Structure of the products of the metabolism of deoxypeganine and of deoxyvasicinone

The structures of the main components of the total metabolites of the anticholinesterase drug deoxypeganine (DOP) and its analog deoxyvasicinone (DOV) in the rat organism have been studied. The structures of two metabolites of DOP and DOV — 11-hydroxydeoxyvasicinone and 2-(-ethoxycarbonyl)ethyl-4-quinazoline — have been determined by the PMR method. On the basis of their structures and the results of measurements of the elementary compositions of ions, the fragmentation of the compounds has been elucidated. A minor component of the total metabolites has been isolated by chromato-mass spectrometry and for it the structure of 6-methoxydide-hydrovasicinone is proposed. A scheme of the metabolism of DOP and DOV has been put forward.Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 758–766, November–December, 1983.