ABSTRACT
The isolation and identification of two minor pyrano-isoflavones from Eriosema kraussianum is described. New studies on the original pyrano-isoflavones shows that: (i) kraussianone 2 (a major compound in the plant) can be cyclised under acid conditions, (ii) kraussianones 3 and 5 cause contraction (not relaxation as anticipated) of corpus cavernosum tissue and (iii) the structures proposed previously for 4 and 5 are confirmed by the data obtained from an X-ray study of 5.
Subject(s)
Isoflavones/chemistry , Plants, Medicinal/chemistry , Crystallography, X-Ray , Magnetic Resonance Spectroscopy , Models, Molecular , Molecular StructureABSTRACT
Five pyrano-isoflavones have been isolated from the rootstock of Eriosema kraussianum N. E. Br (Papilionaceae). Spectral data and single crystal X-ray analyses were used for structural elucidation. The most active of the compounds had an activity of 75% of that found in Viagra in the erectile dysfunction test on rabbit penile smooth muscle.
Subject(s)
Isoflavones/isolation & purification , Penile Erection/drug effects , Phaseolus/chemistry , Animals , Biological Assay , Crystallography, X-Ray , Isoflavones/chemistry , Isoflavones/pharmacology , Male , Models, Animal , RabbitsABSTRACT
Using information available in the literature and correlating this with physical data obtained for cryptocaryalactone stereoisomers isolated from C. myrtifolia and C. wyliei, it has been possible to assign the absolute configurations of the four stereoisomers of the title compound and its deacetyl analogue.
