Design, synthesis, and evaluation of analogues of (+)-14- normethyldiscodermolide

Amos B. Smith; B. Scott Freeze; Matthew J. LaMarche; Tomoyasu Hirose; Ignacio Brouard; Ming Xian; Kurt F. Sundermann; Simon J. Shaw; Mark A. Burlingame; Susan Band Horwitz; David C. Myles

doi:10.1021/ol0476873

Design, synthesis, and evaluation of analogues of (+)-14- normethyldiscodermolide

Amos B. Smith, B. Scott Freeze, Matthew J. LaMarche, Tomoyasu Hirose, Ignacio Brouard, Ming Xian, Kurt F. Sundermann, Simon J. Shaw, Mark A. Burlingame, Susan Band Horwitz, David C. Myles

Molecular Pharmacology

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

35 Scopus citations

Abstract

(Chemical Equation Presented) The design, syntheses, and biological evaluation of nine totally synthetic analogues of the microtubule-stabilizing agent (+)-14-normethyldiscodermolide (2) are reported. Simplification at the C(21)-C(24) terminal diene and at the C(1)-C(5) lactone moieties reveals significant structure-activity relationships.

Original language	English (US)
Pages (from-to)	315-318
Number of pages	4
Journal	Organic Letters
Volume	7
Issue number	2
DOIs	https://doi.org/10.1021/ol0476873
State	Published - Jan 20 2005

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Design, synthesis, and evaluation of analogues of (+)-14- normethyldiscodermolide",

abstract = "(Chemical Equation Presented) The design, syntheses, and biological evaluation of nine totally synthetic analogues of the microtubule-stabilizing agent (+)-14-normethyldiscodermolide (2) are reported. Simplification at the C(21)-C(24) terminal diene and at the C(1)-C(5) lactone moieties reveals significant structure-activity relationships.",

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AU - Smith, Amos B.

AU - Freeze, B. Scott

AU - LaMarche, Matthew J.

AU - Hirose, Tomoyasu

AU - Brouard, Ignacio

AU - Xian, Ming

AU - Sundermann, Kurt F.

AU - Shaw, Simon J.

AU - Burlingame, Mark A.

AU - Horwitz, Susan Band

AU - Myles, David C.

PY - 2005/1/20

Y1 - 2005/1/20

N2 - (Chemical Equation Presented) The design, syntheses, and biological evaluation of nine totally synthetic analogues of the microtubule-stabilizing agent (+)-14-normethyldiscodermolide (2) are reported. Simplification at the C(21)-C(24) terminal diene and at the C(1)-C(5) lactone moieties reveals significant structure-activity relationships.

AB - (Chemical Equation Presented) The design, syntheses, and biological evaluation of nine totally synthetic analogues of the microtubule-stabilizing agent (+)-14-normethyldiscodermolide (2) are reported. Simplification at the C(21)-C(24) terminal diene and at the C(1)-C(5) lactone moieties reveals significant structure-activity relationships.

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Design, synthesis, and evaluation of analogues of (+)-14- normethyldiscodermolide

Abstract

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