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Phytochemical investigation and cytotoxic evaluation of the components of the medicinal plant Ligularia atroviolacea.
Chem Biodivers. 2009 Jul; 6(7):1053-65.CB

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+Show Affiliations

Department of Traditional Chinese Medicine and Natural Drug Research, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou, P. R. China.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

19623551

Citation

Wang, Xiaoyu, et al. "Phytochemical Investigation and Cytotoxic Evaluation of the Components of the Medicinal Plant Ligularia Atroviolacea." Chemistry & Biodiversity, vol. 6, no. 7, 2009, pp. 1053-65.
Wang X, Sun L, Huang K, et al. Phytochemical investigation and cytotoxic evaluation of the components of the medicinal plant Ligularia atroviolacea. Chem Biodivers. 2009;6(7):1053-65.
Wang, X., Sun, L., Huang, K., Shi, S., Zhang, L., Xu, J., Peng, H., Sun, X., Wang, L., Wu, X., Zhao, Y., Li, X., Stöckigt, J., & Qu, J. (2009). Phytochemical investigation and cytotoxic evaluation of the components of the medicinal plant Ligularia atroviolacea. Chemistry & Biodiversity, 6(7), 1053-65. https://doi.org/10.1002/cbdv.200800128
Wang X, et al. Phytochemical Investigation and Cytotoxic Evaluation of the Components of the Medicinal Plant Ligularia Atroviolacea. Chem Biodivers. 2009;6(7):1053-65. PubMed PMID: 19623551.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Phytochemical investigation and cytotoxic evaluation of the components of the medicinal plant Ligularia atroviolacea. AU - Wang,Xiaoyu, AU - Sun,Lianli, AU - Huang,Kexin, AU - Shi,Shuyun, AU - Zhang,Lijuan, AU - Xu,Juanhua, AU - Peng,Hua, AU - Sun,Xianfeng, AU - Wang,Liwei, AU - Wu,Xiumei, AU - Zhao,Yu, AU - Li,Xiaokun, AU - Stöckigt,Joachim, AU - Qu,Jia, PY - 2009/7/23/entrez PY - 2009/7/23/pubmed PY - 2009/10/27/medline SP - 1053 EP - 65 JF - Chemistry & biodiversity JO - Chem Biodivers VL - 6 IS - 7 N2 - 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. SN - 1612-1880 UR - https://www.unboundmedicine.com/medline/citation/19623551/Phytochemical_investigation_and_cytotoxic_evaluation_of_the_components_of_the_medicinal_plant_Ligularia_atroviolacea_ L2 - https://doi.org/10.1002/cbdv.200800128 DB - PRIME DP - Unbound Medicine ER -