = e;code = 101
char = r;code = 114
char = t;code = 116
char = i;code = 105
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
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 = 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 = i;code = 105
char = r;code = 114
char = ;code = 32
char = c;code = 99
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 = 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 = 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 = 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 = ;code = 32
char = l;code = 108
char = i;code = 105
char = n;code = 110
char = e;code = 101
char = s;code = 115
char = .;code = 46
char = ;code = 32
char = I;code = 73
char = v;code = 118
char = o;code = 111
char = r;code = 114
char = e;code = 101
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 = B;code = 66
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = C;code = 67
char = ;code = 32
char = e;code = 101
char = x;code = 120
char = h;code = 104
char = i;code = 105
char = b;code = 98
char = i;code = 105
char = t;code = 116
char = e;code = 101
char = d;code = 100
char = ;code = 32
char = s;code = 115
char = c;code = 99
char = a;code = 97
char = v;code = 118
char = e;code = 101
char = n;code = 110
char = g;code = 103
char = i;code = 105
char = n;code = 110
char = g;code = 103
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 = D;code = 68
char = P;code = 80
char = P;code = 80
char = H;code = 72
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = A;code = 65
char = B;code = 66
char = T;code = 84
char = S;code = 83
char = (;code = 40
char = +;code = 43
char = );code = 41
char = ;code = 32
char = r;code = 114
char = a;code = 97
char = d;code = 100
char = i;code = 105
char = c;code = 99
char = a;code = 97
char = l;code = 108
char = s;code = 115
char = ;code = 32
char = w;code = 119
char = i;code = 105
char = t;code = 116
char = h;code = 104
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 = c;code = 99
char = o;code = 111
char = m;code = 109
char = p;code = 112
char = a;code = 97
char = r;code = 114
char = a;code = 97
char = b;code = 98
char = l;code = 108
char = e;code = 101
char = ;code = 32
char = w;code = 119
char = i;code = 105
char = t;code = 116
char = h;code = 104
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = a;code = 97
char = t;code = 116
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 = s;code = 115
char = t;code = 116
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = a;code = 97
char = r;code = 114
char = d;code = 100
char = ;code = 32
char = d;code = 100
char = r;code = 114
char = u;code = 117
char = g;code = 103
char = ;code = 32
char = T;code = 84
char = r;code = 114
char = o;code = 111
char = l;code = 108
char = o;code = 111
char = x;code = 120
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = i;code = 105
char = v;code = 118
char = o;code = 111
char = r;code = 114
char = e;code = 101
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 = A;code = 65
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 = 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 = 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 = M;code = 77
char = D;code = 68
char = A;code = 65
char = -;code = 45
char = M;code = 77
char = B;code = 66
char = -;code = 45
char = 2;code = 50
char = 3;code = 51
char = 1;code = 49
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = H;code = 72
char = C;code = 67
char = T;code = 84
char = 1;code = 49
char = 1;code = 49
char = 6;code = 54
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 = 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 = ;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 = w;code = 119
char = i;code = 105
char = t;code = 116
char = h;code = 104
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 = 3;code = 51
char = .;code = 46
char = 9;code = 57
char = 6;code = 54
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 3;code = 51
char = .;code = 46
char = 4;code = 52
char = 3;code = 51
char = ;code = 32
char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 5;code = 53
char = 6;code = 54
char = ;;code = 59
char = M;code = 77
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 = 60
char = b;code = 98
char = r;code = 114
char = /;code = 47
char = >;code = 62
result sql = Three saponins, including two dimeric triterpenoid glucosides possessing an unusual skeleton, ivorenosides A and B, and a monomeric triterpenoid saponin (ivorenoside C), together with the known sericoside, were isolated from the bark of Terminalia ivorensis. Their structures were established on the basis of 1D and 2D NMR data, chemical methods and tandem MS-MS spectrometry as a dimer of β-D-glucopyranosyl-18,19-seco-2α,3β,19,19,24-pentahydroxyolean-12-en-28-oate and β-D-glucopyranosyl-2α,3β,19α,24-tetrahydroxyolean-12-en-28-oate (ivorenoside A, 1), a dimer of β-D-glucopyranosyl-18,19-seco-24-carboxyl-2α,3β,19,19-tetrahydroxyolean-12-en-28-oate and β-D-glucopyranosyl-2α,3β,19α,24-tetrahydroxyolean-12-en-28-oate (ivorenoside B, 2) and β-D-glucopyranosyl-2α,3β,19β,24-tetrahydroxyolean-11-oxo-olean-12-en-28-oate (ivorenoside C, 3). Ivorenosides A and B are the first examples in nature of dimeric triterpenoid saponins with a 18,19-seco E ring of one of the two units. These isolated compounds were evaluated for their antioxidant properties and further for their cytotoxic activity against four human cancer cell lines. Ivorenoside B and C exhibited scavenging activity against DPPH and ABTS(+) radicals with IC(50) values comparable with that of the standard drug Trolox and ivorenoside A showed antiproliferative activity against MDA-MB-231 and HCT116 human cancer cell lines with IC(50) values of 3.96 and 3.43 μM, respectively.
char = i;code = 105
char = m;code = 109
char = e;code = 101
char = r;code = 114
char = i;code = 105
char = c;code = 99
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
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 = c;code = 99
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 = t;code = 116
char = r;code = 114
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 = o;code = 111
char = i;code = 105
char = d;code = 100
char = ;code = 32
char = s;code = 115
char = a;code = 97
char = p;code = 112
char = o;code = 111
char = n;code = 110
char = i;code = 105
char = n;code = 110
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 = T;code = 84
char = e;code = 101
char = r;code = 114
char = m;code = 109
char = i;code = 105
char = n;code = 110
char = a;code = 97
char = l;code = 108
char = i;code = 105
char = a;code = 97
char = ;code = 32
char = i;code = 105
char = v;code = 118
char = o;code = 111
char = r;code = 114
char = e;code = 101
char = n;code = 110
char = s;code = 115
char = i;code = 105
char = s;code = 115
char = ;code = 32
char = A;code = 65
char = .;code = 46
char = ;code = 32
char = C;code = 67
char = h;code = 104
char = e;code = 101
char = v;code = 118
char = .;code = 46
result sql = Dimeric antioxidant and cytotoxic triterpenoid saponins from Terminalia ivorensis A. Chev.
char = h;code = 104
char = r;code = 114
char = e;code = 101
char = e;code = 101
char = ;code = 32
char = s;code = 115
char = a;code = 97
char = p;code = 112
char = o;code = 111
char = n;code = 110
char = i;code = 105
char = n;code = 110
char = s;code = 115
char = ,;code = 44
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = c;code = 99
char = l;code = 108
char = u;code = 117
char = d;code = 100
char = i;code = 105
char = n;code = 110
char = g;code = 103
char = ;code = 32
char = t;code = 116
char = w;code = 119
char = o;code = 111
char = ;code = 32
char = d;code = 100
char = i;code = 105
char = m;code = 109
char = e;code = 101
char = r;code = 114
char = i;code = 105
char = c;code = 99
char = ;code = 32
char = t;code = 116
char = r;code = 114
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 = o;code = 111
char = i;code = 105
char = d;code = 100
char = ;code = 32
char = g;code = 103
char = l;code = 108
char = u;code = 117
char = c;code = 99
char = o;code = 111
char = s;code = 115
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = p;code = 112
char = o;code = 111
char = s;code = 115
char = s;code = 115
char = e;code = 101
char = s;code = 115
char = s;code = 115
char = i;code = 105
char = n;code = 110
char = g;code = 103
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = ;code = 32
char = u;code = 117
char = n;code = 110
char = u;code = 117
char = s;code = 115
char = u;code = 117
char = a;code = 97
char = l;code = 108
char = ;code = 32
char = s;code = 115
char = k;code = 107
char = e;code = 101
char = l;code = 108
char = e;code = 101
char = t;code = 116
char = o;code = 111
char = n;code = 110
char = ,;code = 44
char = ;code = 32
char = i;code = 105
char = v;code = 118
char = o;code = 111
char = r;code = 114
char = e;code = 101
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 = s;code = 115
char = ;code = 32
char = A;code = 65
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = B;code = 66
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 = ;code = 32
char = m;code = 109
char = o;code = 111
char = n;code = 110
char = o;code = 111
char = m;code = 109
char = e;code = 101
char = r;code = 114
char = i;code = 105
char = c;code = 99
char = ;code = 32
char = t;code = 116
char = r;code = 114
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 = o;code = 111
char = i;code = 105
char = d;code = 100
char = ;code = 32
char = s;code = 115
char = a;code = 97
char = p;code = 112
char = o;code = 111
char = n;code = 110
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = (;code = 40
char = i;code = 105
char = v;code = 118
char = o;code = 111
char = r;code = 114
char = e;code = 101
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 = C;code = 67
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = t;code = 116
char = o;code = 111
char = g;code = 103
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = r;code = 114
char = ;code = 32
char = w;code = 119
char = i;code = 105
char = t;code = 116
char = h;code = 104
char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
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 = s;code = 115
char = e;code = 101
char = r;code = 114
char = i;code = 105
char = c;code = 99
char = o;code = 111
char = s;code = 115
char = i;code = 105
char = d;code = 100
char = e;code = 101
char = ,;code = 44
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 = b;code = 98
char = a;code = 97
char = r;code = 114
char = k;code = 107
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = T;code = 84
char = e;code = 101
char = r;code = 114
char = m;code = 109
char = i;code = 105
char = n;code = 110
char = a;code = 97
char = l;code = 108
char = i;code = 105
char = a;code = 97
char = ;code = 32
char = i;code = 105
char = v;code = 118
char = o;code = 111
char = r;code = 114
char = e;code = 101
char = n;code = 110
char = s;code = 115
char = i;code = 105
char = s;code = 115
char = .;code = 46
char = ;code = 32
char = T;code = 84
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 = e;code = 101
char = s;code = 115
char = t;code = 116
char = a;code = 97
char = b;code = 98
char = l;code = 108
char = i;code = 105
char = s;code = 115
char = h;code = 104
char = e;code = 101
char = d;code = 100
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 = ;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 = 1;code = 49
char = D;code = 68
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = 2;code = 50
char = D;code = 68
char = ;code = 32
char = N;code = 78
char = M;code = 77
char = R;code = 82
char = ;code = 32
char = d;code = 100
char = a;code = 97
char = t;code = 116
char = a;code = 97
char = ,;code = 44
char = ;code = 32
char = c;code = 99
char = h;code = 104
char = e;code = 101
char = m;code = 109
char = i;code = 105
char = c;code = 99
char = a;code = 97
char = l;code = 108
char = ;code = 32
char = m;code = 109
char = e;code = 101
char = t;code = 116
char = h;code = 104
char = o;code = 111
char = d;code = 100
char = s;code = 115
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = t;code = 116
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = e;code = 101
char = m;code = 109
char = ;code = 32
char = M;code = 77
char = S;code = 83
char = -;code = 45
char = M;code = 77
char = S;code = 83
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 = m;code = 109
char = e;code = 101
char = t;code = 116
char = r;code = 114
char = y;code = 121
char = ;code = 32
char = a;code = 97
char = s;code = 115
char = ;code = 32
char = a;code = 97
char = ;code = 32
char = d;code = 100
char = i;code = 105
char = m;code = 109
char = e;code = 101
char = r;code = 114
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 6;code = 54
char = ;;code = 59
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 = y;code = 121
char = l;code = 108
char = -;code = 45
char = 1;code = 49
char = 8;code = 56
char = ,;code = 44
char = 1;code = 49
char = 9;code = 57
char = -;code = 45
char = s;code = 115
char = e;code = 101
char = c;code = 99
char = o;code = 111
char = -;code = 45
char = 2;code = 50
char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 5;code = 53
char = ;;code = 59
char = ,;code = 44
char = 3;code = 51
char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 6;code = 54
char = ;;code = 59
char = ,;code = 44
char = 1;code = 49
char = 9;code = 57
char = ,;code = 44
char = 1;code = 49
char = 9;code = 57
char = ,;code = 44
char = 2;code = 50
char = 4;code = 52
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 = o;code = 111
char = l;code = 108
char = e;code = 101
char = a;code = 97
char = n;code = 110
char = -;code = 45
char = 1;code = 49
char = 2;code = 50
char = -;code = 45
char = e;code = 101
char = n;code = 110
char = -;code = 45
char = 2;code = 50
char = 8;code = 56
char = -;code = 45
char = o;code = 111
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = ;code = 32
char = a;code = 97
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char = d;code = 100
char = ;code = 32
char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 6;code = 54
char = ;;code = 59
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 = y;code = 121
char = l;code = 108
char = -;code = 45
char = 2;code = 50
char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 5;code = 53
char = ;;code = 59
char = ,;code = 44
char = 3;code = 51
char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 6;code = 54
char = ;;code = 59
char = ,;code = 44
char = 1;code = 49
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char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 5;code = 53
char = ;;code = 59
char = ,;code = 44
char = 2;code = 50
char = 4;code = 52
char = -;code = 45
char = t;code = 116
char = e;code = 101
char = t;code = 116
char = r;code = 114
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 = o;code = 111
char = l;code = 108
char = e;code = 101
char = a;code = 97
char = n;code = 110
char = -;code = 45
char = 1;code = 49
char = 2;code = 50
char = -;code = 45
char = e;code = 101
char = n;code = 110
char = -;code = 45
char = 2;code = 50
char = 8;code = 56
char = -;code = 45
char = o;code = 111
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = ;code = 32
char = (;code = 40
char = i;code = 105
char = v;code = 118
char = o;code = 111
char = r;code = 114
char = e;code = 101
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 = A;code = 65
char = ,;code = 44
char = ;code = 32
char = 1;code = 49
char = );code = 41
char = ,;code = 44
char = ;code = 32
char = a;code = 97
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char = d;code = 100
char = i;code = 105
char = m;code = 109
char = e;code = 101
char = r;code = 114
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 6;code = 54
char = ;;code = 59
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 = y;code = 121
char = l;code = 108
char = -;code = 45
char = 1;code = 49
char = 8;code = 56
char = ,;code = 44
char = 1;code = 49
char = 9;code = 57
char = -;code = 45
char = s;code = 115
char = e;code = 101
char = c;code = 99
char = o;code = 111
char = -;code = 45
char = 2;code = 50
char = 4;code = 52
char = -;code = 45
char = c;code = 99
char = a;code = 97
char = r;code = 114
char = b;code = 98
char = o;code = 111
char = x;code = 120
char = y;code = 121
char = l;code = 108
char = -;code = 45
char = 2;code = 50
char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 5;code = 53
char = ;;code = 59
char = ,;code = 44
char = 3;code = 51
char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 6;code = 54
char = ;;code = 59
char = ,;code = 44
char = 1;code = 49
char = 9;code = 57
char = ,;code = 44
char = 1;code = 49
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char = -;code = 45
char = t;code = 116
char = e;code = 101
char = t;code = 116
char = r;code = 114
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 = o;code = 111
char = l;code = 108
char = e;code = 101
char = a;code = 97
char = n;code = 110
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char = 1;code = 49
char = 2;code = 50
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char = e;code = 101
char = n;code = 110
char = -;code = 45
char = 2;code = 50
char = 8;code = 56
char = -;code = 45
char = o;code = 111
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = ;code = 32
char = a;code = 97
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char = d;code = 100
char = ;code = 32
char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 6;code = 54
char = ;;code = 59
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 = y;code = 121
char = l;code = 108
char = -;code = 45
char = 2;code = 50
char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 5;code = 53
char = ;;code = 59
char = ,;code = 44
char = 3;code = 51
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char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 6;code = 54
char = ;;code = 59
char = ,;code = 44
char = 1;code = 49
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char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 5;code = 53
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char = ,;code = 44
char = 2;code = 50
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char = t;code = 116
char = e;code = 101
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char = r;code = 114
char = a;code = 97
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char = y;code = 121
char = d;code = 100
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char = o;code = 111
char = x;code = 120
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char = l;code = 108
char = e;code = 101
char = a;code = 97
char = n;code = 110
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char = 1;code = 49
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char = e;code = 101
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char = 2;code = 50
char = 8;code = 56
char = -;code = 45
char = o;code = 111
char = a;code = 97
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char = e;code = 101
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char = (;code = 40
char = i;code = 105
char = v;code = 118
char = o;code = 111
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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 = B;code = 66
char = ,;code = 44
char = ;code = 32
char = 2;code = 50
char = );code = 41
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 6;code = 54
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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 = y;code = 121
char = l;code = 108
char = -;code = 45
char = 2;code = 50
char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 5;code = 53
char = ;;code = 59
char = ,;code = 44
char = 3;code = 51
char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 6;code = 54
char = ;;code = 59
char = ,;code = 44
char = 1;code = 49
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char = &;code = 38
char = #;code = 35
char = 9;code = 57
char = 4;code = 52
char = 6;code = 54
char = ;;code = 59
char = ,;code = 44
char = 2;code = 50
char = 4;code = 52
char = -;code = 45
char = t;code = 116
char = e;code = 101
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char = r;code = 114
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
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char = o;code = 111
char = l;code = 108
char = e;code = 101
char = a;code = 97
char = n;code = 110
char = -;code = 45
char = 1;code = 49
char = 1;code = 49
char = -;code = 45
char = o;code = 111
char = x;code = 120
char = o;code = 111
char = -;code = 45
char = o;code = 111
char = l;code = 108
char = e;code = 101
char = a;code = 97
char = n;code = 110
char = -;code = 45
char = 1;code = 49
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char = e;code = 101
char = n;code = 110
char = -;code = 45
char = 2;code = 50
char = 8;code = 56
char = -;code = 45
char = o;code = 111
char = a;code = 97
char = t;code = 116
char = e;code = 101
char = ;code = 32
char = (;code = 40
char = i;code = 105
char = v;code = 118
char = o;code = 111
char = r;code = 114
char = e;code = 101
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 = C;code = 67
char = ,;code = 44
char = ;code = 32
char = 3;code = 51
char = );code = 41
char = .;code = 46
char = ;code = 32
char = I;code = 73
char = v;code = 118
char = o;code = 111
char = r;code = 114
char = e;code = 101
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 = s;code = 115
char = ;code = 32
char = A;code = 65
char = ;code = 32
char = a;code = 97
char = n;code = 110
char = d;code = 100
char = ;code = 32
char = B;code = 66
char = ;code = 32
char = a;code = 97
char = r;code = 114
char = e;code = 101
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 = e;code = 101
char = x;code = 120
char = a;code = 97
char = m;code = 109
char = p;code = 112
char = l;code = 108
char = e;code = 101
char = s;code = 115
char = ;code = 32
char = i;code = 105
char = n;code = 110
char = ;code = 32
char = n;code = 110
char = a;code = 97
char = t;code = 116
char = u;code = 117
char = r;code = 114
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char = a;code = 97
char = n;code = 110
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char = o;code = 111
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char = e;code = 101
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char = o;code = 111
char = s;code = 115
char = i;code = 105
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char = e;code = 101
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char = e;code = 101
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char = ;code = 32
char = s;code = 115
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char = v;code = 118
char = e;code = 101
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char = g;code = 103
char = i;code = 105
char = n;code = 110
char = g;code = 103
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
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char = a;code = 97
char = i;code = 105
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char = i;code = 105
char = t;code = 116
char = h;code = 104
char = ;code = 32
char = I;code = 73
char = C;code = 67
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char = );code = 41
char = ;code = 32
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char = a;code = 97
char = l;code = 108
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char = e;code = 101
char = s;code = 115
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char = p;code = 112
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char = t;code = 116
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char = ;code = 32
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char = g;code = 103
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char = r;code = 114
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char = o;code = 111
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char = ;code = 32
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char = d;code = 100
char = ;code = 32
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char = v;code = 118
char = o;code = 111
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char = d;code = 100
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char = o;code = 111
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char = s;code = 115
char = p;code = 112
char = e;code = 101
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char = v;code = 118
char = e;code = 101
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result sql = Three saponins, including two dimeric triterpenoid glucosides possessing an unusual skeleton, ivorenosides A and B, and a monomeric triterpenoid saponin (ivorenoside C), together with the known sericoside, were isolated from the bark of Terminalia ivorensis. Their structures were established on the basis of 1D and 2D NMR data, chemical methods and tandem MS-MS spectrometry as a dimer of β-D-glucopyranosyl-18,19-seco-2α,3β,19,19,24-pentahydroxyolean-12-en-28-oate and β-D-glucopyranosyl-2α,3β,19α,24-tetrahydroxyolean-12-en-28-oate (ivorenoside A, 1), a dimer of β-D-glucopyranosyl-18,19-seco-24-carboxyl-2α,3β,19,19-tetrahydroxyolean-12-en-28-oate and β-D-glucopyranosyl-2α,3β,19α,24-tetrahydroxyolean-12-en-28-oate (ivorenoside B, 2) and β-D-glucopyranosyl-2α,3β,19β,24-tetrahydroxyolean-11-oxo-olean-12-en-28-oate (ivorenoside C, 3). Ivorenosides A and B are the first examples in nature of dimeric triterpenoid saponins with a 18,19-seco E ring of one of the two units. These isolated compounds were evaluated for their antioxidant properties and further for their cytotoxic activity against four human cancer cell lines. Ivorenoside B and C exhibited scavenging activity against DPPH and ABTS(+) radicals with IC(50) values comparable with that of the standard drug Trolox and ivorenoside A showed antiproliferative activity against MDA-MB-231 and HCT116 human cancer cell lines with IC(50) values of 3.96 and 3.43 μM, respectively.
Publication: Phytochemistry 2010 Dec ;71(17-18)::2108-15. :doi: 10.1016/j.phytochem.2010.08.020.
Publication Date: 2010 Dec
Study Author(s): Ponou, Beaudelaire Kemvoufo;Teponno, Rémy Bertrand;Ricciutelli, Massimo;Quassinti, Luana;Bramucci, Massimo;Lupidi, Giulio;Barboni, Luciano;Tapondjou, Léon Azefack;
Institution: Department of Chemistry, Faculty of Science, University of Dschang, Box 183, Dschang, Cameroon.
Shortcut link to this study:
Publication Date: 2010 Dec
Study Author(s): Ponou, Beaudelaire Kemvoufo;Teponno, Rémy Bertrand;Ricciutelli, Massimo;Quassinti, Luana;Bramucci, Massimo;Lupidi, Giulio;Barboni, Luciano;Tapondjou, Léon Azefack;
Institution: Department of Chemistry, Faculty of Science, University of Dschang, Box 183, Dschang, Cameroon.
Shortcut link to this study:
Three saponins, including two dimeric triterpenoid glucosides possessing an unusual skeleton, ivorenosides A and B, and a monomeric triterpenoid saponin (ivorenoside C), together with the known sericoside, were isolated from the bark of Terminalia ivorensis. Their structures were established on the basis of 1D and 2D NMR data, chemical methods and tandem MS-MS spectrometry as a dimer of β-D-glucopyranosyl-18,19-seco-2α,3β,19,19,24-pentahydroxyolean-12-en-28-oate and β-D-glucopyranosyl-2α,3β,19α,24-tetrahydroxyolean-12-en-28-oate (ivorenoside A, 1), a dimer of β-D-glucopyranosyl-18,19-seco-24-carboxyl-2α,3β,19,19-tetrahydroxyolean-12-en-28-oate and β-D-glucopyranosyl-2α,3β,19α,24-tetrahydroxyolean-12-en-28-oate (ivorenoside B, 2) and β-D-glucopyranosyl-2α,3β,19β,24-tetrahydroxyolean-11-oxo-olean-12-en-28-oate (ivorenoside C, 3). Ivorenosides A and B are the first examples in nature of dimeric triterpenoid saponins with a 18,19-seco E ring of one of the two units. These isolated compounds were evaluated for their antioxidant properties and further for their cytotoxic activity against four human cancer cell lines. Ivorenoside B and C exhibited scavenging activity against DPPH and ABTS(+) radicals with IC(50) values comparable with that of the standard drug Trolox and ivorenoside A showed antiproliferative activity against MDA-MB-231 and HCT116 human cancer cell lines with IC(50) values of 3.96 and 3.43 μM, respectively.
PMID: 20850160
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