Preparation, purification and regioselective functionalization of protoescigenin--the main aglycone of escin complex

A two-step chemical process for controlled degradation of escin, affording a mixture of olean-12-ene sapogenins, was elaborated and scaled up. The main component of the mixture--protoescigenin--was isolated and purified, in the form of its corresponding monohydrate, without resource to chromatograph...

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Published inMolecules (Basel, Switzerland) Vol. 18; no. 4; pp. 4389 - 4402
Main Authors Gruza, Mariusz M, Jatczak, Kamil, Zagrodzki, Bogdan, Laszcz, Marta, Koziak, Katarzyna, Malińska, Maura, Cmoch, Piotr, Giller, Tomasz, Zegrocka-Stendel, Oliwia, Woźniak, Krzysztof, Grynkiewicz, Grzegorz
Format Journal Article
LanguageEnglish
Published Switzerland MDPI AG 15.04.2013
MDPI
Subjects
Crystallography, X-Ray
escin
Escin - chemistry
Escin - isolation & purification
Hydrogen bonds
Pharmaceuticals
polymorphism
protoescigenin diacetonide
protoescigenin hydrates
Sapogenins - chemistry
Sapogenins - isolation & purification
Solvents
X-ray crystallography
Poland
United States > US
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Summary:A two-step chemical process for controlled degradation of escin, affording a mixture of olean-12-ene sapogenins, was elaborated and scaled up. The main component of the mixture--protoescigenin--was isolated and purified, in the form of its corresponding monohydrate, without resource to chromatographic methods. This material was further converted into the high purity 3,24;16,22-di-O,O-isopropylidene derivative in a validated large scale laboratory process.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:1420-3049
1420-3049
DOI:10.3390/molecules18044389