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Microbial transformations of gelomulide G: a member of the rare class of diterpene lactones.

Microbial transformation of gelomulide G (3beta,6beta-diacetoxy-8beta,14beta-epoxyabiet-13(15)-en-16,12-olide, 1) was carried out. Incubation of 1 with Aspergillus niger afforded two new metabolites, 3beta,6beta-diacetoxy-8beta,14beta-dihydroxyabiet-13(15)-en-16,12-olide (2) and 3beta,6beta-diacetoxy-14beta-hydroxyabieta-8(9),13(15)-dien-16,12-olide (3). While Cunninghamella elegans afforded the 14-epimer of 2, i.e., 3beta,6beta-diacetoxy-8beta,14alpha-dihydroxyabiet-13(15)-en-16,12-olide (4), along with 3beta-acetoxy-6beta-hydroxy-8beta,14beta-epoxyabiet-13(15)-en-16,12-olide (5). The structures of the transformed products 2-5 were deduced to be new on the basis of MS and NMR data.

Aspergillus niger↗

Cassane diterpene-lactones from the seed of Caesalpinia minax HANCE.

Five new neocaesalpins, named neocaesalpin J-N (1-5, resp.), along with the known neocaesalpin A and eight known furanditerpenoids, namely epsilon-caesalpin, 7-acetoxy-epsilon-caesalpin, 14-deoxy-epsilon-caesalpin, caesalmins D-F, and bonducellins C and D, were isolated from the seeds of Caesalpinia minax HANCE. Their structures were determined on the basis of spectroscopic analyses.

Caesalpinia↗