Masticadienoic acid

Masticadienoic acid 102 Schinus terebinthifolius (Anacardiacee) berries PLA2 [126]... 

Structure/activity correlation, based on the above mentioned results, indicated that the terpenoid nucleus, the substitutions on the tetracyclic ring, and the aliphatic acidic side chain are important for the activity. In addition, the results of kinetic studies suggest that the mechanism of inhibition was competitive, and that binding to the catalytic site was due to the carboxylic group because when it was methylated, the activity disappeared. The amphipathic character of both triterpenes could explain the minor potency of masticadienoic acid in relation to schinol the ionised carboxylate group is probably at the surface whereas the tetracyclic nucleus must be in the hydrophobic zone of the bilayer [50]. 

Anti-PLA2 activity against three different forms of PLA2 was reported by Jain et al. [50] for two lanostanes isolated from Schinus terebinthifolius (Anacardiaceae) and identified as masticadienoic and masticadienolic acids. According to the authors, these compounds have a novel pharmacophore that interacts with the catalytic site of the enzyme. The two substances differed significantly in their inhibitory potencies in relation to the PLA2 from different sources. Masticadienolic acid, also called schinol, at 0.016... 

---