| Regio- and stereospecific synthesis of mono-beta-d-glucuronic acid derivatives of combretastatin A-1. | |
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MedLine Citation:
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PMID: 20496923 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Synthetic routes have been established for the preparation of regio- and stereoisomerically pure samples of the mono-beta-d-glucuronic acid derivatives of combretastatin A-1, referred to as CA1G1 (5a) and CA1G2 (6a). Judicious choice of protecting groups for the catechol ring was required for the regiospecific introduction of the glucuronic acid moiety. The tosyl group proved advantageous in this regard. The two monoglucuronic acid analogues demonstrate low cytotoxicity (compared to CA1, 2) against selected human cancer cell lines, with CA1G1 being slightly more potent than CA1G2. |
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Authors:
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Rajendra P Tanpure; Tracy E Strecker; David J Chaplin; Bronwyn G Siim; Mary Lynn Trawick; Kevin G Pinney |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, Non-P.H.S. |
Journal Detail:
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Title: Journal of natural products Volume: 73 ISSN: 1520-6025 ISO Abbreviation: J. Nat. Prod. Publication Date: 2010 Jun |
Date Detail:
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Created Date: 2010-06-25 Completed Date: 2010-07-30 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 7906882 Medline TA: J Nat Prod Country: United States |
Other Details:
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Languages: eng Pagination: 1093-101 Citation Subset: IM |
Affiliation:
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Department of Chemistry and Biochemistry, Baylor University, One Bear Place #97348, Waco, TX 76798-7348, USA. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Antineoplastic Agents, Phytogenic
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chemical synthesis*,
chemistry,
pharmacology Drug Screening Assays, Antitumor Glucuronic Acid / chemical synthesis*, chemistry*, pharmacology Humans Molecular Structure Stereoisomerism Stilbenes / chemical synthesis*, chemistry*, pharmacology |
| Chemical | |
Reg. No./Substance:
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0/Antineoplastic Agents, Phytogenic; 0/Stilbenes; 109971-63-3/combretastatin A-1; 576-37-4/Glucuronic Acid |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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