Antimicrobial Activity of Some Novel Armed Thiophene Derivatives and Petra/Osiris/Molinspiration (POM) Analyses

Mabkhot, Yahia and Alatibi, Fatima and El-Sayed, Nahed and Al-Showiman, Salim and Kheder, Nabila and Wadood, Abdul and Rauf, Abdur and Bawazeer, Saud and Hadda, Taibi (2016) Antimicrobial Activity of Some Novel Armed Thiophene Derivatives and Petra/Osiris/Molinspiration (POM) Analyses. Molecules, 21 (2). p. 222. ISSN 1420-3049

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Official URL: http://dx.doi.org/10.3390/molecules21020222

Abstract

Tetrasubstituted 2-acetylthiophene derivative 5 was synthesized and then condensed with various nitrogen nucleophiles such as 5-amino-1,2,4-triazole, 2-aminobenzimidazole, aniline or p-chloroaniline to afford the corresponding iminothiophene derivatives 6–8a,b. Condensation of thiophene 5 with malononitrile as carbon nucleophile afforded compound 9, which underwent nucleophilic addition with DMF-DMA to afford compound 10. The newly synthesized products were characterized by elemental analysis, IR, MS, 1H-13C-NMR and CHN analysis and then evaluated for their antimicrobial activity. Results of the in vitro antibacterial activity showed that thiophene derivative 7 was found to be more potent than the standard drug gentamicin against Pseudomonas aeruginosa. Some of these compounds showed potential antimicrobial activities. Molecular docking and Osiris/Molinspiration analyses show the crucial role and impact of substituents on bioactivity and indicate the unfavorable structural parameters in actual drug design: more substitution with electronic donor group doesn’t guarantee more effective bioactivity. This study should greatly help in an intelligent and a controlled pharmacomodulation of antibiotics.

Item Type: Article
Subjects: Pharmacy
Divisions: College of Pharmacy > Pharmacy
Depositing User: NABILA MOHAMMED
Date Deposited: 14 May 2017 21:19
Last Modified: 14 May 2017 21:19
URI: http://eprints.kku.edu.sa/id/eprint/884

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