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Refinement of the pharmacophore of 3,4-dihydroquinazoline-2(1H)-thiones for their anti-melanogenesis activity.

Abstract：

:In order to define the structural requirements of quinazoline-2(1H)-thiones 1 for their inhibitory activity on melanogenesis, a novel series of 3,4-dihydroquinazoline-2(1H)-thiones (3a-h) were prepared and screened for their melanogenesis inhibition on melanoma B16 cell line under the stimulant of alpha-MSH. The anti-melanogenesis activity of 3 is mainly mediated by the hydrogen bonding ability of thioamide unit in addition to complexation ability of thione and the hydrophobic binding power of side chain substitutions at 3-position. Thus, the pharmacophore of 3,4-dihydroquinazoline-2(1H)-thiones for their anti-melanogenesis activity could be refined as 3-hydrophobic substituted quinazolinethione.

journal_name

Bioorg Med Chem Lett

journal_title

Bioorganic & medicinal chemistry letters

authors

Thanigaimalai P,Sharma VK,Lee KC,Yun CY,Kim Y,Jung SH

doi

10.1016/j.bmcl.2010.06.123

subject

Has Abstract

pub_date

2010-08-15 00:00:00

pages

4771-3

issue

16

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(10)00910-8

journal_volume

20

pub_type

杂志文章

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