Developing novel C-4 analogues of pyrrole-based antitubulin agents: Weak but critical hydrogen bonding in the colchicine site

Chenxiao Da; Nakul Telang; Kayleigh Hall; Emily Kluball; Peter Barelli; Kara Finzel; Xin Jia; John T. Gupton; Susan L. Mooberry; Glen E. Kellogg

doi:10.1039/c2md20320k

Developing novel C-4 analogues of pyrrole-based antitubulin agents: Weak but critical hydrogen bonding in the colchicine site

Chenxiao Da, Nakul Telang, Kayleigh Hall, Emily Kluball, Peter Barelli, Kara Finzel, Xin Jia, John T. Gupton, Susan L. Mooberry, Glen E. Kellogg

Pharmacology

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

11 Scopus citations

Abstract

The synthesis, biological evaluation and molecular modeling of a series of pyrrole compounds related to 3,5-dibromo-4-(3,4-dimethoxyphenyl)-1H-pyrrole-2- carboxylic acid that evaluates and optimizes C-4 substituents are reported. The key factor for microtubule depolymerization activity appears to be the presence of an appropriately positioned acceptor for Cys241β in the otherwise hydrophobic subpocket A.

Original language	English (US)
Pages (from-to)	417-421
Number of pages	5
Journal	MedChemComm
Volume	4
Issue number	2
DOIs	https://doi.org/10.1039/c2md20320k
State	Published - Feb 2013

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Organic Chemistry

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Developing novel C-4 analogues of pyrrole-based antitubulin agents : Weak but critical hydrogen bonding in the colchicine site. / Da, Chenxiao; Telang, Nakul; Hall, Kayleigh; Kluball, Emily; Barelli, Peter; Finzel, Kara; Jia, Xin; Gupton, John T.; Mooberry, Susan L.; Kellogg, Glen E.

In: MedChemComm, Vol. 4, No. 2, 02.2013, p. 417-421.

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

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