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Design, synthesis, and biological evaluation of EF- and ABEF- analogues of (+)-spongistatin 1.

ABSTRACT: The design, synthesis, and biological evaluation of two potential (+)-spongistatin 1 analogues have been achieved. The analogues, incorporating tethers (red) in place of the ABCD and the CD components of the (+)-spongistatin 1 macrolide, were designed such that the conformations of the retained skeleton (blue) would mimic the assigned major solution conformation of the natural product The nanomolar cytotoxicity observed for the ABEF analogue provides strong support for the assigned solution conformation.

SUBMITTER: Smith AB

PROVIDER: S-EPMC2853872 | biostudies-literature | 2010 Apr

REPOSITORIES: biostudies-literature

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Design, synthesis, and biological evaluation of EF- and ABEF- analogues of (+)-spongistatin 1.

Smith Amos B AB Risatti Christina A CA Atasoylu Onur O Bennett Clay S CS Tendyke Karen K Xu Qunli Q

Organic letters 20100401 8

The design, synthesis, and biological evaluation of two potential (+)-spongistatin 1 analogues have been achieved. The analogues, incorporating tethers (red) in place of the ABCD and the CD components of the (+)-spongistatin 1 macrolide, were designed such that the conformations of the retained skeleton (blue) would mimic the assigned major solution conformation of the natural product The nanomolar cytotoxicity observed for the ABEF analogue provides strong support for the assigned solution conf ...[more]

PMID: 20297810

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