| Design, synthesis and antiproliferative activity of styryl lactones related to (+)-goniofufurone. | |
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MedLine Citation:
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PMID: 20359789 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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This paper describes a straightforward divergent synthesis of (+)-goniofufurone mimics (4, 5 and 6) starting from d-xylose. In a preliminary bioassay, analogues 4 and 5 exhibited a submicromolar antiproliferative activity towards HL-60 cells, while the corresponding parent compound 1 was completely inactive against this cell line. At the same time, these molecules showed approximately 10-fold stronger cytotoxicity in the same cell line when compared to the standard anticancer drug doxorubicin (DOX). Analogue 6 displayed 18- and 3-fold higher potency in Raji cell line when compared to control compounds 1 and DOX, respectively. A new divergent route for the preparation of (+)-goniofufurone (1) and (+)-crassalactone C (3) from d-xylose is also disclosed. |
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Authors:
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Velimir Popsavin; Bojana Srećo; Goran Benedeković; Jovana Francuz; Mirjana Popsavin; Vesna Kojić; Gordana Bogdanović |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't Date: 2010-03-12 |
Journal Detail:
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Title: European journal of medicinal chemistry Volume: 45 ISSN: 1768-3254 ISO Abbreviation: Eur J Med Chem Publication Date: 2010 Jul |
Date Detail:
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Created Date: 2010-05-17 Completed Date: 2010-08-17 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 0420510 Medline TA: Eur J Med Chem Country: France |
Other Details:
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Languages: eng Pagination: 2876-83 Citation Subset: IM |
Copyright Information:
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Copyright (c) 2010 Elsevier Masson SAS. All rights reserved. |
Affiliation:
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Department of Chemistry, Faculty of Sciences, University of Novi Sad, Trg D. Obradovića 3, 21000 Novi Sad, Serbia. velimir.popsavin@dh.uns.ac.rs |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Antineoplastic Agents
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chemical synthesis,
chemistry*,
pharmacology* Cell Line, Tumor Cell Proliferation / drug effects Drug Design* Humans Hydrophobicity Inhibitory Concentration 50 Lactones / chemical synthesis, chemistry*, pharmacology* Stereoisomerism |
| Chemical | |
Reg. No./Substance:
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0/Antineoplastic Agents; 0/Lactones; 136778-39-7/7-goniofufurone |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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