Dysobinin, a tetranortriterpenoid

Abstract

The planar furan ring in the title compound (6beta-acetoxyazadirone, C(30)H(38)O(6)) is twisted with respect to the steroid D ring. The crystal structure is stabilized by C-H.O hydrogen bonds and van der Waals interactions.

Meliaceous Limonoids: Chemistry and Biological Activities

“…This was the first example of the photolysis of intact limonoids in the absence of a sensitizer and of the epoxidation of the D-ring with an α stereochemistry under photolysis . The structure of dysobinin ( 11 ) was elucidated on the basis of chemical evidence and then confirmed by X-ray diffraction . 7-Desacetyl-7-benzoylazadiradione ( 14 ) and 6α-acetoxy-16-oxoazadirone ( 17 ) 69 were mistaken for 7-benzoylnimbocinol and mahonin, respectively.…”