DDQ mediated stereoselective intermolecular benzylic CN bond formation: Synthesis of (−)-cytoxazone, (−)-4-epi-cytoxazone and their analogues and immunological evaluation of their cytokine modulating activity
| Autor: | Macha Lingamurthy, Halmuthur M. Sampath Kumar, Bonam Srinivasa Reddy, Batchu Venkateswara Rao, Gopalal Rao Nalliboina, Maddimsetti Venkateswara Rao |
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| Rok vydání: | 2017 |
| Předmět: |
Oxazolidine
Cellular immunity 010405 organic chemistry Stereochemistry medicine.medical_treatment Organic Chemistry Intermolecular force Biological activity 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences chemistry.chemical_compound Cytokine chemistry Drug Discovery medicine Stereoselectivity sense organs Amination Methyl group |
| Zdroj: | Tetrahedron. 73:1473-1481 |
| ISSN: | 0040-4020 |
| DOI: | 10.1016/j.tet.2017.01.059 |
| Popis: | A short and efficient strategy for the synthesis of (−)-cytoxazone, (−)-4- epi -cyoxazone and their analogues by using DDQ mediated diastereoselective intermolecular benzylic amination has been described. Immunological evaluation of their cytokine modulating activity revealed that the change of hydroxy methyl to methyl group increased the cellular immunity in in-vitro cultures. Changes in the stereochemistry of oxazolidine haven't influenced the biological activity. |
| Databáze: | OpenAIRE |
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