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Synthesis and structure antibacterial activity relationship investigation of isomeric 2 3 5 substituted perhydropyrrolo 3 4 d isoxazole 4 6 diones    
Yazarlar
Agirbas Hikmet
Guner Selahaddin
Fatma Budak
Keceli Sema
Prof. Dr. Fatma KANDEMİRLİ
Kocaeli Üniversitesi, Türkiye
Shvets Nathaly
Dimoglo Anatholy
Kovalishyn Vasyl
Özet
The synthesis of 2,3,5-substituted perhydropyrrolo[3,4-d]isoxazole-4,6-diones (44 compounds) has been accomplished by the cycloaddition reaction of N-methyl-C-arylnitrones with N-substituted maleimides. The compounds were screened for their antibacterial activities and most of them exhibited activity against Enterococcus faecalis (ATCC 29212) and Staphylococcus aureus (ATCC 25923). cis-3a and cis-3d were found fairly effective against E. faecalis (ATCC 29212) and S. aureus (ATCC 25923) with MIC values of 25 and 50 μg/ml. With the changes of cis isomers of the compounds to trans, their antibacterial activities also changed against the bacteria studied. First, pharmacophoric fragments had been calculated in accordance with the rules of the electronic-topological method (ETM). Next, both active compounds and pharmacophores had been projected to the nodes of Kohonen's self-organizing maps (SOM) to obtain the weights of pharmacophore fragments as numerical descriptors, that were used after this for the associative neural networks (ASNN) training. A model for the activity prediction was developed as the result of training the ASNNs. © 2007.
Anahtar Kelimeler
Electronic-topological method (ETM) | ETM-ANN application | Isoxazole | Structure-antibacterial activity relationship
Makale Türü Özgün Makale
Makale Alt Türü SSCI, AHCI, SCI, SCI-Exp dergilerinde yayımlanan tam makale
Dergi Adı Bioorganic & Medicinal Chemistry
Dergi ISSN 0968-0896
Dergi Tarandığı Indeksler SCI-Expanded
Makale Dili İngilizce
Basım Tarihi 03-2007
Cilt No 15
Sayı 6
Sayfalar 2322 / 2333
Doi Numarası 10.1016/j.bmc.2007.01.029
Makale Linki http://linkinghub.elsevier.com/retrieve/pii/S0968089607000399