Schomburginones A‒J, geranylated benzophenones from the leaves of Garcinia schomburgkiana and their cytotoxic and anti-inflammatory activities
Issued Date
2023-07-01
Resource Type
ISSN
00319422
Scopus ID
2-s2.0-85153860126
Journal Title
Phytochemistry
Volume
211
Rights Holder(s)
SCOPUS
Bibliographic Citation
Phytochemistry Vol.211 (2023)
Suggested Citation
Sukandar E.R., Kaennakam S., Wongsuwan S., Chatwichien J., Krobthong S., Yingchutrakul Y., Mahatnirunkul T., Mulya F., Parasuk V., Harding D.J., Poldorn P., Rungrotmongkol T., Tip-pyang S., Aonbangkhen C., Chavasiri W. Schomburginones A‒J, geranylated benzophenones from the leaves of Garcinia schomburgkiana and their cytotoxic and anti-inflammatory activities. Phytochemistry Vol.211 (2023). doi:10.1016/j.phytochem.2023.113701 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/81420
Title
Schomburginones A‒J, geranylated benzophenones from the leaves of Garcinia schomburgkiana and their cytotoxic and anti-inflammatory activities
Other Contributor(s)
Abstract
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 undescribed compounds were elucidated by NMR combined with HRMS spectroscopy, while their absolute configurations 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 μM, 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 μM. The promising activities of these compounds in cytotoxic and anti-inflammatory assays make them attractive for further study in the development of anticancer drugs.