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A number of sedative alkaloids were isolated from San-join the seeds of Ziziphus vulgaris Lamark var. Spinosus Bunge (Rhamnaceae) Which is one of important Chinese herbal remedies used to treat insomnia and also sleepiness. These compounds were designated as Sanjoinine A, B, C, etc. depending on their order of increasing polarity on TLC. Sanjoinine-A, C311-142N404, mp. 249C, [ a ]D -:316, Sanjoinene-B, C30H40N404, mp. 212-4C, Sanjoinene, C29H35N304, mp 281-2 C, [ a ]D 272, Sanjoinine-D, C32H46N405, mp, 256-8C, [ a ]D 53.6, Sanjoninine-F, C31H42N405, mp. 228-9C, [a]D215 and Sanjoinine-G1, C31H44N405, mp. 236-8C, [a]D -68.6 were found as 14-membered cyclopeptide alkaloids. Sanjoinine-G2, C301-142N404, mp 182C, [a]D79.2 as open chain peptide alkaloid and Sanjoinine-E, C19H21 NO2i mp 166C, [ alp-146.2 and other six Sanjoinines as known aporphine alkaloids. The cyclopeptide alkaloids were subjected to heat treatment referring to the folkloric way of heat treatment of Sanjoin before use to obtain heat-induced artefact products. Sanjoinine-Ah1 obtained by heat treatment on Sanjoin-A, one of major sedative components in sanjoin enhanced sedative activity and its structure was established as side-chain epimer of Sanjoinine-A. Present paper describes the isolation and structure determination of the sedative cyclopetide alkaloids and its heat-induced epimeric artefact.
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