title: Antimicrobial Activity of Some Novel Armed Thiophene Derivatives and Petra/Osiris/Molinspiration (POM) Analyses.
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-(13)C-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.
authors.affiliation: Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh-11451, Saudi Arabia. yahia@ksu.edu.sa.
authors.forename: Yahia Nasser
authors.initials: YN
authors.lastname: Mabkhot
authors.affiliation: Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh-11451, Saudi Arabia. fatmah-alotaibi@hotmail.com.
authors.forename: Fatima
authors.initials: F
authors.lastname: Alatibi
authors.affiliation: Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh-11451, Saudi Arabia. nelsayed@ksu.edu.sa.|National Organization for Drug Control and Research, Agouza, Giza 35521, Egypt. nelsayed@ksu.edu.sa.
authors.forename: Nahed Nasser E
authors.initials: NN
authors.lastname: El-Sayed
authors.affiliation: Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh-11451, Saudi Arabia. showiman@ksu.edu.sa.
authors.forename: Salim
authors.initials: S
authors.lastname: Al-Showiman
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, King Khalid University, Abha 61441, Saudi Arabia. nabila.abdelshafy@gmail.com.|Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt. nabila.abdelshafy@gmail.com.
authors.forename: Nabila Abdelshafy
authors.initials: NA
authors.lastname: Kheder
authors.affiliation: Department of Biochemistry, UCSS, Abdul Wali Khan University Mardan, Mardan 23250, Pakistan. awadood2001@yahoo.com.
authors.forename: Abdul
authors.initials: A
authors.lastname: Wadood
authors.affiliation: Department of Geology, University of Swabi, Khyber Pakhtunkhwa, Anbar 23561, Pakistan. mashaljcs@yahoo.com.
authors.forename: Abdur
authors.initials: A
authors.lastname: Rauf
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Umm Al-Qura University, P. O. Box 42, Makkah 21955, Saudi Arabia. saud.bawazeer@outlook.com.
authors.forename: Saud
authors.initials: S
authors.lastname: Bawazeer
authors.affiliation: LCM Laboratory, Faculty of Sciences, University of Mohamed Premier, Oujda 60000, Morocco. taibi.ben.hadda@gmail.com.
authors.forename: Taibi Ben
authors.initials: TB
authors.lastname: Hadda
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D062105:Molecular Docking Simulation; D015394:Molecular Structure; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D013329:Structure-Activity Relationship; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000890:Anti-Infective Agents; D013876:Thiophenes
keywords: Petra/Osiris/Molinspiration (POM) analyses; antimicrobial activity; armed thiophenes