title: Phytochemical investigation and cytotoxic evaluation of the components of the medicinal plant Ligularia atroviolacea.
abstract: A phytochemical investigation of the roots of Ligularia atroviolacea resulted in the isolation of 24 compounds including seven new eremophilanoids named eremophila-3,7(11),8-triene-12,8;14,6alpha-diolide (1), 3beta-(angeloyloxy)eremophil-7(11)-en-12,8beta-olid-14-oic acid (2), 1alpha-chloro-10beta-hydroxy-6beta-(2-methylpropanoyloxy)-9-oxo-7,8-furoeremophilane (3), (10betaH)-8-oxoeremophila-3(4),6(7)-diene-12,14-dioic acid (4), (10alphaH)-8-oxoeremophila-3(4),6(7)-diene-12,14-dioic acid (5), 8beta-[eremophila-3',7'(11')-diene-12',8'alpha;14',6'alpha-diolide]eremophila-3,7(11)-diene-12,8alpha;14,6alpha-diolide (6), and ligulatrovine A (7), eleven known eremophilanoids, 8-18, four steroids, one glucose derivative, and one fatty acid. The structures of these compounds were elucidated by spectroscopic methods including 2D-NMR experiments. The structure of 3 was also established by an X-ray diffraction study. The in vitro cytotoxicity evaluation of selected compounds was performed on seven cultured tumor cell lines, i.e., KB, BEL-7404, A549, HL-60, HeLa, CNE, and P-388D1. The preliminary taxonomy of this species was also discussed, and the possible biogenesis of a dimer possessing a new noreremophilanoid type skeleton, 7, is presented in a preliminary form.
authors.affiliation: Department of Traditional Chinese Medicine and Natural Drug Research, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, P. R. China.
authors.forename: Xiaoyu
authors.initials: X
authors.lastname: Wang
authors.forename: Lianli
authors.initials: L
authors.lastname: Sun
authors.forename: Kexin
authors.initials: K
authors.lastname: Huang
authors.forename: Shuyun
authors.initials: S
authors.lastname: Shi
authors.forename: Lijuan
authors.initials: L
authors.lastname: Zhang
authors.forename: Juanhua
authors.initials: J
authors.lastname: Xu
authors.forename: Hua
authors.initials: H
authors.lastname: Peng
authors.forename: Xianfeng
authors.initials: X
authors.lastname: Sun
authors.forename: Liwei
authors.initials: L
authors.lastname: Wang
authors.forename: Xiumei
authors.initials: X
authors.lastname: Wu
authors.forename: Yu
authors.initials: Y
authors.lastname: Zhao
authors.forename: Xiaokun
authors.initials: X
authors.lastname: Li
authors.forename: Joachim
authors.initials: J
authors.lastname: Stöckigt
authors.forename: Jia
authors.initials: J
authors.lastname: Qu
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000633:toxicity*; D019659:Asteraceae / Q000737:chemistry*; D045744:Cell Line, Tumor; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D009930:Organic Chemicals / Q000737:chemistry / Q000302:isolation & purification / Q000633:toxicity; D010936:Plant Extracts / Q000737:chemistry / Q000633:toxicity; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D009930:Organic Chemicals; D010936:Plant Extracts