Sesquiterpenes from Neurolaena lobata and Their Antiproliferative and Anti-inflammatory Activities

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• 作者：Ildik贸 Lajter ; Andrea Vasas ; Zolt谩n B茅ni ; Peter Forgo ; Markus Binder ; Valery Bochkov ; Istv谩n Zupk贸 ; Georg Krupitza ; Richard Frisch ; Brigitte Kopp ; Judit Hohmann
• 刊名：Journal of Natural Products
• 出版年：2014
• 出版时间：March 28, 2014
• 年：2014
• 卷：77
• 期：3
• 页码：576-582
• 全文大小：282K
• 年卷期：v.77,no.3(March 28, 2014)
• ISSN：1520-6025

文摘

Five new sesquiterpenes, neurolobatin A (1), neurolobatin B (2), 5尾-hydroxy-8尾-isovaleroyloxy-9伪-hydroxycalyculatolide (3), 3-epi-desacetylisovaleroylheliangine (4), and 3尾-acetoxy-8尾-isovaleroyloxyreynosin (5), were isolated from the aerial parts of Neurolaena lobata. The structures were established by means of a combined spectroscopic data analysis, including ESIMS, APCI-MS, and 1D- and 2D-NMR techniques. Neurolobatin A (1) and B (2) are unusual isomeric seco-germacranolide sesquiterpenes with a bicyclic acetal moiety, compounds 3 and 4 are unsaturated epoxy-germacranolide esters, and compound 5 is the first eudesmanolide isolated from the genus Neurolaena. The isolated compounds (1鈥?b>5) were shown to have noteworthy antiproliferative activities against human tumor cell lines (A2780, A431, HeLa, and MCF7). The anti-inflammatory effects of 1鈥?b>5, evaluated in vitro using LPS- and TNF-伪-induced IL-8 expression inhibitory assays, revealed that all these compounds strongly down-regulated the LPS-induced production of IL-8 protein, with neurolobatin B (2) and 3-epi-desacetylisovaleroylheliangine (4) being the most effective.