Synthesis and biological evaluation of novel macrocyclic paclitaxel analogues

Belhu B. Metaferia; Jeannine Hoch; Thomas E. Glass; Susan L. Bane; Sabarni K. Chatterjee; James P. Snyder; Ami Lakdawala; Ben Cornett; David G.I. Kingston

doi:10.1021/ol016124d

Synthesis and biological evaluation of novel macrocyclic paclitaxel analogues

Belhu B. Metaferia
, Jeannine Hoch
, Thomas E. Glass
, Susan L. Bane
, Sabarni K. Chatterjee
, James P. Snyder
, Ami Lakdawala
, Ben Cornett
, David G.I. Kingston

Chemistry

Binghamton University

Virginia Polytechnic Institute and State University
State University of New York Binghamton University
Emory University

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

48 Scopus citations

Abstract

matrix presented This work describes the synthesis of two novel macrocyclic taxoid constructs by ring-closing olefin metathesis (RCM) and their biological evaluation. Computational studies examine conformational profiles of 1 and 2 for their fit to the β-tubulin binding site determined by electron crystallography. The results support the hypothesis that paclitaxel binds to microtubules in a "T" conformation.

Original language	English
Pages (from-to)	2461-2464
Number of pages	4
Journal	Organic Letters
Volume	3
Issue number	16
DOIs	https://doi.org/10.1021/ol016124d
State	Published - Aug 9 2001

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10.1021/ol016124d

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title = "Synthesis and biological evaluation of novel macrocyclic paclitaxel analogues",

abstract = "matrix presented This work describes the synthesis of two novel macrocyclic taxoid constructs by ring-closing olefin metathesis (RCM) and their biological evaluation. Computational studies examine conformational profiles of 1 and 2 for their fit to the β-tubulin binding site determined by electron crystallography. The results support the hypothesis that paclitaxel binds to microtubules in a {"}T{"} conformation.",

author = "Metaferia, \{Belhu B.\} and Jeannine Hoch and Glass, \{Thomas E.\} and Bane, \{Susan L.\} and Chatterjee, \{Sabarni K.\} and Snyder, \{James P.\} and Ami Lakdawala and Ben Cornett and Kingston, \{David G.I.\}",

year = "2001",

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doi = "10.1021/ol016124d",

language = "English",

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journal = "Organic Letters",

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T1 - Synthesis and biological evaluation of novel macrocyclic paclitaxel analogues

AU - Metaferia, Belhu B.

AU - Hoch, Jeannine

AU - Glass, Thomas E.

AU - Bane, Susan L.

AU - Chatterjee, Sabarni K.

AU - Snyder, James P.

AU - Lakdawala, Ami

AU - Cornett, Ben

AU - Kingston, David G.I.

PY - 2001/8/9

Y1 - 2001/8/9

N2 - matrix presented This work describes the synthesis of two novel macrocyclic taxoid constructs by ring-closing olefin metathesis (RCM) and their biological evaluation. Computational studies examine conformational profiles of 1 and 2 for their fit to the β-tubulin binding site determined by electron crystallography. The results support the hypothesis that paclitaxel binds to microtubules in a "T" conformation.

AB - matrix presented This work describes the synthesis of two novel macrocyclic taxoid constructs by ring-closing olefin metathesis (RCM) and their biological evaluation. Computational studies examine conformational profiles of 1 and 2 for their fit to the β-tubulin binding site determined by electron crystallography. The results support the hypothesis that paclitaxel binds to microtubules in a "T" conformation.

UR - https://www.scopus.com/pages/publications/0035833713

U2 - 10.1021/ol016124d

DO - 10.1021/ol016124d

M3 - Article

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SN - 1523-7060

VL - 3

SP - 2461

EP - 2464

JO - Organic Letters

JF - Organic Letters

IS - 16

ER -

Synthesis and biological evaluation of novel macrocyclic paclitaxel analogues

Abstract

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