Phytochemical Investigation and Cytotoxic Evaluation of the Components of the Medicinal Plant Ligularia atroviolacea |
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Authors: | Xiaoyu Wang Lianli Sun Kexin Huang Shuyun Shi Lijuan Zhang Juanhua Xu Hua Peng Xianfeng Sun Liwei Wang Xiumei Wu Yu Zhao Xiaokun Li Joachim Stöckigt Jia Qu |
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Affiliation: | 1. Department of Traditional Chinese Medicine and Natural Drug Research, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310031, P.?R. China, (phone/fax: +86‐571‐88208449);2. Key Laboratory of Southern Zhejiang TCM R&D, Pharmacy School of Wenzhou Medical College, Wenzhou 325035, P.?R. China;3. School of Chemistry and Chemical Engineering, Central South University, Changsha 410083, P.?R. China (phone/fax: +86‐731‐8879850);4. Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, P.?R. China |
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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;14,6α‐diolide ( 1 ), 3β‐(angeloyloxy)eremophil‐7(11)‐en‐12,8β‐olid‐14‐oic acid ( 2 ), 1α‐chloro‐10β‐hydroxy‐6β‐(2‐methylpropanoyloxy)‐9‐oxo‐7,8‐furoeremophilane ( 3 ), (10βH)‐8‐oxoeremophila‐3(4),6(7)‐diene‐12,14‐dioic acid ( 4 ), (10αH)‐8‐oxoeremophila‐3(4),6(7)‐diene‐12,14‐dioic acid ( 5 ), 8β‐[eremophila‐3′,7′(11′)‐diene‐12′,8′α;14′,6′α‐diolide]eremophila‐3,7(11)‐diene‐12,8α;14,6α‐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. |
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Keywords: | Ligularia atroviolacea Eremophilanolides X‐Ray crystallography Cytotoxic activity |
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