Two metabolites, phomoxin and phomoxide, as well as the previously synthesized antibiotic eupenoxide, have been isolated from the fermentation broth of a marine-derived fungus of the genus Phoma (strain CNC-651). The new compounds are highly oxygenated polyketides of a new structural class. Phomoxin contains an unusual cyclic carbonate functionality that is rare among natural products. The structures of the new metabolites were assigned by spectroscopic methods that relied heavily on 2D NMR spectroscopic analysis.
Three new triterpenoid saponins were isolated from the roots of Gypsophila oldhamiana. Their structures were elucidated, using a combination of homonuclear and heteronuclear 2D nmr and fabms, as 3-O-beta-D-galactopyranosyl-(1 --> 2)-[beta-D-xylopyranosyl-(1 --> 3)]-beta-D-glucuronopyranosyl quillaic acid methyl ester [1], 3-O-beta-D-galactopyranosyl-(1 --> 2)-[beta-D-xylopyranosyl-(1 --> 3)]-beta-D-glucuronopyranosyl gypsogenin methyl ester [2], adn 3-O-beta-D-galactopyranosyl-(1 --> 2)-[beta-D-xylopyranosyl-(1 --> 3)]-beta-D-glucuronopyranosyl quillaic acid 28-[O-beta-D-fucopyranosyl(1 --> 4)-beta-D-glucopyranosyl(1 --> 3)]-alpha-L-rhamnopyranosyl) ester [3].
Two new triterpenoid saponins, clinopodiside D(1) and E(2) were isolated by further investigation of the plant, Clinopodium chinensis Benth, and their structures were elucidated using chemical evidence and spectral methods, in particular 2D-NMR spectroscopy.