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Creation and manipulation of common functional groups en route to a skeletally diverse chemical library.

ABSTRACT: We have developed an efficient strategy to a skeletally diverse chemical library, which entailed a sequence of enyne cycloisomerization, [4 + 2] cycloaddition, alkene dihydroxylation, and diol carbamylation. Using this approach, only 16 readily available building blocks were needed to produce a representative 191-member library, which displayed broad distribution of molecular shapes and excellent physicochemical properties. This library further enabled identification of a small molecule, which effectively suppressed glycolytic production of ATP and lactate in CHO-K1 cell line, representing a potential lead for the development of a new class of glycolytic inhibitors.

SUBMITTER: Cui J

PROVIDER: S-EPMC3084086 | biostudies-other | 2011 Apr

REPOSITORIES: biostudies-other

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Creation and manipulation of common functional groups en route to a skeletally diverse chemical library.

Cui Jiayue J Hao Jason J Ulanovskaya Olesya A OA Dundas Joseph J Liang Jie J Kozmin Sergey A SA

Proceedings of the National Academy of Sciences of the United States of America 20110307 17

We have developed an efficient strategy to a skeletally diverse chemical library, which entailed a sequence of enyne cycloisomerization, [4 + 2] cycloaddition, alkene dihydroxylation, and diol carbamylation. Using this approach, only 16 readily available building blocks were needed to produce a representative 191-member library, which displayed broad distribution of molecular shapes and excellent physicochemical properties. This library further enabled identification of a small molecule, which e ...[more]

PMID: 21383124

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