Phenolic carboxylic acids from Sempervivum ruthenicum

PHENOLIC CARBOXYLIC ACIDS FROM Sempervivum ruthenicum L. A. Gumenyuk UDC547.972 On studying the flowers and l e a v e s of S e m p e r v i v u m ruthenicum we isolated f r o m them a s e r i e s of flavonol compounds [1-3], and f r o m the l e a v e s , together with flavonoid d e r i v a t i v e s , we also obtained phenolic carboxylic acids with R f 0.30 and 0.37 (2% CH 3 COOH). T h e s e compounds w e r e f r a c t i o n a t e d with ethyl acetate f r o m the acidified aqueous solution with s u b s e quent s e p a r a t i o n on p o l y a m i d e solvent. The phenolic acids w e r e e x t r a c t e d f r o m the organic p h a s e with h a l f - s a t u r a t e d aqueous sodium c a r b o n a t e solution, and the e x t r a c t s w e r e acidified with sulfuric acid to pH 3 and t r e a t e d with ethyl acetate. The ethyl a c e t a t e extract, a f t e r the solvent had been driven off, was s e p a r a t e d on a column of Kapron with elufion f i r s t by w a t e r and then by 50% ethanol, as a r e s u l t of which two s u b s t a n c e s w e r e isolated. Substance I, C9H80 4, mp 194-197 ° C (rap of the acetyl d e r i v a t i v e 196-198 ° C). UV s p e c t r u m : ~-max 328 and 234 nm, c h a r a c t e r i s t i c f o r phenolic compounds [4]. Substance H, C25H24012, m p 228-231 ° C (mp of the acetylation product 103-105 ° C). F r o m their p h y s i c o c h e m i c a l p r o p e r t i e s , d e r i v a t i v e s , and c h r o m a t o g r a p h i c studies with authentic s a m p l e s , substance (I) was identified as 3,4-dihydroxycinnamic (caffeic) acid, and substance (II) as 1,4dicaffeylquinic acid. LITERATURE 1. 2. 3. 4. P. A. Gnedkov and L. A. Gumenyuk, in: Chemical (1970),, p. 149. L. A. Gumenyuk, P. A. Gnedkov, and V. S. Batyuk, L. A. Gumenyuk, P. A. Gnedkov, and V. S. Batyuk, I. P. Kovalev and V. I. Litvinenko, Khim. Prirodn. CITED Investigations in P h a r m a c y [in Russian], Kiev Khim. P r i r o d n . Suedin., 6, 630 (1970). Khim. P r i r o d n . Soedin., 7, 369 (1971). Soedin., 1 , 2 3 3 (1965). Zaporozhe Medical Institute. T r a n s l a t e d f r o m K h i m i y a P r i r o d n y k h Soedinenii, No. 4, p. 525, J u l y Agusut, 1971. Original a r t i c l e submitted March 25, 1971. © 1973Consuhants 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 for $15.00. 503  (...truncated)