ALKALOIDS OF Taxus baccata Kh. M. Mirzoev, A. Abdusamatov, and S. Yu. Yunusov UDC 547.944/945 We have studied the alkaloid composition of the leaves of Taxus baccata (English yew) of the family Taxaceae collected in Azerbaidzhan. The comminuted raw material, after wetting with 3% ammonia solution, was extracted with ether. The ethereal extract was concentrated and extracted with 1% sulfuric acid, and the acid solution of alkaloid salts was made alkaline with 5% ammonia andre-extractedwith ether. Distillation of the ether gave the com- bined alkaloids consisting, according to chromatography, of two bases - A and B. For separation, the oombined alkaloids were dissolved in 1% sulfuric acid and the solution was washed with chloroform. Base A passed into the chloroform layer and B could be isolated from the acid solution. Base A, C33H43N2OI4, mp 112-113°C, [o~]~ + 10.7 ° (c 0.835; chloroform), was purified by recrystalliza- tion from petroleum ether. IR spectrum, cm-*: 3400 - 3500, 1740, 1670, 1640, 1240, 1190, 1040, 990,760. Base B, C37HblNO10, has mp 118-120°C (ethanol), [~]~ + (c 1.08; ethanol). The UV spectrum has )~max 280 rim, which is characteristic for the alkaloid taxine isolated previously from the yew growing in foreign countries [1, 2]. The IR spectrum (UR-20 spectrophotometer) exhibits absorption bands in the following regions (cm-1): 3480 (OH), 2960 (C - CH3), 1730 (--C( O ) , 1640, 1605, (- CH = CH-), 1240 \ -- / Ic>O , 1040 (-C-O-C), which agrees with the IR spectrum of taxine given by Graf and Bertboldt [1]. 1. 2. LITERATURE CITED E. Graf and H. Bertholdt, Pharmaz. Zetnralhalle, Nos. 8-9; 385, 1957. T. A. Henry, The Plant Alkaloids [Russian translation], Moscow, 1956, p. 799. N. Narimanov Medical Institute, Azerbaidzhan. Institute of the Chemistry of Plant Substances, Acad- emy of Sciences of the Uzbek SSR. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 777-778, November-Dedember, 1970. Original article submitted October 23, 1970. © 1973 Consultants Bureau, a division of Plenum Publishing Corporation, 227 West 17th Street, New York, N. Y. ]0011. All rights reserved. This article cannot be reproduced for any purpose whatsoever without permission of the publisher. A copy of this article is available from the publisher for $]5.00. 797

Alkaloids of Taxus baccata

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A L K A L O I D S O F T a x u s b a c c a t a

K h . M. M i r z o e v , A. A b d u s a m a t o v , a n d S. Y u . Y u n u s o v

UDC 547.944/945

We have studied the alkaloid composit ion of the leaves of Taxus baccata (English yew) of the family Taxaceae collected in Azerbaidzhan.

The comminuted raw mater ia l , af ter wetting with 3% ammonia solution, was extracted with ether . The e thereal extract was concentrated and extracted with 1% sulfuric acid, and the acid solution of alkaloid salts was made alkaline with 5% ammonia andre-ex t rac tedwi th ether . Distil lation of the e ther gave the com- bined alkaloids consisting, according to chromatography, of two bases - A and B.

For separat ion, the oombined alkaloids were dissolved in 1% sulfuric acid and the solution was washed with ch loroform. Base A passed into the ch lo roform layer and B could be isolated f rom the acid solution.

Base A, C33H43N2OI4, mp 112-113°C, [o~]~ + 10.7 ° (c 0.835; chloroform), was purified by r ec rys t a l l i z a - tion f rom pet roleum ether . IR spec t rum, cm-*: 3400 - 3500, 1740, 1670, 1640, 1240, 1190, 1040, 990,760.

Base B, C37HblNO10, has mp 118-120°C (ethanol), [~]~ + (c 1.08; ethanol). The UV spec t rum has )~max 280 rim, which is cha rac te r i s t i c for the alkaloid taxine isolated previously f rom the yew growing in foreign countr ies [1, 2]. The IR spec t rum (UR-20 spectrophotometer) exhibits absorpt ion bands in the

following regions (cm-1): 3480 (OH), 2960 (C - CH3), 1730 ( - - C ( O ) , 1640, 1605, (- CH = CH-) , 1240 \ - - /

Ic>O , 1040 ( - C - O - C ) , which agrees with the IR spec t rum of taxine given by Graf and Bertboldt [1].

1 .

L I T E R A T U R E C I T E D

E. Graf and H. Bertholdt, Pha rmaz . Zetnralhalle, Nos. 8-9; 385, 1957. T. A. Henry, The Plant Alkaloids [Russian t ranslat ion] , Moscow, 1956, p. 799.

N. Narimanov Medical Institute, Azerbaidzhan. Institute of the Chemis t ry of Plant Substances, Acad- emy of Sciences of the Uzbek SSR. Transla ted f rom Khimiya Prirodnykh Soedinenii, No. 6, pp. 777-778, November-Dedember , 1970. Original ar t ic le submitted October 23, 1970.

© 1973 Consultants Bureau, a division of Plenum Publishing Corporation, 227 West 17th Street, New York, N. Y. ]0011. All rights reserved. This article cannot be reproduced for any purpose whatsoever without permission of the publisher. A copy of this article is available from the publisher for $]5.00.

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