Publication Type Journal Article
Title Liquid crystalline glycosteroids and acyl steroid glycosides (ASG)
Authors Zonglong Yang Rui Xu Fahima Ali-Rachedi Stephane Chambert Nuno Manuel Xavier Laurent Soulere Mohammed Ahmar Grahame Mackenzie Edward J. Davis John W. Goodby Stephen J. Cowling Yves Queneau
Groups
Journal LIQUID CRYSTALS
Year 2017
Month
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Volume 44
Number 12
Pages 2089-2107
Abstract As part of our studies on glycolipidic liquid crystals, we have investigated some molecules comprising a steroid moiety. These systems can exhibit several types of structures depending on their polarity pattern based on the number of polar and non-polar moieties and their resulting molecular shape. Therefore, to aid describing such systems, we have proposed a specific classification based on this polarity pattern. Many compounds in this family are natural products, which possess important biological properties. Some of the compounds have bolaphilic structures, with both a steroid and a fatty alkyl chain attached to the carbohydrate moiety, such as either the beta-galactoside BbGL-1 or the alpha-glucoside alpha-CAG that are found in the membranes of the pathogens Borrelia burgdorferi and Helicobacter pylori, respectively. In this account, after a brief introduction on liquid crystalline glycolipids, we focus on carbohydrate-steroid hybrids, summarising our previous work on glycosteroids prepared by the CMGL-synthon strategy, and reporting our preliminary results on the thermotropic behaviour of acyl steroid glycosides (ASG), namely cholesteryl 6-O-acyl-beta-gluco- and -galacto-pyranosides. [GRAPHICS] .
DOI http://dx.doi.org/10.1080/02678292.2017.1346211
ISBN
Publisher
Book Title
ISSN 0267-8292
EISSN 1366-5855
Conference Name
Bibtex ID ISI:000419221200026
Observations
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