2. Academic Validation
  3. Dicarabrol, a new dimeric sesquiterpene from Carpesium abrotanoides L

Dicarabrol, a new dimeric sesquiterpene from Carpesium abrotanoides L

  • Bioorg Med Chem Lett. 2015 Oct 1;25(19):4082-4. doi: 10.1016/j.bmcl.2015.08.034.
Jun-Feng Wang 1,  Wei-Jun He 2,  Xiao-Xiao Zhang 2,  Bi-Qing Zhao 2,  Yong-Hong Liu 3,  Xiao-Jiang Zhou 4
Affiliations

Affiliations

  • 1 College of Pharmacy, Hunan University of Chinese Medicine, Changsha 410208, PR China; CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, PR China.
  • 2 College of Pharmacy, Hunan University of Chinese Medicine, Changsha 410208, PR China.
  • 3 CAS Key Laboratory of Tropical Marine Bio-resources and Ecology/Guangdong Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou 510301, PR China.
  • 4 College of Pharmacy, Hunan University of Chinese Medicine, Changsha 410208, PR China. Electronic address: gale9888@163.com.
PMID: 26316467 DOI: 10.1016/j.bmcl.2015.08.034
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 μM, 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 μM, respectively).

Keywords

Antimycobacterial activity; Antiviral activity; Carpesium abrotanoides L.; Cytotoxic activity; Dimeric sesquiterpene.

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