Total synthesis and anti-tubulin activity of epi-C3 analogues of cryptophycin-24

Suzanne B. Buck; Jacquelyn K. Huff; Richard H. Himes; Gunda I. Georg

doi:10.1021/jm030555f

Total synthesis and anti-tubulin activity of epi-C3 analogues of cryptophycin-24

Suzanne B. Buck, Jacquelyn K. Huff, Richard H. Himes, Gunda I. Georg

Medicinal Chemistry

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

17 Scopus citations

Abstract

Epi-C3-cryptophycin-24, epi-C3-m-chlorobenzyl-cryptophycin-24, and the corresponding styrenes were synthesized and tested in vitro against the MCF-7 and multidrug-resistant MCF-7/ADR breast cancer cell lines and in an in vitro tubulin assembly assay. The results demonstrate that the S configuration at the C3 stereocenter is not required to induce potent cytotoxicity and the m-Cl substituent present on the C10 side chain did not induce any large change in activity.

Original language	English (US)
Pages (from-to)	3697-3699
Number of pages	3
Journal	Journal of medicinal chemistry
Volume	47
Issue number	14
DOIs	https://doi.org/10.1021/jm030555f
State	Published - Jul 1 2004

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abstract = "Epi-C3-cryptophycin-24, epi-C3-m-chlorobenzyl-cryptophycin-24, and the corresponding styrenes were synthesized and tested in vitro against the MCF-7 and multidrug-resistant MCF-7/ADR breast cancer cell lines and in an in vitro tubulin assembly assay. The results demonstrate that the S configuration at the C3 stereocenter is not required to induce potent cytotoxicity and the m-Cl substituent present on the C10 side chain did not induce any large change in activity.",

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AU - Georg, Gunda I.

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AB - Epi-C3-cryptophycin-24, epi-C3-m-chlorobenzyl-cryptophycin-24, and the corresponding styrenes were synthesized and tested in vitro against the MCF-7 and multidrug-resistant MCF-7/ADR breast cancer cell lines and in an in vitro tubulin assembly assay. The results demonstrate that the S configuration at the C3 stereocenter is not required to induce potent cytotoxicity and the m-Cl substituent present on the C10 side chain did not induce any large change in activity.

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Total synthesis and anti-tubulin activity of epi-C3 analogues of cryptophycin-24

Abstract

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