Synthesis and biological evaluation of analogs of altohyrtin C (spongistatin 2)

Carl Wagner; Qiang Wang; Alexander Melamed; Craig R. Fairchild; Robert Wild; Clayton H. Heathcock

doi:10.1016/j.tet.2007.10.065

Synthesis and biological evaluation of analogs of altohyrtin C (spongistatin 2)

Carl Wagner, Qiang Wang, Alexander Melamed, Craig R. Fairchild, Robert Wild, Clayton H. Heathcock

Mathematical and Natural Sciences, School of (SMNS)

Research output: Contribution to journal › Article › peer-review

11 Scopus citations

Abstract

Several structural analogs that contain only part of the altohyrtin structure have been prepared and compared with synthetic altohyrtin C (2) for in vitro cytotoxicity against human colon (HCT116) and ovarian (A2780) cell lines. Whereas altohyrtin C was found to be exceedingly potent against these lines (IC₅₀=0.0003 μM), analogs 3-5 were >27,000-fold less potent (IC₅₀>8 μM). Analogs 6 and 7 also demonstrated weak cytotoxicity with IC₅₀ values for the HCT116 and A2780 cells of 4.8 μM and 2.4 μM, respectively, for 6.

Original language	English (US)
Pages (from-to)	124-136
Number of pages	13
Journal	Tetrahedron
Volume	64
Issue number	1
DOIs	https://doi.org/10.1016/j.tet.2007.10.065
State	Published - Jan 1 2008

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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abstract = "Several structural analogs that contain only part of the altohyrtin structure have been prepared and compared with synthetic altohyrtin C (2) for in vitro cytotoxicity against human colon (HCT116) and ovarian (A2780) cell lines. Whereas altohyrtin C was found to be exceedingly potent against these lines (IC50=0.0003 μM), analogs 3-5 were >27,000-fold less potent (IC50>8 μM). Analogs 6 and 7 also demonstrated weak cytotoxicity with IC50 values for the HCT116 and A2780 cells of 4.8 μM and 2.4 μM, respectively, for 6.",

author = "Carl Wagner and Qiang Wang and Alexander Melamed and Fairchild, {Craig R.} and Robert Wild and Heathcock, {Clayton H.}",

note = "Funding Information: This research was supported by a grant from the University of California Cancer Research Coordinating Committee. Copyright: Copyright 2009 Elsevier B.V., All rights reserved.",

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AU - Wagner, Carl

AU - Wang, Qiang

AU - Melamed, Alexander

AU - Fairchild, Craig R.

AU - Wild, Robert

AU - Heathcock, Clayton H.

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AB - Several structural analogs that contain only part of the altohyrtin structure have been prepared and compared with synthetic altohyrtin C (2) for in vitro cytotoxicity against human colon (HCT116) and ovarian (A2780) cell lines. Whereas altohyrtin C was found to be exceedingly potent against these lines (IC50=0.0003 μM), analogs 3-5 were >27,000-fold less potent (IC50>8 μM). Analogs 6 and 7 also demonstrated weak cytotoxicity with IC50 values for the HCT116 and A2780 cells of 4.8 μM and 2.4 μM, respectively, for 6.

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Synthesis and biological evaluation of analogs of altohyrtin C (spongistatin 2)

Abstract

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