Design and synthesis of a potent phorboxazole C(11-15) acetal analogue

Amos B. Smith; Thomas M. Razler; Regina M. Meis; George Pettit

doi:10.1021/ol060014v

Design and synthesis of a potent phorboxazole C(11-15) acetal analogue

Amos B. Smith, Thomas M. Razler, Regina M. Meis, George Pettit

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

23 Scopus citations

Abstract

We disclose here the design, synthesis, and biological evaluation of simplified Z- and E-C(2-3) alkynyl phorboxazole C(11-15) acetals (+)-7Z and (+)-7E, wherein the Z-isomer proved to be a potent nanomolar cytotoxic agent. Reevaluation of (+)-C(45-46) E-chloroalkenyl phorboxazole A (6) confirms subnanomolar activity across a broad panel of human cancer cell lines.

Original language	English (US)
Pages (from-to)	797-799
Number of pages	3
Journal	Organic Letters
Volume	8
Issue number	4
DOIs	https://doi.org/10.1021/ol060014v
State	Published - Feb 16 2006

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "We disclose here the design, synthesis, and biological evaluation of simplified Z- and E-C(2-3) alkynyl phorboxazole C(11-15) acetals (+)-7Z and (+)-7E, wherein the Z-isomer proved to be a potent nanomolar cytotoxic agent. Reevaluation of (+)-C(45-46) E-chloroalkenyl phorboxazole A (6) confirms subnanomolar activity across a broad panel of human cancer cell lines.",

author = "Smith, {Amos B.} and Razler, {Thomas M.} and Meis, {Regina M.} and George Pettit",

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T1 - Design and synthesis of a potent phorboxazole C(11-15) acetal analogue

AU - Smith, Amos B.

AU - Razler, Thomas M.

AU - Meis, Regina M.

AU - Pettit, George

PY - 2006/2/16

Y1 - 2006/2/16

N2 - We disclose here the design, synthesis, and biological evaluation of simplified Z- and E-C(2-3) alkynyl phorboxazole C(11-15) acetals (+)-7Z and (+)-7E, wherein the Z-isomer proved to be a potent nanomolar cytotoxic agent. Reevaluation of (+)-C(45-46) E-chloroalkenyl phorboxazole A (6) confirms subnanomolar activity across a broad panel of human cancer cell lines.

AB - We disclose here the design, synthesis, and biological evaluation of simplified Z- and E-C(2-3) alkynyl phorboxazole C(11-15) acetals (+)-7Z and (+)-7E, wherein the Z-isomer proved to be a potent nanomolar cytotoxic agent. Reevaluation of (+)-C(45-46) E-chloroalkenyl phorboxazole A (6) confirms subnanomolar activity across a broad panel of human cancer cell lines.

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JO - Organic Letters

JF - Organic Letters

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ER -

Design and synthesis of a potent phorboxazole C(11-15) acetal analogue

Abstract

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