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Synthesis of the first unnatural schisantherins and their effects in multidrug-resistant cancer cells

Authors :
Schobert, Rainer
Kern, Werner
Milius, Wolfgang
Ackermann, Tamara
Zoldakova, Miroslava
Source :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. May2008, Vol. 49 Issue 21, p3359-3362. 4p.
Publication Year :
2008

Abstract

Abstract: Schisandrol A, a dibenzocyclooctadiene lignan, was obtained by a simplified procedure from Schisandra chinensis fruits. Its reaction with carboxylic acids to give new esters (schisantherins) required special conditions such as microwave irradiation. An X-ray single crystal structure analysis of schisandrol A revealed a sterical shielding of the secondary OH group as the likely reason. The cinnamoate inhibited the P-gp drug transporters of multidrug-resistant human Kb-V1 cervix carcinoma cells better than the natural benzoate and comparable to the clinical sensitizer verapamil. [Copyright &y& Elsevier]

Details

Language :
English
ISSN :
00404039
Volume :
49
Issue :
21
Database :
Academic Search Index
Journal :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :
Academic Journal
Accession number :
31916451
Full Text :
https://doi.org/10.1016/j.tetlet.2008.03.134