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

نویسندگان

  • Yahia Nasser Mabkhot
  • Fatima Alatibi
  • Nahed Nasser E El-Sayed
  • Salim Al-Showiman
  • Nabila Abdelshafy Kheder
  • Abdul Wadood
  • Abdur Rauf
  • Saud Bawazeer
  • Taibi Ben Hadda
چکیده

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.

برای دانلود رایگان متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Petra, osiris and molinspiration: A computational bioinformatic platform for experimental in vitro antibacterial activity of annulated uracil derivatives

Annulated pyrano[2,3-d]pyrimidine/pyrano[2,3-d]uracil derivatives were synthesized using aromatic aldehydes, active methylene compounds and barbituric acid in presence of dibutylamine (DBA) catalyst in ethanol as solvent. The different substituents on phenyl ring in the fused pyrano uracil skeleton showed productive influence on its antimicrobial activity against some gram positive and gram neg...

متن کامل

Synthesis of some New Thiosemicarbazide and 1,3,4-Thiadiazole Heterocycles Bearing Benzo[b]Thiophene Nucleus as a Potent Antitubercular and Antimicrobial Agents

Reaction of 2-hydrazinocarbonyl-3-chloro-5-phenoxy-benzo[b] thiophene with different substituted phenyl isothiocyanate gave N-substituted arylthiosemi-carbazide derivatives (1a-h). 1,3,4-Thiadiazole derivatives (2a-h) were prepared by the cyclization of arylthiosemicarbazides (1a-h) with concentrated sulphuric acid. All the compounds were screened for their antitubercular activity against Mycob...

متن کامل

QSAR modeling of antimicrobial activity with some novel 1,2,4 triazole derivatives, comparison with experimental study

Our study performed upon an extended series of 28 compounds of 1,2,4-triazole derivatives that demonstrate substantial in vitro antimicrobial activities by serial plate dilution method, using quantitative structure-activity relationship (QSAR) methods that imply analysis of correlations and multiple linear regression (MLR); a significant collection of molecular descriptors was used e.g., Edge a...

متن کامل

Synthesis and Pharmacological Evaluation of Some Novel Isatin Derivatives for Antimicrobial Activity

In the present work, a series of new 5-substituted-3-(4-arylimino)-1-[5-mercapto(1,3,4-oxadiazolyl)]-methyl-indol-2-one (4a-g) have been synthesized by heterocyclization of 5-substituted-3-(4-arylimino)-2-oxo-1-indole acetylhyrazide (3a-g) on treatment with CS2 in ethanolic KOH. The compound 4a was characterized by its elemental analysis, IR, 1HNMR and Mass Spectroscopy. The synthesized compoun...

متن کامل

Synthesis and Antimicrobial Activity of some Tetrahydro Quinolone Diones and Pyrano[2,3-d]pyrimidine Derivatives

There has been special interest in the chemistry of quinolone and pyrimidine derivatives due to their diverse biological activities such as anticonvulsant, anti-malarial agents, antibacterial, antiviral, cytostatic, antithelemintic, antigenotoxic, anti-cancer agents. These compounds are also used as targeting delayed-type hypersensivity and anti-convulsant agents. As a part of our research work...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

عنوان ژورنال:
  • Molecules

دوره 21 2  شماره 

صفحات  -

تاریخ انتشار 2016