CRYSTAL STRUCTURE OF INDOLINE ALKALOIDS KOPSINILAM, KOPSININE, AND THE SALTS OF THE LATTER
Sh. M. Adizov1, B. Tashkhodzhaev1, R. Zh. Kunafiev2, M. M. Mirzaeva1, P. P. Upadhyay3, P. Kh. Yuldashev1
1Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, Republic of Uzbekistan
2Sadykov Institute of Bioorganic Chemistry of the Academy of Sciences of Republic Uzbekistan, Tashkent, Republic of Uzbekistan
3University of Copenhagen, Copenhagen, Denmark
Keywords: индолиновые алкалоиды, копсинилам, копсинин, галоидные солевые формы, РСА, indoline alkaloids, kopsinilam, kopsinine, halogen salts, X-ray crystallography
Abstract
Indoline alkaloids kopsinilam and kopsinine extracted from the plant Vinca erecta have been studied by X-ray crystallography; mono and double salts of the latter alkaloid also have been examined. Experimentally determined positions of Н atoms suggest sp 3 hybridization of the indoline nitrogen atom N1 in the bases and the salts. Tetrahedral hybridization of the atom N1 in indoline alkaloids favors the formation of their double salts, what is unlikely for indole and indolinine alkaloids. In the halogen double salts there is an intramolecular Н bond between one of the protons of the NH2 group and the oxygen of the methoxycarbonyl group, that is absent in the mono salts and pure bases.
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