دورية أكاديمية
Synthesis, biological evaluation, and structure-activity relationship of clonazepam, meclonazepam, and 1,4-benzodiazepine compounds with schistosomicidal activity.
| العنوان: | Synthesis, biological evaluation, and structure-activity relationship of clonazepam, meclonazepam, and 1,4-benzodiazepine compounds with schistosomicidal activity. |
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| المؤلفون: | Menezes CM; Laboratório de Avaliação e Síntese de Substâncias Bioativas, Universidade Federal do Rio de Janeiro, P O Box 68024, 21944-971, Rio de Janeiro, RJ, Brazil., Rivera G, Alves MA, do Amaral DN, Thibaut JP, Noël F, Barreiro EJ, Lima LM |
| المصدر: | Chemical biology & drug design [Chem Biol Drug Des] 2012 Jun; Vol. 79 (6), pp. 943-9. Date of Electronic Publication: 2012 Mar 19. |
| نوع المنشور: | Journal Article; Research Support, Non-U.S. Gov't |
| اللغة: | English |
| بيانات الدورية: | Publisher: Wiley-Blackwell Country of Publication: England NLM ID: 101262549 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1747-0285 (Electronic) Linking ISSN: 17470277 NLM ISO Abbreviation: Chem Biol Drug Des Subsets: MEDLINE |
| أسماء مطبوعة: | Original Publication: Oxford : Wiley-Blackwell, 2006- |
| مواضيع طبية MeSH: | Benzodiazepines/*chemistry , Benzodiazepinones/*chemistry , Clonazepam/*chemistry , Schistosomicides/*chemical synthesis, Animals ; Benzodiazepines/chemical synthesis ; Benzodiazepines/pharmacology ; Benzodiazepinones/chemical synthesis ; Benzodiazepinones/pharmacology ; Clonazepam/chemical synthesis ; Clonazepam/pharmacology ; Humans ; Models, Molecular ; Schistosoma/drug effects ; Schistosomiasis/parasitology ; Schistosomiasis/pathology ; Schistosomicides/chemistry ; Schistosomicides/pharmacology ; Structure-Activity Relationship |
| مستخلص: | The inherent morbidity and mortality caused by schistosomiasis is a serious public health problem in developing countries. Praziquantel is the only drug in therapeutic use, leading to a permanent risk of parasite resistance. In search for new schistosomicidal drugs, meclonazepam, the 3-methyl-derivative of clonazepam, is still considered an interesting lead-candidate because it has a proven schistosomicidal effect in humans but adverse effects on the central nervous system did not allow its clinical use. Herein, the synthesis, in vitro biological evaluation, and molecular modeling of clonazepam, meclonazepam, and analogues are reported to establish the first structure-activity relationship for schistosomicidal benzodiazepines. Our findings indicate that the amide moiety [N(1) H-C(2) (=O)] is the principal pharmacophoric unit of 1,4-benzodiazepine schistosomicidal compounds and that substitution on the amide nitrogen atom (N(1) position) is not tolerated. (© 2012 John Wiley & Sons A/S.) |
| المشرفين على المادة: | 0 (Benzodiazepinones) 0 (Schistosomicides) 12794-10-4 (Benzodiazepines) 5PE9FDE8GB (Clonazepam) RN43209SMA (meclonazepam) |
| تواريخ الأحداث: | Date Created: 20120211 Date Completed: 20120817 Latest Revision: 20131121 |
| رمز التحديث: | 20240628 |
| DOI: | 10.1111/j.1747-0285.2012.01354.x |
| PMID: | 22321778 |
| قاعدة البيانات: | MEDLINE |
Full Text Finder | تدمد: | 1747-0285 |
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| DOI: | 10.1111/j.1747-0285.2012.01354.x |