Anti-inflammatory phloroglucinols and terpenoids from Garcinia subelliptica.
Three new phloroglucinols, garcinielliptones K (1), L (2), and M (3), and two new terpenoids, garcinielliptones N (4) and O (5), have been isolated from the seeds of Garcinia subelliptica. The structures of 1-5 including their relative configurations were elucidated by spectroscopic methods and supported by computer-generated molecular modeling. Compounds 2 and 3 showed potent inhibitory effects on the release of beta-glucuronidase, and on beta-glucuronidase and histamine, respectively, from peritoneal mast cells stimulated with p-methoxy-N-methylphenethylamine (compound 48/80) in a concentration-dependent manner. Compounds 2 and 3 showed potent effects on NO production in culture media of RAW 264.7 cells in response to lipopolysaccharide (LPS). Compound 2 also showed a potent effect on NO production in culture media of N9 cells in response to LPS/interferon-gamma (IFN-gamma).
Weng
Jing-Ru
JR
School of Pharmacy, Kaohsiung Medical University, Kaohsiung, Taiwan 807, Republic of China.
Tsao
Lo-Ti
LT
Wang
Jih-Pyang
JP
Wu
Ru-Rong
RR
Lin
Chun-Nan
CN
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002478:Cells, Cultured; D029760:Garcinia / Q000737:chemistry*; D007371:Interferon-gamma / Q000378:metabolism; D008070:Lipopolysaccharides / Q000378:metabolism; D008407:Mast Cells / Q000187:drug effects; D051379:Mice; D015394:Molecular Structure; D009504:Neutrophils / Q000187:drug effects; D009569:Nitric Oxide / Q000037:antagonists & inhibitors / Q000096:biosynthesis; D019906:Nuclear Magnetic Resonance, Biomolecular; D010696:Phloroglucinol / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D010946:Plants, Medicinal; D013624:Taiwan; D013729:Terpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
D000894:Anti-Inflammatory Agents, Non-Steroidal; D008070:Lipopolysaccharides; D013729:Terpenes; D014315:Triterpenes; C114803:garcinielliptone; D009569:Nitric Oxide; D007371:Interferon-gamma; D010696:Phloroglucinol