Methyl chanofruticosinate type alkaloids from the aerial parts of Kopsia lancibracteolata Merr.

Abstract

A chemical investigation on the 70% ethanol extract from the leaves and stems of Kopsia lancibracteolata Merr. resulted in the isolation of three new methyl chanofruticosinate type alkaloids, 12-hydroxyl prunifoline A (1), 12-hydroxyl prunifoline C (2), and N(4)-oxide prunifoline D (3). Structural elucidation of all the compounds was performed by spectral methods such as 1D- and 2D-NMR, IR, UV, and HR-ESI-MS. The isolated alkaloids were tested in vitro for cytotoxic potential against five tumor cell lines (BGC-823, HepG2, MCF-7, SGC-7901, and SK-MEL-2). As a result, alkaloid 3 exhibited significant cytotoxic activity against all tested tumor cell lines with IC values from 7.2 to 8.9 μM.

A comprehensive review on phytochemistry and pharmacology of genus Kopsia: monoterpene alkaloids – major secondary metabolites

“… 82,84 Finally, three new derivatives 12-hydroxylprunifoline A (214), 12-hydroxylprunifoline A (215), and N (4)-oxide prunifoline D (3) were purified from the 70% EtOH extract of K. lancibracteolata stem. 85 …”

“… 54 Similarly, in the N(4)-oxide group, new alkaloid 237 possessed the IC 50 values from 7.2 to 8.9 μM to inhibit BGC-823, HepG-2, MCF-7, SGC-7901, and SK-MEL-2 cells, but new metabolites 214–215 was inactive (IC 50 > 20 μM). 85 …”