A new benzoylphloroglucinol derivative with an adamantyl skeleton and other constituents from Garcinia multiflora: Effects on neutrophil pro-inflammatory responses
Garcinia multiflora Champ. is a small evergreen tree, distributed in South China, Hong Kong, and Taiwan . The genus Garcinia (Guttiferae) comprises about 400 species with pantropical distribution. In Taiwan, the genus Garcinia is represented by three species, viz., G. linii, G. multiflora, and G. subelliptica. Plants of this genus contain a variety of secondary metabolites including xanthones, benzophenones, phloroglucinols, terpenoids, biflavonoids, and their derivatives. Many of these compounds exhibit antioxidant, trypanocidal, cytotoxic, antitubercular, anti-inflammatory, and anti-HIV activities.
As part of our studies on the anti-inflammatory constituents of Formosan plants, many species have been screened for in vitro inhibitory activity on neutrophil pro-inflammatory responses. In the course of this screening, an AcOEt-suluble fraction of the fruit of G. multiflora exhibited inhibitory activities with IC50 values of 7.21±1.07 and 6.01±0.37µg/ml, respectively, against fMLP/CB-induced superoxide anion generation and elastase release. Investigation of the active fraction afforded a novel benzoylphloroglucinol derivative, garcimultiflorone D (1), with an unusual adamantly caged skeleton and four known compounds. The structure of 1 was determined through extensive 1D/2D NMR and mass-spectrometric analyses. Garcimultiflorone D (1) exhibited inhibitory activities with IC50 values of 7.21±1.07 and 6.01±0.37µg/ml, respectively, against fMLP/CB-induced superoxide anion generation and elastase release.
Acknowledgement: This research was supported by grants from the National Science Council of the Republic of China (No. NSC 95–2320-B-127–001-MY3 and NSC 98–2320-B-127–001-MY3), awarded to Prof. J.-J. Chen.
References: 1. Robson NKB. (1996) 'Guttiferae', in 'Flora of Taiwan', 2nd edn., Editorial Committee of the Flora of Taiwan, Taipei, Taiwan, Vol. 2, p.694.