Bioactive dammarane triterpenes from the mangrove plant Bruguiera gymnorrhiza.
Three new dammarane triterpenes, bruguierins A-C (1-3), were isolated from a petroleum ether extract of the flowers of Bruguiera gymnorrhiza. Their structures were determined on the basis of physical and spectroscopic data interpretation. With stably transfected HepG2 cells, the three isolates activated antioxidant response element (ARE luciferase activation) with EC(50) values of 7.8, 9.4, and 15.7 microM, respectively. Bruguierin A (1) also inhibited phorbol ester-induced NFkappaB (nuclear factor-kappaB) luciferase activation with an IC(50) value of 1.4 microM and selectively inhibited cyclooxygenase-2 (COX-2) activity with an IC(50) value of 0.37 microM. Compounds 2 and 3 were not active in these bioassays.
Department of Pharmacognosy, Faculty of Pharmacy, Mahidol University, Bangkok, Thailand.
Sudarat
S
Homhual
Nuntavan
N
Bunyapraphatsara
Tamara
T
Kondratyuk
Angkana
A
Herunsalee
Wongsatit
W
Chaukul
John M
JM
Pezzuto
Harry H S
HH
Fong
Hong-Jie
HJ
Zhang
D052246:Cyclooxygenase 2 Inhibitors / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry*; D043982:Rhizophoraceae / Q000737:chemistry*; D013785:Thailand; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000097669:Dammaranes
D052246:Cyclooxygenase 2 Inhibitors; D014315:Triterpenes; D000097669:Dammaranes; C510047:bruguierin A