JOURNAL 580


Records of Natural Products
VOLUME & ISSUE
Year: 2016 Issue: 5 September-October
PAGES
p.582 - 592
STATISTICS
Viewed 2110 times.
AUTHORS
    Fatma M. Abdel Bar
PDF OF ARTICLE

GRAPHICAL ABSTRACT


ABSTRACT


A new 2,3-dihydropyridin-4(1H)-one alkaloid (2), and two other known derivatives (1 and 3) were isolated from Curcuma longa. The isolated alkaloids are shown to be artifacts formed during extraction procedure. Three new (2, 5 and 7) and two known (4 and 6) methoxylated compounds were derived from 1 and 3. Structures were assigned using IR, HRESIMS analyses and 1 and 2D NMR spectroscopy. The anti-migration and anti-proliferation activities against the hepatocellular carcinoma cells, HepG2 were investigated. Compounds 3 showed remarkable anti-migration activity at 40 m M (absolute migration capability, MC A = -7.4 x 10 -4 mm/h). The methylated derivatives 4 showed pronounced anti-migration activity (MC A = -4.9 x 10 -4 mm/h) compared to its parent compound 1 (MC A = 1.49 x 10 -3 mm/h) at 20 m M. The dihydropyridinone derivatives were shown to develop actin stress fibres in treated HepG2 cells which may indicate its role in cell migration inhibition. Compared to curcumins I, II and III, the obtained dihydropyridinone analogues showed lower anti-proliferative activity.

KEYWORDS
  • Curcuma longa
  • dihydropyridinone alkaloids
  • anti-migration
  • curcumin

SUPPORTING INFORMATION


Supporting Information
Download File 70-RNP-1508-174-SI.pdf (1.99 MB)