ABSTRACT
Two new norcembranoids, sinumerolide A (1) and its epimer, 7E-sinumerolide A (2), were isolated from the ethyl acetate extract of the soft coral Sinularia numerosa. The structures of compounds 1 and 2 were established using spectroscopic methods. In the in vitro anti-inflammatory effect test, norcembranoids 1 and 2 were found to inhibit the accumulation of the pro-inflammatory inducible nitric oxide synthase protein of lipopolysaccharide-stimulated RAW264.7 macrophage cells significantly.
Subject(s)
Anthozoa/chemistry , Anti-Inflammatory Agents, Non-Steroidal/pharmacology , Diterpenes/pharmacology , Macrophages/drug effects , Nitric Oxide Synthase Type II/antagonists & inhibitors , Animals , Anti-Inflammatory Agents, Non-Steroidal/chemistry , Anti-Inflammatory Agents, Non-Steroidal/isolation & purification , Diterpenes/chemistry , Diterpenes/isolation & purification , Dose-Response Relationship, Drug , Lipopolysaccharides/antagonists & inhibitors , Lipopolysaccharides/pharmacology , Macrophages/cytology , Mice , Molecular Structure , Nitric Oxide Synthase Type II/metabolism , Structure-Activity RelationshipABSTRACT
A known norcembranoidal diterpene, 5-episinuleptolide (1), along with a new analogue, 4α-hydroxy-5-episinuleptolide (2), were isolated from a cultured-type soft coral Sinularia numerosa. The structures of 1 and 2 were elucidated on the basis of spectroscopic methods and by comparison of the data with those of the related metabolites. Cytotoxicity of metabolites 1 and 2 against a panel of tumor cells is also described. Compound 2 exhibited moderate cytotoxicity toward CCRF-CEM cells with an IC50 value 4.21 µg/mL. Preliminary SAR (structure activity relationship) information was obtained from these two compounds.
