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Semisynthetic Analogues of the Microtubule‐Stabilizing Agent Discodermolide: Preparation and Biological Activity

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Date Issued:
2002
Title: Semisynthetic Analogues of the Microtubule‐Stabilizing Agent Discodermolide: Preparation and Biological Activity.
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Name(s): Gunasekera, Sarath P., creator
Longley, Ross E., creator
Isbrucker, Richard A., creator
Harbor Branch Oceanographic Institute
Type of Resource: text
Genre: Article
Issuance: single unit
Date Issued: 2002
Publisher: American Chemical Society and American Society of Pharmacognosy
Extent: 9 p.
Physical Description: pdf
Language(s): English
Identifier: 3164101 (digitool), FADT3164101 (IID), fau:5607 (fedora), 10.1021/np0203234 (doi)
Note(s): A series of 12 semisynthetic discodermolide analogues, 2-13, have been prepared using natural (+)-discodermolide (1) and evaluated for in vitro cytotoxicity against cultured murine P-388 leukemia and A-549 human adenocarcinoma cells. These semisynthetic analogues showed a significant variation of cytotoxicity and confirmed the importance of the C-7 through C-19 molecular fragment for potency. Specifically, these analogues suggested the importance of the C-11 and C-17 hydroxyl groups and the C-13 double bond for the potency of discodermolide. The preparation, structure elucidation, and biological activity of these new analogues are described.
This document is the accepted manuscript version of a published work that appeared in final form in Journal of Natural Products after peer review and technical editing by the publisher. To access the final edited and published work see http://dx.doi.org/10.1021/np0203234. This article may be cited as: Gunasekera, S. P., Longley, R. E., & Isbrucker, R. A. (2002). Semisynthetic Analogues of the Microtubule-Stabilizing Agent Discodermolide: Preparation and Biological Activity. Journal of Natural Products, 65(12), 1830-1837.
Florida Atlantic University. Harbor Branch Oceanographic Institute contribution #1486.
Subject(s): Sponges
Polyketides
Spectrum analysis
Polymerization
Toxicity testing --In vitro
Persistent Link to This Record: http://purl.flvc.org/FCLA/DT/3164101
Links: http://dx.doi.org/10.1021/np0203234
Restrictions on Access: ©2002 American Chemical Society and American Society of Pharmacognosy
Host Institution: FAU