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Synthesis of acetylene derivatives of lappaconitine

Synthesis of acetylene derivatives of lappaconitine ISSN 0012-5008, Doklady Chemistry, 2007, Vol. 415, Part 2, pp. 181–185. © Pleiades Publishing, Ltd., 2007. Original Russian Text © S.F. Vasilevskii, S.A. Osadchii, E.E. Shults, E.V. Polukhina, A.A. Stepanov, G.A. Tolstikov, 2007, published in Doklady Akademii Nauk, 2007, Vol. 415, No. 4, pp. 491–496. CHEMISTRY Synthesis of Acetylene Derivatives of Lappaconitine a b b b S. F. Vasilevskii , S. A. Osadchii , E. E. Shults , E. V. Polukhina , a b A. A. Stepanov , and Academician G. A. Tolstikov Received August 15, 2006 DOI: 10.1134/S0012500807080010 Aconitane-type diterpene alkaloids produced by We developed methods for bromination and iodina- Aconitum and Delphinium plants have proved them- tion of lappaconitine I, which made it possible to pre- selves as cardioactive and psychoactive agents [1, 2]. pare 5'-bromo (II) and 5'-iodo (III) derivatives needed Lappaconitine (I), used as an antiarrhythmic drug in the as substrates (Scheme 1). Bromination of I with bro- hydrobromide form, is among especially promising mine in concentrated sulfuric acid (at an alkaloid to compounds of this class [1, 3]. Modification of the lap- bromine molar ratio of ∼1 : 1.2) affords bromide II in paconitine molecule has increased the antiarrhythmic 76% yield. N-Deacetyl-3',5'-dibromolappaconitine activity [4]. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Doklady Chemistry Springer Journals

Synthesis of acetylene derivatives of lappaconitine

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Publisher
Springer Journals
Copyright
Copyright © 2007 by Pleiades Publishing, Ltd.
Subject
Chemistry; Chemistry/Food Science, general; Industrial Chemistry/Chemical Engineering
ISSN
0012-5008
eISSN
1608-3113
DOI
10.1134/S0012500807080010
Publisher site
See Article on Publisher Site

Abstract

ISSN 0012-5008, Doklady Chemistry, 2007, Vol. 415, Part 2, pp. 181–185. © Pleiades Publishing, Ltd., 2007. Original Russian Text © S.F. Vasilevskii, S.A. Osadchii, E.E. Shults, E.V. Polukhina, A.A. Stepanov, G.A. Tolstikov, 2007, published in Doklady Akademii Nauk, 2007, Vol. 415, No. 4, pp. 491–496. CHEMISTRY Synthesis of Acetylene Derivatives of Lappaconitine a b b b S. F. Vasilevskii , S. A. Osadchii , E. E. Shults , E. V. Polukhina , a b A. A. Stepanov , and Academician G. A. Tolstikov Received August 15, 2006 DOI: 10.1134/S0012500807080010 Aconitane-type diterpene alkaloids produced by We developed methods for bromination and iodina- Aconitum and Delphinium plants have proved them- tion of lappaconitine I, which made it possible to pre- selves as cardioactive and psychoactive agents [1, 2]. pare 5'-bromo (II) and 5'-iodo (III) derivatives needed Lappaconitine (I), used as an antiarrhythmic drug in the as substrates (Scheme 1). Bromination of I with bro- hydrobromide form, is among especially promising mine in concentrated sulfuric acid (at an alkaloid to compounds of this class [1, 3]. Modification of the lap- bromine molar ratio of ∼1 : 1.2) affords bromide II in paconitine molecule has increased the antiarrhythmic 76% yield. N-Deacetyl-3',5'-dibromolappaconitine activity [4].

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Doklady Chemistry – Springer Journals

Published: Aug 30, 2007

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