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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10.1021/ol0476873

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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.",

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

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doi = "10.1021/ol0476873",

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journal = "Organic Letters",

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T1 - Design, synthesis, and evaluation of analogues of (+)-14- normethyldiscodermolide

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.

UR - https://www.scopus.com/pages/publications/13444283614

UR - https://www.scopus.com/pages/publications/13444283614#tab=citedBy

U2 - 10.1021/ol0476873

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M3 - Article

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EP - 318

JO - Organic Letters

JF - Organic Letters

IS - 2

ER -

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

Abstract

ASJC Scopus subject areas

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