Antibacterial caged-tetraprenylated xanthones from the stem bark of Garcinia scortechinii.
Five new caged-tetraprenylated xanthones, scortechinones L - P (1-5), together with six known scortechinones (A, B, D, F, I and J) and one known xanthone, 4 '',5 ''-dihydro-1,5-dihydroxy-6 ',6 '-dimethylpyrano(2 ',3 ':6,7)-4 '',4 '',5 ''-trimethylfurano(2 '',3 '':3,4)- xanthone, were isolated from the crude methanol extract of the stem bark of Garcinia scortechinii. The structures were elucidated by analysis of spectroscopic data and comparison of the NMR data with those reported previously. The antibacterial activity of all caged-polyprenylated xanthones, isolated from the latex and stem bark of G. scortechinii, was evaluated. Scortechinone B (6) exhibited significant antibacterial activity against a methicillin-resistant Staphylococcus aureus strain with an MIC value of 2 microg/mL. From the MIC values, some structure-antibacterial activity relationships were established.
Rukachaisirikul
Vatcharin
V
Department of Chemistry, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla, Thailand. vatcharin.r@ratree.psu.ac.th
Phainuphong
Patima
P
Sukpondma
Yaowapa
Y
Phongpaichit
Souwaluk
S
Taylor
Walter C
WC
D000900:Anti-Bacterial Agents / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D029760:Garcinia; D006801:Humans; D016106:Methicillin Resistance; D008826:Microbial Sensitivity Tests; D008517:Phytotherapy; D010936:Plant Extracts / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D018547:Plant Stems; D017368:Protein Prenylation; D013211:Staphylococcus aureus / Q000187:drug effects*; D013329:Structure-Activity Relationship; D044004:Xanthones / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology / Q000627:therapeutic use
D000900:Anti-Bacterial Agents; D010936:Plant Extracts; D044004:Xanthones