Conformation of flexibly linked triterpene dimers by using RDC-enhanced NMR spectroscopy
| Autor: | Bharatam Jagadeesh, Uppuluri Venkata Mallavadhani, Banita Pattnaik, Jerripothula K. Lakshmi, Rachineni Kavitha |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Stereochemistry Dimer Organic Chemistry Nuclear magnetic resonance spectroscopy 010402 general chemistry 01 natural sciences 0104 chemical sciences Analytical Chemistry Inorganic Chemistry Solvent chemistry.chemical_compound Monomer chemistry Triterpene Ursolic acid Molecule Oleanolic acid Spectroscopy |
| Zdroj: | Journal of Molecular Structure. 1162:26-30 |
| ISSN: | 0022-2860 |
| DOI: | 10.1016/j.molstruc.2018.02.083 |
| Popis: | Dimers of flexibly linked pentacyclic triterpene ursolic acid (UA) and its related frameworks such as asiatic acid (AA) and oleanolic acid (OA) have recently attracted significant attention due to their enhanced anti-cancer and anti-HCV activity compared to their respective monomers. Determination of conformation/inter-monomer orientation of these molecules is very important to understand their structure-activity relationship and to develop new scaffolds, which, however, is difficult through conventional NOE based solution-state NMR spectroscopy, due to lack of long-range NOEs. In the present work, we report a precise determination of conformation of two 1,2,3-triazole-linked triterpene dimer molecules, UA-AA and UA-OA, by employing one-bond C H residual dipolar couplings (RDCs) as additional long-range orientational restraints, measured in anisotropic PDMS/CDCl3 solvent medium. |
| Databáze: | OpenAIRE |
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