Synthesis and mesomorphic behaviour of lithocholic acid derivatives

Autor:	N. N. Maldar, V. A. E. Shaikh, S. V. Lonikar
Rok vydání:	2003
Předmět:	chemistry.chemical_compound Lithocholic acid Mechanics of Materials Stereochemistry Chemistry Liquid crystalline Functional group General Materials Science Butane Super cooling Chemical reaction Medicinal chemistry
Zdroj:	Scopus-Elsevier
ISSN:	0973-7669 0250-4707
DOI:	10.1007/bf02707357
Popis:	A series of liquid crystalline derivatives of lithocholic acid were prepared using simple chemical reactions involving the terminal functional group— hydroxyl at C- 3 and/or carboxyl at C- 24. Thus methyl — 3-(3-carboxy propionyl) lithocholate (I), 3- (3- carboxy propionyl) lithocholic acid (II), 3- acetyl lithocholic acid (III), 3- propionyl lithocholic acid (IV), 3- benzoyl lithocholic acid (V), 3- (4- nitrobenzoyl) lithocholic acid (VI), 3- cinnamoyl lithocholic acid (VII), methyl- 3- (4- nitrobenzoyl) lithocholate (VIII) and 1,4- bis [cholan- 24-methoxy carbonyl- 3- oxycarbonyl] butane (IX) were prepared in good yields and characterized by IR, NMR and polarizing optical microscopy. Compounds (I) and (IX) exhibited monotropic behaviour while the others were enantiotropic. Some of the compounds also showed a high tendency of super cooling. Compounds (V), (VI) and (IX) formed cholesteric phase while the remaining compounds displayed smectic phase.
Databáze:	OpenAIRE
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