Abstract
[reaction-see text] The syntheses of two epothilone analogues, 15(S)-aza-12,13-desoxyepothilone B and the epimeric 15(R)-aza-12,13-desoxyepothilone B, are described. A Mitsunobu inversion was utilized for elaboration of pre-epothilone fragments to the corresponding macrolactam. Tubulin binding and cytotoxicity profiles of these analogues are presented.
Publication types
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Comparative Study
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, Non-P.H.S.
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Antineoplastic Agents / chemical synthesis
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / pharmacology
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Aza Compounds / chemical synthesis
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Aza Compounds / chemistry*
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Aza Compounds / pharmacology
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Cell Survival / drug effects
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Epothilones*
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Epoxy Compounds / chemical synthesis
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Epoxy Compounds / chemistry*
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Epoxy Compounds / pharmacology*
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Humans
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Lactones / chemical synthesis
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Lactones / chemistry*
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Lactones / pharmacology*
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Thiazoles / chemical synthesis
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Thiazoles / chemistry*
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Thiazoles / pharmacology*
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Tubulin / metabolism
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Tumor Cells, Cultured
Substances
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15-aza-12,13-desoxyepothilone B
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Antineoplastic Agents
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Aza Compounds
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Epothilones
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Epoxy Compounds
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Lactones
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Thiazoles
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Tubulin
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desoxyepothilone B
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epothilone B