Neo-Clerodane diterpenoids

Januario AH, Simone LS, Silvana M, et al. Neo-clerodane diterpenoid, a new metallo-protease snake venom inhibitor from Baccharis trimera (Asteraceae) anti-proteolytic and anti-hemorrhagic properties. Chem Biol Interact 2002 150 243-251. 

Esquivel, G., Calderon, J.S., and Elores, E., A neo-clerodane diterpenoid from Scutellaria seleri-ana, Phytochemistry, 47, 135, 1998. 

E-isolinaridial and E-isolinaridial methylketone are two neo-clerodane diterpenoids isolated from the aerial parts of Linaria saxatilis var. glutinosa (Schrophulariaceae). Benrezzouk et al. evaluated these compounds on multiple inflammation pathways and found that they were not COX-1/COX-2 inhibitors [139]. However, E-isolinaridial and E-isolinaridial methylketone were dual inhibitors against purified phospholipase A2 and 5-lipoxygenase. E-isolinaridial and E-isolinaridial methylketone showed potent inhibition of cell-free 5-LOX enzyme with IC50 values of 0.42 pM and 1.41 pM,... 

Bruno M, Fazio C, Arnold NA (1996) Neo-clerodane diterpenoids from Scutellaria cypria. Phytochemistry 42 555-557... 

Jakupovic et al. [34] investigated some representatives of the genus Baccharis which grow in Texas and Mexico, and seven new e /-clerodane diterpenoids have been described from Baccharis pteronioides D. C. Novel neo-clerodane diterpenoids were also isolated from the aerial parts of B. genistelloides, which were collected in the area of Sao Paulo and neighbouring states of Brazil [35-37] and from Baccharis scoparia (L.) Sw., a species widespread in the Caribbean Islands [38],... 

The stereochemistry at C-12 is also very important. This chiral centre of neo-clerodane diterpenoids, C-12 was assumed to have (S) configuration. This view was maintained after X-ray analysis and, chemical correlations with the compounds of known absolute stereochemistry. Hence, Teucrium diterpenoids were invariably found with C-12S configuration. However, recent studies, using H NOE difference techniques [24,25], have shown that S configuration at C-12 is by no means a common stereochemical property. During the investigation... 

In case of the presence of an acetyl group at C-3 together with 4, 18-oxirane ring in a neo-clerodane diterpenoid, the H NMR spectrum clearly... 

Givovich, A., A. San-Martin, and M. Castillo Neo-clerodane diterpenoids from Baccharis incarum. Phytochem. 25, 2829 (1986). 

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