eprintid: 20424
rev_number: 16
userid: 1419
dir: disk0/00/02/04/24
datestamp: 2014-01-30 18:14:33
lastmod: 2019-02-02 15:57:14
status_changed: 2014-01-30 18:14:33
type: article
metadata_visibility: show
item_issues_count: 0
eprint_status: archive
creators_name: Wipf, P
creators_name: Reeves, JT
creators_name: Day, BW
creators_email: pwipf@pitt.edu
creators_email: 
creators_email: 
creators_id: PWIPF
creators_id: 
creators_id: 
title: Chemistry and biology of curacin A
ispublished: pub
divisions: sch_as_chemistry
full_text_status: public
abstract: Many natural and synthetic compounds bind to tubulin, an ubiquitous globular protein that provides the building blocks for the cellular microtubule network that controls chromosome segregation during mitosis, vesicle movements, intracellular transport of organelles, ciliar and flagellar movement, and maintenance of cell shape. Since the isolation of the antimitotic marine natural product curacin A in 1994, synthetic work on this colchicine-site binding agent has been intense, but only recently have synthetic derivatives been identified that match its potency for tubulin polymerization inhibition and its high level of growth inhibition in cancer cell lines. In addition to several total synthesis efforts, combinatorial libraries were constructed using solution phase and fluorous scavenging approaches. Low water-solubility and lack of chemical stability represent strong detriments for the clinical development of curacin A, but synthetic analogs with improved bioavailability might ultimately probe the paradigm for anticancer efficacy of colchicine-site tubulin binding agents. © 2004 Bentham Science Publishers Ltd.
date: 2004-05-13
date_type: published
publication: Current Pharmaceutical Design
volume: 10
number: 12
pagerange: 1417 - 1437
refereed: TRUE
issn: 1381-6128
id_number: 10.2174/1381612043384853
article_type: review
pmid: 15134491
mesh_headings: Animals
mesh_headings: Antineoplastic Agents--chemistry
mesh_headings: Antineoplastic Agents--metabolism
mesh_headings: Antineoplastic Agents--pharmacology
mesh_headings: Binding Sites--drug effects
mesh_headings: Binding Sites--physiology
mesh_headings: Cell Line, Tumor
mesh_headings: Cyclopropanes--chemistry
mesh_headings: Cyclopropanes--metabolism
mesh_headings: Cyclopropanes--pharmacology
mesh_headings: Humans
mesh_headings: Structure-Activity Relationship
mesh_headings: Thiazoles--chemistry
mesh_headings: Thiazoles--metabolism
mesh_headings: Thiazoles--pharmacology
mesh_headings: Tubulin--metabolism
chemical_names: Antineoplastic Agents
chemical_names: Cyclopropanes
chemical_names: Thiazoles
chemical_names: Tubulin
chemical_names: curacin A
citation:   Wipf, P and Reeves, JT and Day, BW  (2004) Chemistry and biology of curacin A.  Current Pharmaceutical Design, 10 (12).  1417 - 1437.  ISSN 1381-6128     
document_url: http://d-scholarship-dev.library.pitt.edu/20424/1/licence.txt