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Bioactive dammarane triterpenes from the mangrove plant Bruguiera gymnorrhiza.

Homhual S, Bunyapraphatsara N, Kondratyuk T, Herunsalee A, Chaukul W, Pezzuto JM, Fong HH, Zhang HJ

Department of Pharmacognosy, Faculty of Pharmacy, Mahidol University, Bangkok, Thailand.

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.

Published 27 March 2006 in J Nat Prod, 69(3): 421-4.
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