Schomburginones A-J, geranylated benzophenones from the leaves of Garcinia schomburgkiana and their cytotoxic and anti-inflammatory activities

Ten undescribed benzophenones, schomburginones A-J, together with 14 known analogs were isolated from the leaves of Garcinia schomburgkiana, an edible plant native to the Indochina region. The structures of the unde-scribed compounds were elucidated by NMR combined with HRMS spectroscopy, while their absolute config-urations were determined using ECD and single-crystal X-ray diffraction analysis. The isolated metabolites represent benzophenone derivatives containing a modified monoterpene unit, including tri-and tetracyclic skeletons, which are rarely found in genus Garcinia. The cytotoxic evaluation on three cancerous cell lines demonstrated that schomburginone G, schomburginone H, and 3-geranyl-2,4,6-trihydroxybenzophenone were active against HeLa cells with IC50 values in the range of 12.2-15.7 mu M, respectively, and selective compared to the non-cancerous L929 cells (SI > 3.5). In addition, the three cytotoxic compounds together with clusiacyclol A showed significant NO inhibitory activity in RAW 264.7 macrophage cells over 85% inhibition without obvious cytotoxicity at a final concentration of 100 mu M. The promising activities of these compounds in cytotoxic and anti-inflammatory assays make them attractive for further study in the development of anticancer drugs.

Automated summary

Ten undescribed benzophenones, schomburginones A-J, were isolated from Garcinia schomburgkiana leaves. Their structures were determined using spectroscopic techniques, and their cytotoxic and anti-inflammatory activities were evaluated. These compounds showed promising cytotoxicity against HeLa cells and significant NO inhibitory activity in RAW 264.7 macrophage cells, making them potential candidates for anticancer drug development.