Abstract
In order to determine the optimum size of heterocycle of lead compound 1 (6-methyl-3-phenethyl-3,4-dihydro-1H-quinoline-2-thione; IC(50)=0.8 microM) for inhibition of melanogenesis, we have synthesized and evaluated some benzimdazole-2(3H)-thiones 5a-e. The preliminary bioassay has shown that the benzimdazole-2(3H)-thione motif of 5 is essential structural unit for their inhibitory activity. Among all thiones 5a-e, the compound 5d strongly inhibited the formation of melanin with IC(50) value of 1.3 microM.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Antineoplastic Agents / chemical synthesis
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Antineoplastic Agents / chemistry*
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Antineoplastic Agents / therapeutic use
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Benzimidazoles / chemical synthesis
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Benzimidazoles / chemistry*
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Benzimidazoles / therapeutic use
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Cell Line
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Cyclic AMP / metabolism
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Humans
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Melanins / antagonists & inhibitors*
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Melanins / biosynthesis
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Melanoma, Experimental / drug therapy*
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Mice
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Thiones / chemical synthesis
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Thiones / chemistry*
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Thiones / therapeutic use
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alpha-MSH / antagonists & inhibitors*
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alpha-MSH / metabolism
Substances
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Antineoplastic Agents
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Benzimidazoles
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Melanins
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Thiones
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alpha-MSH
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Cyclic AMP