Quantitative determination of lycorine in dihydrolycorine

QUANTITAT IVE DETERMINATION OF LYCORINE IN DIHYDROLYCORINE A. D. V o l o d i n a , E. and T. T. Shakirov K. D o b r o n r a v o v a , UDC 547.944/945 + 543.422 P r e p a r a t i o n s of the alkaloids l y c o r i n e and dihydrolycorine a r e used in m e d i c a l p r a c t i c e [1-3]. Dih y d r o l y c o r i n e is obtained f r o m l y c o r i n e by its catalytic hydrogenation [4]. T r a c e s of the starting m a t e r i a l have an a d v e r s e effect on the specific a n t i a r r h y t h m i c action of dihydrolycorine hydrochloride. To check the quality of the finished product, we have used t h i n - l a y e r c h r o m a t o g r a p h y in a fixed l a y e r of silica gel in the c h l o r o f o r m - e t h a n o l (8: 2) s y s t e m . The R f values of lycorine a n d d i h y d r o l y c o r i n e h y d r o c h l o r i d e s a r e 0.8 and 0.2, r e s p e c t i v e l y . The p l a t e s w e r e developed with D r a g e n d o r f f ' s reagent as modified by Munier [5]. The sensitivity of the reagent f o r lycorine hydrochloride amount to 80 y; 1 m l of a 1% aqueous solution of the substance was deposited on the plate. The amount of lycorine hydrochloride in the p r e p a r a t i o n was det e r m i n e d by the c h r o m a t o s p e c t r o p h o t o m e t r i c method in the following way: 0.5-1.0 ml of the solution under investigation was deposited on a plate (13 × 18 cm) with a fixed l a y e r of silica gel, a m a r k e r (lycorine hydrochloride) was placed adjacent to the e x p e r i m e n t a l spot, and c h r o m a t o g r a p h y was p e r f o r m e d in the s y s t e m mentioned above. The p a r t of the sorbent corresponding to the lycorine spot was s e p a r a t e d off and was cove r e d with 10 m l of ethanol. After steeping f o r 3-5 h (complete desorption was shown by p r e l i m i n a r y e x p e r i ments), the solution was filtered and the optical density of the eluate was m e a s u r e d at a wavelength of 292 nm [6] in a ceil with a l a y e r thickness of 1 cm. The optical density of a solution of a standard s a m p l e containing 0.05 m g / m l of l y c o r i n e hydrochloride was m e a s u r e d in p a r a l l e l . The method was checked on synthetic m i x t u r e s of dihydrolycorine and lycorine hydrochlorides in which the amount of the latter did not exceed the amount p e r m i t t e d by the standard (less than 1%). The r e l a t i v e e r r o r of the d e t e r m i n a t i o n s was ±3%. The amount of dihydrolycorine hydrochloride in the s a m p l e was d e t e r m i n e d by nonaqueous titration [7], and that in a 1% ampul solution by the m e r c u r i m e t r i c method [8]. LITERATURE 1. 2. 3. 4o 5. 6. 7. 8. CITED A. P. Orekhov, The C h e m i s t r y of the Alkaloids [in Russian], Moscow 0-955), p. 420. A. A. Altymyshev, in: Influence on the O r g a n i s m of P h y s i c a l and Chemical F a c t o r s of the Environm e n t [in Russian], Vol. 43, Frunze (1967), pp. 110-111. Kh. A. Aliev, in: P h a r m a c o l o g y of thv Alkaloids and T h e i r D e r i v a t i v e s [in Russian], Tashkent (1972), p. 84. P r e p a r a t i v e Organic C h e m i s t r y [in Russian], Moscow and Leningrad (1964), p. 535. N. A. Izmailov, A. K. F r a n k e , and I. S. Simon, Med. P r o m . SSSR, 11, 36 (1959). A. D. Volodina, E. K. Dobronravova, and T. T. Shakirov, Khim. P r i r o d n . Soedin., 761 0-972). I. Gyenes, T i t r a t i o n in Nonaqueous Media, Van Nostrand, Princeton, N . J . (1967). I. M. Kolthoff and V. A. Stenger, V o l u m e t r i c Analysis, Interscience, New York, Vol. II 0-947). Institute of the C h e m i s t r y of Plant Substances, Academy of Sciences of the Uzbek SSR. 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. 564-565, July-August, 1973. Original a r t i c l e submitted J a n u a r y 30, 1973. © 19 75 Plenum Publishing Corporation, 227 West 17th Street, New York, N. Y. 10011: No part o f 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 o f the publisher. A copy o f this article is available from the publisher for $15.00. 536  (...truncated)