Design, Synthesis, and Acute Anti-inflammatory Assessment of New 2-methyl Benzoimidazole Derivatives Having 4-Thiazolidinone Nucleus
New two derivatives of 2- methyl benzoimidazole were designed, synthesized and evaluated as a potential cyclooxygenase-2 [COX-2] inhibitors. The synthesized compounds have been recognized according to their spectral FT-IR, 1H-NMR data and physical pro- perties. The newly synthesized compounds we...
| Main Authors: | , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
College of Pharmacy / Mustansiriyah University
2019-12-01
|
| Series: | Al-Mustansiriyah Journal of Pharmaceutical Sciences |
| Subjects: | |
| Online Access: | https://ajps.uomustansiriyah.edu.iq/index.php/AJPS/article/view/646 |
| _version_ | 1827293814182641664 |
|---|---|
| author | Abdul Muhaimen Amjed Adnan Monther Faisal Mahdi Ayad kareem Khan |
| author_facet | Abdul Muhaimen Amjed Adnan Monther Faisal Mahdi Ayad kareem Khan |
| author_sort | Abdul Muhaimen Amjed Adnan |
| collection | DOAJ |
| description |
New two derivatives of 2- methyl benzoimidazole were designed, synthesized and evaluated as a potential cyclooxygenase-2 [COX-2] inhibitors. The synthesized compounds have been recognized according to their spectral FT-IR, 1H-NMR data and physical pro-
perties. The newly synthesized compounds were investigated in vivo for their anti-inflammatory activities using egg-white stimulated paw edema method with respect to the effect of propylene glycol 50%v/v [control group] and the ibuprofen [10mg/kg i.p.] was selected as a reference ligand. New compounds showed a significantly higher in vivo anti-inflammatory activity compared with ibuprofen as a reference drug. COX-2 selectivity evaluation through molecular docking via GOLD suite [v. 5.6.2.]. The new compounds via molecular docking showed significant higher activities when compared with ibuprofen as referenced drugs because of having hydrogen bonding interaction toward the key amino acids within COX-2 structure and all these results were compatible with the study of in vivo acute anti-inflammatory activities for tested compounds. ADME studies were performed to predict absorption, bioavailability, topological polar surface area, and drug-likeness. The results of ADME studies showed that all synthesized compounds absorbed from the gastrointestinal tract.
|
| first_indexed | 2024-04-24T13:45:17Z |
| format | Article |
| id | doaj.art-b092fce57536454fa99726410acb6082 |
| institution | Directory Open Access Journal |
| issn | 1815-0993 2959-183X |
| language | English |
| last_indexed | 2024-04-24T13:45:17Z |
| publishDate | 2019-12-01 |
| publisher | College of Pharmacy / Mustansiriyah University |
| record_format | Article |
| series | Al-Mustansiriyah Journal of Pharmaceutical Sciences |
| spelling | doaj.art-b092fce57536454fa99726410acb60822024-04-04T06:57:50ZengCollege of Pharmacy / Mustansiriyah UniversityAl-Mustansiriyah Journal of Pharmaceutical Sciences1815-09932959-183X2019-12-0119410.32947/ajps.v19i4.646Design, Synthesis, and Acute Anti-inflammatory Assessment of New 2-methyl Benzoimidazole Derivatives Having 4-Thiazolidinone NucleusAbdul Muhaimen Amjed Adnan0Monther Faisal Mahdi1Ayad kareem Khan2Department of Pharmacy, Baghdad College of Medical Science, Baghdad, Iraq.Department of pharmaceutical Chemistry, Ashur University College, Baghdad, IraqDepartment of pharmaceutical Chemistry, College of Pharmacy, University of Mustansiriyah, Baghdad, Iraq. New two derivatives of 2- methyl benzoimidazole were designed, synthesized and evaluated as a potential cyclooxygenase-2 [COX-2] inhibitors. The synthesized compounds have been recognized according to their spectral FT-IR, 1H-NMR data and physical pro- perties. The newly synthesized compounds were investigated in vivo for their anti-inflammatory activities using egg-white stimulated paw edema method with respect to the effect of propylene glycol 50%v/v [control group] and the ibuprofen [10mg/kg i.p.] was selected as a reference ligand. New compounds showed a significantly higher in vivo anti-inflammatory activity compared with ibuprofen as a reference drug. COX-2 selectivity evaluation through molecular docking via GOLD suite [v. 5.6.2.]. The new compounds via molecular docking showed significant higher activities when compared with ibuprofen as referenced drugs because of having hydrogen bonding interaction toward the key amino acids within COX-2 structure and all these results were compatible with the study of in vivo acute anti-inflammatory activities for tested compounds. ADME studies were performed to predict absorption, bioavailability, topological polar surface area, and drug-likeness. The results of ADME studies showed that all synthesized compounds absorbed from the gastrointestinal tract. https://ajps.uomustansiriyah.edu.iq/index.php/AJPS/article/view/6462-methyl benzoimidazole, 4-thiazolidinone, Anti-inflammatory activity, ADME, GOLD |
| spellingShingle | Abdul Muhaimen Amjed Adnan Monther Faisal Mahdi Ayad kareem Khan Design, Synthesis, and Acute Anti-inflammatory Assessment of New 2-methyl Benzoimidazole Derivatives Having 4-Thiazolidinone Nucleus Al-Mustansiriyah Journal of Pharmaceutical Sciences 2-methyl benzoimidazole, 4-thiazolidinone, Anti-inflammatory activity, ADME, GOLD |
| title | Design, Synthesis, and Acute Anti-inflammatory Assessment of New 2-methyl Benzoimidazole Derivatives Having 4-Thiazolidinone Nucleus |
| title_full | Design, Synthesis, and Acute Anti-inflammatory Assessment of New 2-methyl Benzoimidazole Derivatives Having 4-Thiazolidinone Nucleus |
| title_fullStr | Design, Synthesis, and Acute Anti-inflammatory Assessment of New 2-methyl Benzoimidazole Derivatives Having 4-Thiazolidinone Nucleus |
| title_full_unstemmed | Design, Synthesis, and Acute Anti-inflammatory Assessment of New 2-methyl Benzoimidazole Derivatives Having 4-Thiazolidinone Nucleus |
| title_short | Design, Synthesis, and Acute Anti-inflammatory Assessment of New 2-methyl Benzoimidazole Derivatives Having 4-Thiazolidinone Nucleus |
| title_sort | design synthesis and acute anti inflammatory assessment of new 2 methyl benzoimidazole derivatives having 4 thiazolidinone nucleus |
| topic | 2-methyl benzoimidazole, 4-thiazolidinone, Anti-inflammatory activity, ADME, GOLD |
| url | https://ajps.uomustansiriyah.edu.iq/index.php/AJPS/article/view/646 |
| work_keys_str_mv | AT abdulmuhaimenamjedadnan designsynthesisandacuteantiinflammatoryassessmentofnew2methylbenzoimidazolederivativeshaving4thiazolidinonenucleus AT montherfaisalmahdi designsynthesisandacuteantiinflammatoryassessmentofnew2methylbenzoimidazolederivativeshaving4thiazolidinonenucleus AT ayadkareemkhan designsynthesisandacuteantiinflammatoryassessmentofnew2methylbenzoimidazolederivativeshaving4thiazolidinonenucleus |