Synthesis and biological activity of amides of 28-methoxy-28-oxo-1-cyano-2,3-seco-lup-20(29)-en-3-oic acid
| Autor: | O. V. Savinova, Yu. B. Vikharev, Victoria V. Grishko, E. I. Boreko, V. F. Eremin, E. V. Igosheva, I. A. Tolmacheva |
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| Rok vydání: | 2012 |
| Předmět: |
chemistry.chemical_classification
Betulin Stereochemistry Biological activity Plant Science General Chemistry medicine.disease_cause Chloride General Biochemistry Genetics and Molecular Biology Amino acid chemistry.chemical_compound Herpes simplex virus chemistry Amide medicine IC50 Conjugate medicine.drug |
| Zdroj: | Chemistry of Natural Compounds. 48:426-431 |
| ISSN: | 1573-8388 0009-3130 |
| Popis: | New A-seco-lupane C-3 amide conjugates were prepared by the reaction of 28-methoxy-28-oxo-1-cyano2,3-seco-lup-20(29)-en-3-oic acid chloride with primary amines and synthetic and natural amino acids. Ethyl-N-[28-methyl-28-oxo-1-cyano-2,3-seco-lup-20(29)-en-3-oyl]-β-alaninate, which was cytotoxic against rhabdomyosarcoma tumor cells (IC50 47.5 μM), in addition to ethyl-N-[28-methoxy-28-oxo-1-cyano-2,3-seco-lup-20(29)-en-3-oyl]glycinate and N-[28-methyl-28-oxo-1-cyano-2,3-seco-lup-20(29)-en-3-oyl]-2-aminothiazole, which inhibited reproduction of herpes simplex virus type 1 (EC50 35.1 and 30.9 1 M, respectively), were selected. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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