title: Dicarabrol, a new dimeric sesquiterpene from Carpesium abrotanoides L.
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).
authors: 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.
authors: Jun-Feng
authors: JF
authors: Wang
authors: College of Pharmacy, Hunan University of Chinese Medicine, Changsha 410208, PR China.
authors: Wei-Jun
authors: WJ
authors: He
authors: College of Pharmacy, Hunan University of Chinese Medicine, Changsha 410208, PR China.
authors: Xiao-Xiao
authors: XX
authors: Zhang
authors: College of Pharmacy, Hunan University of Chinese Medicine, Changsha 410208, PR China.
authors: Bi-Qing
authors: BQ
authors: Zhao
authors: 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.
authors: Yong-Hong
authors: YH
authors: Liu
authors: College of Pharmacy, Hunan University of Chinese Medicine, Changsha 410208, PR China. Electronic address: gale9888@163.com.
authors: Xiao-Jiang
authors: XJ
authors: Zhou
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D019659:Asteraceae / Q000737:chemistry*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008958:Models, Molecular; D008968:Molecular Conformation; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D012717:Sesquiterpenes; C000607752:dicarabrol
keywords: Antimycobacterial activity; Antiviral activity; Carpesium abrotanoides L.; Cytotoxic activity; Dimeric sesquiterpene