A unique immuno-stimulant steroidal sapogenin acid from the roots of Asparagus racemosus
| Autor: | Prashant Singh Chauhan, Punita Sharma, Kanaya Lal Dhar, Prabhu Dutt, Naresh Kumar Satti, Vivek K. Gupta, Musarat Amina, Om Parkash Suri, Deepak Sharma, Bishan Datt Gupta, Krishan Avtar Suri |
|---|---|
| Rok vydání: | 2011 |
| Předmět: |
Stereochemistry
Carboxylic acid Chemical structure Clinical Biochemistry Sapogenin Crystallography X-Ray Plant Roots Biochemistry Immunocompromised Host Mice Endocrinology Adjuvants Immunologic Antigens CD Cyclosporin a Spirostans Animals Molecule Asparagus racemosus Molecular Biology Pharmacology chemistry.chemical_classification Molecular Structure biology Plant Extracts Organic Chemistry Stereoisomerism Biological activity biology.organism_classification Levamisole chemistry Cyclosporine Cytokines Asparagus Plant Immunosuppressive Agents Monoclinic crystal system |
| Zdroj: | Steroids. 76:358-364 |
| ISSN: | 0039-128X |
| DOI: | 10.1016/j.steroids.2010.12.006 |
| Popis: | A new steroidal sapogenin molecule 1 having unique characteristics, 21-nor and unusual C19 carboxylic acid has been isolated from the roots of Asparagus racemosus. On the basis of chemical evidence, extensive spectroscopic analysis including two dimensional (2D) NMR and X-ray studies of single crystal, the structure of 1 was determined as (1S,2R,3S,8S,9S,10S,13S,14S,16S,17R,22R,25R)-21-nor-18β,27α-dimethyl-1β,2β,3β-trihydroxy-25-spirost-4-en-19β-oic acid. 1 crystallizes in monoclinic space group P21 with a = 9.295(2), b = 11.238(2), c = 11.376(2) A; β = 91.993(4)°, Z = 2, Dcal = 1.344 Mg/m3. The structure was solved by direct methods and refined by full-matrix least-squares procedure to a final R-value of 0.0561 for 4064 observed reflections. 1 was tested against the type of immune responses generated during treatment in normal and immune-suppressed animals and detailed biological activity evaluation suggests it to be a potent immunostimulator. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect