Bioactive Flavaglines and Other Constituents Isolated from Aglaia perviridis

摘要

Eight new compounds, including two cyclopenta[b]benzopyran derivatives (>1, >2), two cyclopenta[b]benzofuran derivatives (>3, >4), three cycloartane triterpenoids (>5–>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–>8) were determined on the basis of spectroscopic data interpretation. The Mosher ester method was employed to determine the absolute configurations of >5–>7, and the absolute configurations of the 9,10-diol unit of compound >8 was established by a dimolybdenum tetraacetate [Mo2(AcO)4] induced circular dichroism (ICD) procedure. Seven known rocaglate derivatives (>9–>15) exhibited significant cytotoxicity against the HT-29 cell line, with rocaglaol (>9) being the most potent (ED50 0.0007 µM). The new compounds >2–>4 were also active against this cell line, with ED50 values ranging from 0.46 to 4.7 µM. 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), as well as a known sesquiterpene, 2-oxaisodauc-5-en-12-al (>17), showed significant NF-κB (p65) inhibitory activity in an ELISA assay.