Secondary metabolites from the barks of Garcinia griffithii T. Anderson (Clusiaceae) and their chemophenetic significance

Othman, Noor Aimi and Liew, Sook Yee and Khaw, Kooi Yeong and Ablat, Abdulwali and Karsani, Saiful Anuar and Leong, Kok Hoong and Blanchard, Patricia and Derbre, Severine and Awang, Khalijah (2024) Secondary metabolites from the barks of Garcinia griffithii T. Anderson (Clusiaceae) and their chemophenetic significance. Biochemical Systematics and Ecology, 116. p. 104869. ISSN 0305-1978, DOI https://doi.org/10.1016/j.bse.2024.104869.

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Official URL: https://doi.org/10.1016/j.bse.2024.104869

Abstract

A total of thirteen compounds consisting of nine xanthones; cowagarcinone C (1), doitunggarcinone C (2), nigrolineaxanthone E (3), nigrolineaxanthone Q (4), beta-mangostin (5), 7-O-methylgarcinone E (6), dulcisxanthone F (7), ananixanthone (8) and nigrolineaxanthone N (9), two polycyclic polyprenylated acylphloroglucinols (PPAPs); garcinielliptone J (13) and garcinialone (14) as well as two terpenoids; 30-hydroxycycloartenol (15) and garcinane (16), were putatively identified with a good confidence level from dichloromethane extract of Garcinia griffithii T. Anderson using the 13C NMR-based dereplication and MixONat software. In addition, three xanthones; euxanthone (1,7-dihydroxyxanthone) (10), forbexanthone (11) and 1,5-hydroxy-3,6-dimethoxy-2,7diprenylxanthone (12) were successfully isolated. The structure of the isolated compounds was confirmed through the analysis of spectroscopic data and comparison with reported data. The 13C NMR data of forbexanthone (11) was reported for the first time. Interestingly, the dichloromethane extract and 1,5-dihydroxy3,6-dimethoxy-2,7-diprenylxanthone (12) which were evaluated for their exhibited alpha-glucosidase inhibitory activity exhibited potent inhibition toward the enzyme with IC50 values of 0.66 mu g/mL and 3.02 mu M, respectively as compared to the standard, acarbose (IC50 = 392 mu g/mL or 608 mu M). Notably, ananixanthone (8) has not been reported from the genus Garcinia while compounds 1-7, 9, 11 and 13-16 being reported from Garcinia griffithii for the first time. In addition, the chemophenetic significance of all the compounds has also been discussed.

Item Type: Article
Funders: Fundamental Research Grant Scheme (FRGS/1/2018/STG01/UM/02/16), PHC-Hibiscus 2020 (IF019-2020), BioAsie/PANA-SIA, International Funding (IF057-2022), MyPhD program
Uncontrolled Keywords: Garcinia griffithii; MixONat; Xanthone; Forbexanthone; Alpha-glucosidase
Subjects: Q Science > QD Chemistry
R Medicine > RM Therapeutics. Pharmacology
R Medicine > RS Pharmacy and materia medica
Divisions: Centre for Foundation Studies in Science > Chemistry Division
Faculty of Science > Institute of Biological Sciences
Faculty of Science > Department of Chemistry
Centre for Natural Products Research and Drug Discovery (CENAR)
Faculty of Pharmacy > Department of Pharmaceutical Chemistry
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 07 Apr 2025 03:23
Last Modified: 07 Apr 2025 03:23
URI: http://eprints.um.edu.my/id/eprint/46764

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