Oligosaccharides of hedera pastuchovii

BRIEF COMMUNICATIONS OLIGOSACCHARIDES OF Hedera pastuchovii G. B. Iskanderov UDC 547.917+639.64 We have studied the c a r b o h y d r a t e composition of the w a t e r - s o l u b l e p o l y s a c c h a r i d e fraction of the f r u i t of H e d e r a pastuchovii. The plant was collected in July 1968 in the L e n k o r a n ' region of Azerbaidzhan. The dried and comminuted raw m a t e r i a l was s u c c e s s i v e l y d e r e s i n i f i e d with c h l o r o f o r m , p e t r o l e u m ether, and ethanol, and was then extracted with water. After concentration of the aqueous solution, the p o l y s a c c h a r i d e s w e r e p r e c i p i t a t e d with acetone and w e r e then dried. This gave a f r a c t i o n containing polys a c e h a r i d e s and t r i t e r p e n e glycosides. In o r d e r to f r e e the p o l y s a c c h a r i d e s f r o m the glycosides, the aqueous solution was e x t r a c t e d with b u t a n - l - o l and e v a p o r a t e d to d r y n e s s . When the p o l y s a c c h a r i d e fraction was hydrolyzed, the following s u g a r s w e r e found by p a p e r c h r o m a tography in the b u t a n - l - o l - a c e t i c a c i d - w a t e r (4 : 1 : 5) s y s t e m : galactose, glucose, arabinose, fructose, and an unidentified sugar. By c h r o m a t o g r a p h y on cellulose powder, the p o l y s a c c h a r i d e fraction yielded two individual compounds which have b e e n p r o v i s i o n a l l y called substances A and B. Substance A was identical in its p h y s i c o c h e m i c a l constants, the r e s u l t s of hydrolysis, and c h r o m a tographically with an authentic s a m p l e of raffinose. Substance B was a white amorphous powder with the composition C23H40020, m p 230-232 ° C, [ ~ ] ~ + 241 ° (c 1.8; water). It was hydrolyzed by m i n e r a l acids, f o r m i n g L - a r a b i n o s e and D - g a l a c t o s e in a ratio of 1 : 3 . The r e s u l t s of methylation with methyl iodide in d i m e t h y l f o r m a m i d e [1] and p e r i o d a t e oxidation, the stability of the o l i g o s a c c h a r i d e to the action of dilute alkalis, and also information on the r a t e of p a r t i a l h y d r o l y s i s show that the o l i g o s a c c h a r i d e has the l i n e a r s t r u c t u r e O-D-galactopyranosyl-(1--*3)-O-Dg a l a c t o p y r a n o s y l - (1-~-3)-O-D-g a l a c t o p y r a n o s y l - (1--~1) L - a r a b o p y r a n o s i d e . LITERATURE 1. R. Kuhn, H. Trischmann, Ber., 8_.99,2514 (1956). and I. Low, Angew. CITED Chem., 67_, 32 (1955); R. Kulm, Ber., 888, 504 (1955); N. N a r i m a n o v Azerbaidzhan StateMedical Institute. T r a n s l a t e d f r o m Khimiya P r i r o d n y k h Soedinenii, No. 4, pp. 514-515, July-August, 1971. Original a r t i c l e submitted March 12, 1971. O 1973Consultants Bureau, a division of Plenum Publishing Corporation, 227 West 17th Street, New York, N. Y. 10011. All rights reserved. This article cannot be reproduced for any purpose whatsoever without permission o[ the publisher. A copy o[ this article is available [rom the publisher [or $15.00. 486  (...truncated)