Synthesis of mansonone derivatives as antibacterial agents

Abstract

Seven compounds isolated from the CH2Cl2 extract of Mansonia gagei Drumm. heartwoods, i.e. mansorin A (1), mansorin B (2), mansorin C (3), mansonone C (4), mansonone E (5), mansonone G (6), and mansonone H (7), were evaluated for their antibacterial activities towards Staphylococcus aureus ATCC 25923, Streptococcus mutans ATCC 25175, Streptococcus sobrinus KCCM 11898, Propionibacterium acnes KCCM 41747, and Salmonella typhi ATCC 422. 6 displayed good activity and was obtained in large amount among other mansonones, therefore some derivatives of mansonone G were carried out and their antibacterial activity were evaluated. Twenty mansonone G derivatives (G01 – G20) were obtained by modified the hydroxyl group at C6 of 6. Among these derivatives, G02 – G20 were identified as new semisynthetic compounds. In antibacterial activity, most of mansonone G derivatives showed better activity than 6. G07 and G08 displayed sixty-four times lower in MIC than its natural 6. Moreover, anti-adipogenic activity was also performed to all compounds. 4 and 6 possessed the suppression in 3T3-L1 pre-adipocytes differentiation. The suppression were also observed by G15, G16, and G17. Further investigation on their mechanism indicated that G15, G16, and G17 had potential activity in adipogenesis by suppressing the production of adiponectin.