دورية أكاديمية
Betulin and ursolic acid synthetic derivatives as inhibitors of Papilloma virus.
| العنوان: | Betulin and ursolic acid synthetic derivatives as inhibitors of Papilloma virus. |
|---|---|
| المؤلفون: | Kazakova OB; Institute of Organic Chemistry, Ufa Research Center of the Russian Academy of Sciences, 71, Prospect Oktyabrya, 450054 Ufa, Russian Federation. obf@anrb.ru, Giniyatullina GV, Yamansarov EY, Tolstikov GA |
| المصدر: | Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2010 Jul 15; Vol. 20 (14), pp. 4088-90. Date of Electronic Publication: 2010 May 25. |
| نوع المنشور: | Journal Article; Research Support, Non-U.S. Gov't |
| اللغة: | English |
| بيانات الدورية: | Publisher: Elsevier Science Ltd Country of Publication: England NLM ID: 9107377 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1464-3405 (Electronic) Linking ISSN: 0960894X NLM ISO Abbreviation: Bioorg Med Chem Lett Subsets: MEDLINE |
| أسماء مطبوعة: | Publication: Oxford : Elsevier Science Ltd Original Publication: Oxford ; New York : Pergamon Press, c1991- |
| مواضيع طبية MeSH: | Antiviral Agents/*pharmacology , Papillomaviridae/*drug effects , Triterpenes/*pharmacology, Antiviral Agents/chemistry ; Microbial Sensitivity Tests ; Triterpenes/chemistry ; Ursolic Acid |
| مستخلص: | The synthesis of new betulin and ursolic acid derivatives and evaluation of their antiviral activity in vitro is reported. Betulin was modified at positions C-3, C-20 and C-28 to afford the derivatives with nicotinoyl-, methoxycynnamoyl-, alkyne and aminopropoxy-2-cyanoethyl-moieties. The two stage conversion of betulin to the new ursane-type triterpenoid by treatment of allobetulin with Ac(2)O-HClO(4) is suggested. Cyanoethylation of ursonic acid oxime led to cyanoethyloximinoderivative. According to the results of antiviral screening against human papillomavirus type 11 the selectivity index for tested triterpenoids has a range from 10 to 35 with no cellular cytotoxicity, the most remarkable activity was found for 3beta,28-di-O-nicotinoylbetulin. 3Beta,28-dihydroxy-29-norlup-20(30)-yne was also active against HCV replicon (EC(50) 1.32; EC(90) 16.82; IC(50) 12.41; IC(90) >20; SI(50) 9.4; SI(90) >1.19). 28-O-methoxycynnamoylbetulin was active against influenza type A virus (H1N1) (EC(50) 2; IC(50) >200; SI >100). (2010 Elsevier Ltd. All rights reserved.) |
| المشرفين على المادة: | 0 (Antiviral Agents) 0 (Triterpenes) 6W70HN7X7O (betulin) |
| تواريخ الأحداث: | Date Created: 20100619 Date Completed: 20101207 Latest Revision: 20231213 |
| رمز التحديث: | 20240628 |
| DOI: | 10.1016/j.bmcl.2010.05.083 |
| PMID: | 20558062 |
| قاعدة البيانات: | MEDLINE |
Full Text Finder | تدمد: | 1464-3405 |
|---|---|
| DOI: | 10.1016/j.bmcl.2010.05.083 |