Terpenoids with a new skeleton and novel triterpenoids with anti-inflammatory effects from Garcinia subelliptica.
Three novel phloroglucinol derivatives, garcinielliptones F (1), H (3), and I (4), and two novel terpenoids, garcinielliptones G (2) and J (5), with a new skeleton have been isolated from the seeds of Garcinia subelliptica. Their structures, including relative configurations, were elucidated by spectroscopic methods and computer-generated molecular modeling. Compound 1 showed potent inhibitory effects on the release of beta-glucuronidase and lysozyme from rat neutrophils that had been stimulated with formyl-Met-Leu-Phe (fMLP)/cytochalasin B (CB). This effect was concentration-dependent with IC(50) values of 26.9+/-2.6 and 20.0+/-1.3 microM, respectively. Compound 1 also showed a potent concentration-dependent inhibitory effect on superoxide anion generation in rat neutrophils stimulated with fMLP/CB, with an IC(50) value of 17.0+/-0.9 microM. Compound 4 showed a potent inhibitory effect on NO production in culture media of N9 cells in response to lipopolysaccharide (LPS)/interferon-gamma (IFN-gamma) in a concentration-dependent manner with an IC(50) value of 7.4+/-0.2 microM.
Weng
Jing-Ru
JR
School of Pharmacy, Kaohsiung Medical University, Kaohsiung, Taiwan 807 (R. China).
Lin
Chun-Nan
CN
Tsao
Lo-Ti
LT
Wang
Jih-Pyang
JP
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D029760:Garcinia / Q000737:chemistry*; D008956:Models, Chemical; D015394:Molecular Structure; D009504:Neutrophils / Q000187:drug effects; D051381:Rats; D013729:Terpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology
D000894:Anti-Inflammatory Agents, Non-Steroidal; D013729:Terpenes