Barringtonia asiatica, commonly known as botong is found along the seashore throughout the Philippines. The fruits and seeds of B. asiatica are used as fish poison, fruit juice for scabies, leaves are applied to stomachache and rheumatism, seeds as vermifuge, and bark for tuberculosis.
1)The aqueous crude extract of B. asiatica seeds exhibited high biological activity in the brine shrimp hatchability and lethality assay.2) The crude methanolic extract of B. asiatica (leaves, fruits, seeds, stem and root barks) and the fractions (petrol, dichloromethane, ethyl acetate, butanol) exhibited a broad spectrum antibacterial activity, while a number of fractions demonstrated antifungal activity.3) Two major saponins from the seeds of B. asiatica are putative antifeedants toward Epilachna sp. larvae.4) The seeds of B. asiatica were reported to exhibit piscicidal activity. The major compound responsible for this activity is ranuncoside, an oleanane glycoside.
5)An earlier study also reported the isolation of a mixture of saponins (A 1 -barrinin) from B. asiatica which was hydrolyzed to afford A 1 -barrigenol and A 2 -barrigenol. The latter was identical to camelliagenin A 6) which is of relevance to our present report.We report here the isolation, structure elucidation and antimicrobial assay of two new triterpenes, germanicol caffeoyl ester (1) and camelliagenone (2) from the dichloromethane extracts of the leaves of B. asiatica. The leaves also afforded germanicol trans-coumaroyl ester (3), germanicol ciscoumaroyl ester (4), germanicol (5), camelliagenin A (6) (Fig. 1) The leaves of Barringtonia asiatica afforded two new triterpenes, germanicol caffeoyl ester (1) and camelliagenone (2). Their structures were elucidated by extensive 1D-and 2D-NMR spectroscopy. It also afforded germanicol trans-coumaroyl ester (3), germanicol cis-coumaroyl ester (4), germanicol (5), camelliagenin A (6), spinasterol, sitosterol, squalene, lutein and trilinolein. Compounds 3, spinasterol and trilinolein were isolated from the fruits, while the seeds yielded spinasterol, squalene, linoleic acid and trilinolein. Compounds 1-5 exhibited antifungal activity against Candida albicans, 1-3 and 5 showed antibacterial activity against Staphylococcus aureus, while 5 is active against Pseudomonas aeruginosa.