Bioactive Flavaglines and Other Constituents Isolated from Aglaia perviridis

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• 作者：Li Pan ; Ulyana Mu帽oz Acu帽a ; Jie Li ; Nivedita Jena ; Tran Ngoc Ninh ; Caroline M. Pannell ; Heebyung Chai ; James R. Fuchs ; Esperanza J. Carcache de Blanco ; Djaja D. Soejarto ; A. Douglas Kinghorn
• 刊名：Journal of Natural Products
• 出版年：2013
• 出版时间：March 22, 2013
• 年：2013
• 卷：76
• 期：3
• 页码：394-404
• 全文大小：432K
• 年卷期：v.76,no.3(March 22, 2013)
• ISSN：1520-6025

文摘

Eight new compounds, including two cyclopenta[b]benzopyran derivatives (1, 2), two cyclopenta[b]benzofuran derivatives (3, 4), three cycloartane triterpenoids (5鈥?b>7), and an apocarotenoid (8), together with 16 known compounds, were isolated from the chloroform-soluble partitions of separate methanol extracts of a combination of the fruits, leaves, and twigs and of the roots of Aglaia perviridis collected in Vietnam. Isolation work was monitored using human colon cancer cells (HT-29) and facilitated with an LC/MS dereplication procedure. The structures of the new compounds (1鈥?b>8) were determined on the basis of spectroscopic data interpretation. The Mosher ester method was employed to determine the absolute configurations of 5鈥?b>7, and the absolute configuration of the 9,10-diol unit of compound 8 was established by a dimolybdenum tetraacetate [Mo₂(AcO)₄] induced circular dichroism procedure. Seven known rocaglate derivatives (9鈥?b>15) exhibited significant cytotoxicity against the HT-29 cell line, with rocaglaol (9) being the most potent (ED₅₀ 0.0007 渭M). The new compounds 2鈥?b>4 were also active against this cell line, with ED₅₀ values ranging from 0.46 to 4.7 渭M. The cytotoxic compounds were evaluated against a normal colon cell line, CCD-112CoN. In addition, the new compound perviridicin B (2), three known rocaglate derivatives (9, 11, 12), and a known sesquiterpene, 2-oxaisodauc-5-en-12-al (17), showed significant NF-魏B (p65) inhibitory activity in an ELISA assay.