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NZ766569B2 - Method for isolation of cytisine - Google Patents
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NZ766569B2 - Method for isolation of cytisine - Google Patents

Method for isolation of cytisine Download PDF

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Publication number
NZ766569B2
NZ766569B2 NZ766569A NZ76656918A NZ766569B2 NZ 766569 B2 NZ766569 B2 NZ 766569B2 NZ 766569 A NZ766569 A NZ 766569A NZ 76656918 A NZ76656918 A NZ 76656918A NZ 766569 B2 NZ766569 B2 NZ 766569B2
Authority
NZ
New Zealand
Prior art keywords
alcohol
chloroform
extracted
concentrate
ratio
Prior art date
Application number
NZ766569A
Other versions
NZ766569A (en
Inventor
Petya Mitkova Apostolova
Maria Nedkova Klisarova
Danail Georgiev Metodiev
Nikolay Kirilov Stoyanov
Galina Nikolova Zaekova
Original Assignee
Sopharma Ad
Filing date
Publication date
Application filed by Sopharma Ad filed Critical Sopharma Ad
Priority claimed from PCT/BG2018/000044 external-priority patent/WO2019144204A1/en
Publication of NZ766569A publication Critical patent/NZ766569A/en
Publication of NZ766569B2 publication Critical patent/NZ766569B2/en

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2236/00Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18Magnoliophyta (angiosperms)
    • A61K36/185Magnoliopsida (dicotyledons)
    • A61K36/48Fabaceae or Leguminosae (Pea or Legume family); Caesalpiniaceae; Mimosaceae; Papilionaceae
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D11/00Solvent extraction
    • B01D11/04Solvent extraction of solutions which are liquid
    • B01D11/0492Applications, solvents used
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/12Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
    • C07D471/18Bridged systems

Abstract

The invention concerns a method for isolation of cytisine from plant material. The method according to the invention, consists in extraction of the plant raw material by lower alcohol, acidified with mineral acid to pH within a range 1,5-3,5. The combined alcohol-aqueous extracts are concentrated under vacuum distillation till the alcohol is eliminated and after filtration they are extracted with chloroform, methylene chloride, butyl acetate or normal butanol in a ratio of 1:1. The purified from ballast substances acid aqueous concentrate is alkalized to pH 9-12 with alkaline hydroxide or ammonium hydroxide and the resulting alkaline aqueous concentrate is extracted at least twice with chloroform, methylene chloride, butyl acetate or normal butanol in a ratio of concentrate : extractant of 1:5 to 1:10. The combined organic extracts are evaporated to dryness, then acetone or ethyl acetate are added to obtain a suspension which is allowed to crystallize comletely at 5 - 10`C, then it is filtered and dried. The isolated product is with a high purity and yield.

Claims (1)

THE CLAIMS DEFINING THE INVENTION ARE AS FOLLOWS:
1. A method for isolation of cytisine by acid extraction of the cytisine-containing plant material, which is characterized in that the plant al is treated with a lower alcohol, 5 acidified with mineral acid to pH within 1, 5-3, 5 and temperature of 20 - 50 °C, then the combined alcohol- aqueous extracts which include 50-80 % of lower alcohol, are concentrated under vacuum lation till the alcohol is eliminated and after filtration they are extracted with chloroform, methylene chloride, butyl acetate or normal butanol in a ratio of 1:1 to obtain acid aqueous concentrate ed from ballast substances, which is alkalized 10 to pH 9-12 with alkaline (sodium or potassium) hydroxide or ammonium hydroxide and the resulting alkaline aqueous trate is extracted at least twice with chloroform, ene chloride, butyl acetate or normal butanol in a ratio of concentrate : extractant of 1:5 to 1:10, then the combined organic extracts are evaporated to dryness, acetone or ethyl acetate are added and the obtained sion is allowed to crystallize tely at 5 - 10 °C, then it 15 is filtered and it is dried, wherein the lower alcohol is methanol or ethanol. Literature sources used: °".U":|>S*’!\'!-‘ il, A., Ber. 0. Ch. G. 23, 3201 (1890). Klein, C., Handbuch der Pflanzenanalyse, Vienna (1933), Ed. J. Springer. Wink, E., Pharmazie 51,768 (1996). (Organic Synthesis 83,141 (2006). DE 3429543 A1 10 EP 2292629 A W02014001348 A CN 103724347 B
NZ766569A 2018-11-19 Method for isolation of cytisine NZ766569B2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
BG11267118 2018-01-29
PCT/BG2018/000044 WO2019144204A1 (en) 2018-01-29 2018-11-19 Method for isolation of cytisine

Publications (2)

Publication Number Publication Date
NZ766569A NZ766569A (en) 2024-02-23
NZ766569B2 true NZ766569B2 (en) 2024-05-24

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