Polyphenols of Alhagi kirgisorum. III

Xmax values, and IR and NiVIR s p e c t r a to be identical with phellavin. Since the glycosides that we isolated a r e the main flavonol components of the plants investigated, it m a y be a s s u m e d that v a r i o u s authors p r e v i o u s l y isolated j u s t this glycoside and d e s c r i b e d it u n d e r different n a m e s . Thus, it m a y be c o n s i d e r e d as e s t a b l i s h e d that the main flavonol glycoside of the species of the genus p h e l l o d e n d r o n investigated is phellavin - i s o n o r i c a r i t i n 7 - O - f l - D - g l u c o p y r a n o s i d e [4',5-dihydroxy-7-flD - g l u c o p y r a n o s y l o x y - 6- (7-hydroxypentyl)flavonol]. LITERATURE i. 2. 3. 4. CITED M. Hasegawa and T. Shirato, J. Am. Chem. See., 75, 22, 5507 (1953). T. Bodalski and E. Lamer, Dissert. Pharm., 15,319 (1963). O. L Shevchuk, N. L Maksyutina, and V. L Litvinenko, Khim. Prirodn. Soedin., 77 (1968). V.I. Glyzin and A. I. Ban'kovskii, Phenolic Compounds and Their Physiological Properties [in Russian], Alma-Ata (1973), p. 145. ~ POLYPHENOLS OF A l h a g i k i r g i s o r u m . G° S h . B u r a s h e v a , M. and T. K. Chumbalov M. III Mukhamed'yarova, UDC 547.972 Continuing a study of the polyphenol composition of the epigeal p a r t of Alhagi k i r g i s o r u m Schrenk, by column c h r o m a t o g r a p h y on p o l y a m i d e we have isolated substances with mp 250°C and 145-147°C. Substance (VIII) with rnp 25 0°C (acetate with mp 210-212°C) contained, a c c o r d i n g to a s p e c t r a l study, h y d r o x y groups in position 3, 3', 5, and 7, and on alkaline cleavage it f o r m e d phloroglucinol and isovanillic acid, and its IR s p e c t r u m had a band at 2860-2900 c m -1 which is c h a r a c t e r i s t i c f o r a - O C H 3 group. By c o m p a r i n g the r e s u l t s obtained with l i t e r a t u r e information it was identified as t a m a r i x e t i n ( 3 , 3 ' , 5 , 7 - t e t r a h y d r o x y 4'-methoxyflavone). Substance (IX) f o r m e d y e l l o w - g r e e n c r y s t a l s with mp 145-147°C, [a]2~ - 4 2 ° (c 0.335; pyridine), MD" K p = - 1 1 1 . 5 [2]. I s o r h a m n e t i n , r h a m n o s e , and galaetose (1 : 1 : 1) w e r e found in the products of acid h y d r o l y sis (2% HCI, 100°C, 2 h). The a r r a n g e m e n t of the bonds in the biose was 1-- 6 (positive r e a c t i o n with diphenylamine) [3]. F r o m the r e s u l t s of UV and IR s p e c t r o s c o p y , acid and e n z y m a t i c h y d r o l y s e s , and peroxide oxidation, s u b s t a n c e (IX) was identified as i s o r h a m n e t i n 3 - O - g a l a c t o p y r a n o s y l - ( 1 --~ 6 ) - r h a m n o p y r a n o s i d e . LITERATURE i. 2. 3. CITED L.M. Utkin, Khim. Prirodn. Soedin., 162 (1966). I.P. Kovalenko and V. L Litvinenko, Khim. Prirodn. Soedin., 239 (1965). R.W. Bailey, J. Chromat., 8, 57 (1962). S. M. Kirov Kazakh State University, Alma-At~. Translated from Khimiya Prirodnykh Soedinenii, No. 5 p. 663, September-Oeteber, 1976. Original artiele submitted May 12, 1976. This material is protected by copyright registered in the name of Plenum Publishing Corporation, 227 West 17th Street, New York, N.Y. 10011. No part [ of this publication may be reproduced, stored in a retrieval system, or transmitted, in any form or by any means, electronic, mechanical, photocopying, ] microfilming, recording or otherwise, without written permission of the publisher. A copy of this article is available from the publisher for $ 7.50. j 596  (...truncated)