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char = c;code = 99
char = t;code = 116
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char = o;code = 111
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char = ;code = 32
char = t;code = 116
char = h;code = 104
char = e;code = 101
char = ;code = 32
char = r;code = 114
char = o;code = 111
char = o;code = 111
char = t;code = 116
char = s;code = 115
char = ;code = 32
char = o;code = 111
char = f;code = 102
char = ;code = 32
char = V;code = 86
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char = e;code = 101
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char = d;code = 100
char = o;code = 111
char = ;code = 32
char = L;code = 76
char = i;code = 105
char = n;code = 110
char = n;code = 110
char = .;code = 46
char = ;code = 32
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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 = -;code = 45
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 = r;code = 114
char = e;code = 101
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 = s;code = 115
char = h;code = 104
char = i;code = 105
char = p;code = 112
char = .;code = 46
result sql = Tyrosinase inhibitory lignans from the methanol extract of the roots of Vitex negundo Linn. and their structure-activity relationship.
Tyrosinase inhibitory lignans from the methanol extract of the roots of Vitex negundo Linn. and their structure-activity relationship.
char = P;code = 80
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char = y;code = 121
char = t;code = 116
char = o;code = 111
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char = h;code = 104
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char = m;code = 109
char = i;code = 105
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char = a;code = 97
char = l;code = 108
char = ;code = 32
char = i;code = 105
char = n;code = 110
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char = e;code = 101
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char = g;code = 103
char = a;code = 97
char = t;code = 116
char = i;code = 105
char = o;code = 111
char = n;code = 110
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char = o;code = 111
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char = ;code = 32
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char = e;code = 101
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char = o;code = 111
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char = ;code = 32
char = e;code = 101
char = x;code = 120
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char = a;code = 97
char = c;code = 99
char = t;code = 116
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char = o;code = 111
char = f;code = 102
char = ;code = 32
char = V;code = 86
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char = e;code = 101
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char = f;code = 102
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char = e;code = 101
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char = A;code = 65
char = ;code = 32
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char = B;code = 66
char = ;code = 32
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char = y;code = 121
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char = o;code = 111
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char = o;code = 111
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char = l;code = 108
char = ;code = 32
char = E;code = 69
char = ;code = 32
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char = O;code = 79
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char = ,;code = 44
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char = (;code = 40
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char = (;code = 40
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char = -;code = 45
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char = 7;code = 55
char = ,;code = 44
char = ;code = 32
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char = ;code = 32
char = (;code = 40
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char = a;code = 97
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char = ;code = 32
char = 8;code = 56
char = .;code = 46
char = ;code = 32
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char = h;code = 104
char = e;code = 101
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char = y;code = 121
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char = d;code = 100
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char = 2;code = 50
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char = M;code = 77
char = R;code = 82
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char = e;code = 101
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result sql = Phytochemical investigation of the methanol extract of Vitex negundo afforded eight lignans; negundin A 1, negundin B 2, 6-hydroxy-4-(4-hydroxy-3-methoxy)-3-hydroxymethyl-7-methoxy-3,4-dihydro-2-naphthaledehyde 3, vitrofolal E 4, (+)-lyoniresinol 5, (+)-lyoniresinol-3alpha-O-beta-d-glucoside 6, (+)-(-)-pinoresinol 7, and (+)-diasyringaresinol 8. The structures of these compounds were elucidated unambiguously by spectroscopic methods including 1D and 2D NMR analysis and also by comparing experimental data with literature data. The tyrosinase inhibitory potency of these compounds has been evaluated and attempts to justify their structure-activity relationships have been made in the present work. The compound 5 was found to be the most potent (IC(50)=3.21 microM) while other compounds demonstrated moderate to potent inhibitions. It was found that the substitution of functional group(s) at C-2 and C-3 positions and the presence of the -CH(2)OH group plays a vital role in the potency of the compounds. The compound 5 can act as a potential lead molecule to develop new drugs for the treatment of hyperpigmentation associated with the high production of melanocytes.

Publication: Phytomedicine 2006 Mar ;13(4)::255-60.
Publication Date: 2006 Mar
Study Author(s): Azhar-Ul-Haq;Malik, A;Khan, M T H;Anwar-Ul-Haq;Khan, S B;Ahmad, A;Choudhary, M I;
Institution: International Center for Chemical Sciences, H.E.J. Research Institute of Chemistry, University of Karachi, Karachi-75270, Pakistan.
Shortcut link to this study:
Phytochemical investigation of the methanol extract of Vitex negundo afforded eight lignans; negundin A 1, negundin B 2, 6-hydroxy-4-(4-hydroxy-3-methoxy)-3-hydroxymethyl-7-methoxy-3,4-dihydro-2-naphthaledehyde 3, vitrofolal E 4, (+)-lyoniresinol 5, (+)-lyoniresinol-3alpha-O-beta-d-glucoside 6, (+)-(-)-pinoresinol 7, and (+)-diasyringaresinol 8. The structures of these compounds were elucidated unambiguously by spectroscopic methods including 1D and 2D NMR analysis and also by comparing experimental data with literature data. The tyrosinase inhibitory potency of these compounds has been evaluated and attempts to justify their structure-activity relationships have been made in the present work. The compound 5 was found to be the most potent (IC(50)=3.21 microM) while other compounds demonstrated moderate to potent inhibitions. It was found that the substitution of functional group(s) at C-2 and C-3 positions and the presence of the -CH(2)OH group plays a vital role in the potency of the compounds. The compound 5 can act as a potential lead molecule to develop new drugs for the treatment of hyperpigmentation associated with the high production of melanocytes.
PMID: 16492528

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