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Isolation, biology and chemistry of the disorazoles: New anti-cancer macrodiolides

Hopkins, CD and Wipf, P (2009) Isolation, biology and chemistry of the disorazoles: New anti-cancer macrodiolides. Natural Product Reports, 26 (5). 585 - 601. ISSN 0265-0568

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Abstract

The disorazoles comprise a family of 29 closely related macrocyclic polyketides isolated in 1994 from the fermentation broth of the gliding myxobacterium Sorangium cellulosum. Disorazoles A1, E and C 1 have shown exceptional biological activities toward inhibiting the proliferation of human cancer cell lines in picomolar and nanomolar concentrations through the disruption of microtubule polymerization. This review gives a brief introduction describing the biosynthesis and the significance of the disorazoles as a new class of microtubulin disruptors. Another portion of the review focuses on the biology of the disorazoles, specifically disorazole A1 and C1, and their antiproliferative efficacy against animal and human tumor cell lines, as well as the available SAR data. The majority of the discussion addresses synthetic efforts, including partial syntheses of various disorazoles and a summary of the total synthesis of disorazole C1. © 2009 The Royal Society of Chemistry.


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Details

Item Type: Article
Status: Published
Creators/Authors:
CreatorsEmailPitt UsernameORCID
Hopkins, CD
Wipf, Ppwipf@pitt.eduPWIPF
Date: 5 May 2009
Date Type: Publication
Journal or Publication Title: Natural Product Reports
Volume: 26
Number: 5
Page Range: 585 - 601
DOI or Unique Handle: 10.1039/b813799b
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Refereed: Yes
ISSN: 0265-0568
MeSH Headings: Antineoplastic Agents--chemical synthesis; Antineoplastic Agents--chemistry; Antineoplastic Agents--isolation & purification; Antineoplastic Agents--pharmacology; Drug Screening Assays, Antitumor; Humans; Macrolides--chemical synthesis; Macrolides--chemistry; Macrolides--isolation & purification; Macrolides--pharmacology; Molecular Structure; Myxococcales--chemistry; Oxazoles--chemical synthesis; Oxazoles--chemistry; Oxazoles--isolation & purification; Oxazoles--pharmacology; Structure-Activity Relationship
Other ID: NLM NIHMS123603, NLM PMC2711774
PubMed Central ID: PMC2711774
PubMed ID: 19387496
Date Deposited: 18 Jun 2013 20:29
Last Modified: 16 Feb 2019 15:55
URI: http://d-scholarship.pitt.edu/id/eprint/18954

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