Spectroscopic studies and PM5 semiempirical calculations of new hydrazone of gossypol with 3,6,9-trioxadecylhydrazine

摘要

A new hydrazone of gossypol with 3,6,9-trioxadecylhydrazine (GHTO) has been synthesised and its structure has been studied by H-1 NMR, C-13 NMR, FT-IR spectroscopy and PM5 semiempirical methods. The results have shown that the newly synthesised hydrazone exists in solution in the N-imine N-imine tautomeric form, stabilized by several intramolecular hydrogen bonds among which the (O7HN16)-N-center dot center dot center dot intramolecular hydrogen bond is the strongest. The structure of GHTO is visualized by the PM5 semiempirical calculations. (c) 2006 Elsevier B.V. All rights reserved.