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Elsevier, Bioorganic and Medicinal Chemistry Letters, 19(25), p. 4082-4084, 2015

DOI: 10.1016/j.bmcl.2015.08.034

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Dicarabrol, a New Dimeric Sesquiterpene from Carpesium abrotanoides L

This paper is available in a repository.
This paper is available in a repository.

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Abstract

A new dimeric sesquiterpene, dicarabrol (1), together with three known sesquiterpenes, carabrol (2), 11 (13)-dehydroivaxillin (3), and 2-desoxy-4-epi-pulchellin (4), were isolated from the whole plant of Carpesium abrotanoides L. Their structures were elucidated on the basis of spectroscopic analysis, and single crystal X-ray diffraction analysis. Compound 1 possessed a dimeric sesquiterpene core featured with a cyclopentane ring connecting two sesquiterpene lactone units rarely discovered in nature. Dicarabrol (1), as well as three known sesquiterpenes (2-4), had potent in vitro cytotoxicities against the K562, MCF-7, Hela, DU145, U937, H1975, SGC-7901, A549, MOLT-4, and HL60 cell lines with IC50 values ranging from 0.10 to 46.7 mu M, while they showed significant antiviral (H1N1 and H3N2) activities. Furthermore, compounds 1, 3 and 4 displayed significant antimycobacterial activity (IC50 3.7, 6.0, and 7.6 mu M, respectively). (C) 2015 Elsevier Ltd. All rights reserved.