Synthesis, Antioxidant ability and Docking study for new 4,4'-((2-(Aryl)-1H-benzo[d]imidazole-1,3(2H)-diyl)bis(methylene))diphenol) Mustafa Shakir Raied, Abed Saoud Shaimaa, Faruk Hussain Dhuha, Fahad Ali Khalid, Shawqi Algburi Firas, et al. Research Journal of Chemistry and Environment, 2022 New series of 4,4'-((2-(Aryl)-1H-benzo[d]imidazole-1,3(2H)-diyl)bis(methylene))Diphenol(3a-g) was successfully synthesized from cyclization of the reduction product of bis Schiff bases (2) with aryl aldehydes bearing phenolic hydroxyl in the presence of acetic acid. The structure of these compounds was identified from FT-IR, 1H NMR, 13C NMR and EIMs. The Antioxidant capability was screened by DPPH and FRAP assays. Both assays showed antioxidant capability more than BHT as well. Compounds 3b and 3c showed antioxidant capacity slightly less than ascorbic acid. The docking study for theses compound was carried out as III DNA polymerase inhibitor. The results of docking demonstrated that the increase in hinderances around phenolic hydroxyl for the aryl attached position two for benzimidazole decrease the capability of interaction and give less bending and smaller docking score and there is inverse relationship between increasing hindrances around phenolic hydroxyl and DNA polymerase inhibition for these compounds.
Synthesis, antibacterial, and molecular docking study of novel 2-Chloro-8-Methoxy-3-Aryl-[1,3] benzoxazine derivatives using vilsmeier reagent Raied Mustafa Shakir, Shaimaa Abed Saoud, Dhuha Faruk Hussain International Journal of Drug Delivery Technology, 2020 Reducing of ethyl 4-((2-hydroxy-3-methoxybenzylidene)amino)benzoate (1) afford ethyl 4-((2-hydroxy-3-methoxybenzyl)amino)benzoate (2). Reaction of this compound with Vilsmeier reagent affords novel 2-chloro-[1,3] benzoxazine ring (3). The corresponding acid hydrazide of compound 3 was synthesized from reaction of compound (3) with hydrazine hydrate. Newly series of hydrazones (5a–i) were synthesized from reaction of acid hydrazide with various aryl aldehydes. Antibacterial activity of the hydrazones was secerned utilizing gram-negative and gram-positive bacteria. Compound (5b) and (5c) exhibited significant antibacterial ability against both gram-negative and gram-positive bacteria, while the compounds (5a) showed mild antibacterial activity. Compounds (5d–i) did not display notable activity. The molecular docking of synthesised compounds were tested inside the pocket of bacterial gyrase enzyme target site by using MOE 2015 software, which acts as Adenosine triphosphate (ATP)-binding domain bacterial gyrase enzyme pocket and novobiocin was used as reference.
Relationship between the structure of newly synthesized derivatives of 1,3,4-oxadiazole containing 2-methylphenol and their antioxidant and antibacterial activities Shaimaa Abed Saoud, Khalid Fahad Ali, Raied Mustafa Shakir Oriental Journal of Chemistry, 2017 1,3,4-oxadiazole-5-thion ring(2) successfully formed at position six of 2-methylphenol and five of their thioalkyl(3a-e). Furthermore 6-(5-(Aryl)-1,3,4-oxadiazol-2-yl)-2-methylphenol (5a-i) were formed at position six by two method. The first method was from cyclization their correspondinghydrazones(4a-e) of 2-hydroxy-3-methylbenzohydrazide (1)using bromine in glacial acetic acid.The second method was from cyclization the hydrazide with aryl carboxylic acid in the presence of phosphorusoxy chloride. The newly synthesized compounds were characterized from their IR, NMR and mass spectra. The antioxidant properties of these compounds were screened by 2,2-Diphenyl-1-picrylhydrazide (DPPH) and ferric reducing antioxidant power (FRAP) assays. Compound (4d) and (5h) exhibited significant antioxidant properties in both assays, compared to ascorbic acid, while compound (4e) exhibited slightly less antioxidant properties than ascorbic acid. Antibacterial activity was tested for the twenty one compounds against eight microorganisms (gram negative and gram positive). Compound (4d)and (5d) exhibited significant antibacterial activities compared to Amoxicillin and Kanamycin as antibiotic standards.
Synthesis and antioxidant ability of some new 6-amino-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl) derivatives bearing 2,6-dimethoxy-4-(methoxymethyl)phenol moiety Raied Mustafa Shakir, Khalid Fahad Ali, Dhuha Faruk Hussain Oriental Journal of Chemistry, 2017 Compound 4-(((6-amino-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)methoxy)methyl)2,6-dimethoxyphenol (6) was synthesized by multi steps. The corresponding acetonitrile thioalkyl (7) was cyclized by refluxing with acetic acid to afford 4-(((6-amino-7H-[1,2,4]triazolo[3,4b][1,3,4]thiadiazin-3-yl)methoxy)methyl)-2,6-dimethoxyphenol (8). Two new series of 4-(((6-(3(4-aryl)thioureido)-7H-[1,2,4]triazolo[3,4-b][1,3,4] thiadiazin-3-yl)methoxy)methyl)-2,6dimethoxyphenol (9a-c) and of 4-(((6-(substitutedbenzamido)7H-[1,2,4]triazolo[3,4b][1,3,4]thiadiazin-3-yl)methoxy)methyl)-2,6-dimethoxyphenol (10a-c) were synthesized as new derivatives for fused 1,2,4-trizaole-thiadiazine(8). The antioxidants of newly compounds were evaluated by DPPH and FRAP assays. Compound 9b showed significant antioxidant ability in both assays(higher than ascorbic acid) as well compound 6,8 and 10a-c showed antioxidant higher than BHT.
Gastroprotective activity of ethyl-4-[(3,5-di-tert-butyl-2- hydroxybenzylidene) amino]benzoate against ethanol-induced gastric mucosal ulcer in rats Mohammed Farouq Halabi, Raied Mustafa Shakir, Daleya Abdulaziz Bardi, Nahla Saeed Al-Wajeeh, Abdulwali Ablat, et al. Plos One, 2014 Background The study was carried out to determine the cytotoxic, antioxidant and gastro-protective effect of ethyl-4-[(3,5-di-tert-butyl-2-hydroxybenzylid ene)amino] benzoate (ETHAB) in rats. Methodology/Principal Findings The cytotoxic effect of ETHAB was assessed using a MTT cleavage assay on a WRL68 cell line, while its antioxidant activity was evaluated in vitro. In the anti-ulcer study, rats were divided into six groups. Group 1 and group 2 received 10% Tween 20 (vehicle). Group 3 received 20 mg/kg Omeprazole. Groups 4, 5 and 6 received ETHAB at doses of 5, 10, and 20 mg/kg, respectively. After an hour, group 1 received the vehicle. Groups 2–6 received absolute ethanol to induce gastric mucosal lesions. In the WRL68 cell line, an IC50 of more than 100 µg/mL was observed. ETHAB results showed antioxidant activity in the DPPH, FRAP, nitric oxide and metal chelating assays. There was no acute toxicity even at the highest dosage (1000 mg/kg). Microscopy showed that rats pretreated with ETHAB revealed protection of gastric mucosa as ascertained by significant increases in superoxide dismutase (SOD), pH level, mucus secretion, reduced gastric lesions, malondialdehyde (MDA) level and remarkable flattened gastric mucosa. Histologically, pretreatment with ETHAB resulted in comparatively better gastric protection, due to reduction of submucosal edema with leucocyte infiltration. PAS staining showed increased intensity in uptake of Alcian blue. In terms of immunohistochemistry, ETHAB showed down-expression of Bax proteins and over-expression of Hsp70 proteins. Conclusion/Significance The gastroprotective effect of ETHAB may be attributed to antioxidant activity, increased gastric wall mucus, pH level of gastric contents, SOD activity, decrease in MDA level, ulcer area, flattening of gastric mucosa, reduction of edema and leucocyte infiltration of the submucosal layer, increased PAS staining, up-regulation of Hsp70 protein and suppressed expression of Bax. Key words: ethyl 4-(3, 5-di-ter-butyl-2-hydroxybenzylamino) benzoate; toxicity; antioxidant; gastric-ulcer; anti-ulcer; histology; immunohistochemistry.
Synthesis of new 2,5-di-substituted 1,3,4-oxadiazoles bearing 2,6-di-tert-butylphenol moieties and evaluation of their antioxidant activity Raied Shakir, Azhar Ariffin, Mahmood Abdulla Molecules, 2014 Eleven new 2,6-di-tert-butyl-4-(5-aryl-1,3,4-oxadiazol-2-yl)phenols 5a–k were synthesized by reacting aryl hydrazides with 3,5-di-tert butyl 4-hydroxybenzoic acid in the presence of phosphorus oxychloride. The resulting compounds were characterized based on their IR, 1H-NMR, 13C-NMR, and HRMS data. 2,2-Diphenyl-1-picrylhydrazide (DPPH) and ferric reducing antioxidant power (FRAP) assays were used to test the antioxidant properties of the compounds. Compounds 5f and 5j exhibited significant free-radical scavenging ability in both assays.
A Brief Review of Phenolic Antioxidant and their Biological Activity Raied Mustafa Shakir, Husam Salman Jasim and Shaimaa Abed Saoud Ibn Al-Haitham Journal for Pure and Applied Sciences 37 (4), 323-333 , 2024 2024
A brief review: some interesting methods of synthesis chromene derivatives as bioactive molecules ZS Abdulsahib, RM Shakir Ibn AL-Haitham Journal For Pure and Applied Sciences 36 (2), 276-288 , 2023 2023 Citations: 9
Synthesis, Antioxidant ability and Docking study for new 4, 4'-((2-(Aryl)-1H-benzo [d] imidazole-1, 3 (2H)-diyl) bis (methylene)) diphenol RM Shakir, SA Saoud, DF Hussain, KF Ali, FS Algburi, HS Jasim Research Journal of Chemistry and Environment 26 (10), 28-36 , 2022 2022 Citations: 6
Synthesis, Antioxidant, antibacterial and docking structure of new dihydro-pyrimidine derivatives containing multi phenol RM Shakir, HS Jasim, SA Saoud, DF Hussain, KF Ali Journal of Pharmaceutical Negative Results 13 (2), 57-68 , 2022 2022 Citations: 5
Antioxidant properties of butylated phenol with oxadiazole and hydrazone moiety at ortho position supported by DFT study RM Shakira, MK Abd Wahab, N Nordin, A Ariffin RSC advances 12 (27), 17085-17095 , 2022 2022 Citations: 18
Synthesis, antioxidant activity and molecular docking study of 1, 2, 4-Triazole and their corresponding fused rings containing 2-Methylphenol RM Shakir, SA Saoud, HS Jasim, DF Hussain International Journal of Drug Delivery Technology 11 (2), 501-5011 , 2021 2021 Citations: 18
Synthesis, Antibacterial, and Molecular Docking Study of Novel 2-Chloro-8-Methoxy-3-Aryl-[1, 3] Benzoxazine Derivatives using Vilsmeier Reagent SA Saoud, DF Hussain, RM Shakir International Journal of Drug Delivery Technology 10 (3), 487-498 , 2020 2020 Citations: 1
DESIGN, SYNTHESIS, DOCKING, ANTITUMOR SCREENING, AND ABSORPTION, DISTRIBUTION, METABOLISM, AND EXCRETION PREDICTION OF NEW HESPERDIN DERIVATIVE HS AL-SHMGANI, RAIED MUSTAFA SHAKIR, AHMED W NASER, OLUSOLA OLALEKAN ... Asian J Pharm Clin Res 13 (1), 24-31 , 2020 2020 Citations: 4
Synthesis, Antibacterial and Antifungal Activities for Novel Derivatives of 2, 2'-(((1-benzylbenzoimidazol-2-yl) methyl) azanediyl) bis (ethan-1-ol) AL Jarallah, KF Ali, RM Shakir, SA Saoud Ibn AL-Haitham Journal for Pure and Applied Sciences 32 (1), 57-79 , 2019 2019 Citations: 8
Synthesis, Electro Conductivity, Thermal Stability and Antibacterial Activity of New Bis 1, 3, 4-Oxadiazole Copolymers Munged Jabbar Mohsin, Raied Mustafa Shakir, Walid AB. Al-Shahib Journal of Global Pharma Technology 11 (5), 420-432 , 2019 2019
Synthesis and Thermal Electo Conductivity of Some New Triazole Derivatives Bearing Azo or Azomethain Group HAR Saad, RM Shakir, MH Mahdi Ibn Al-Haitham Jour. for Pure & Appl. Sci. 31 (3), 88-101 , 2018 2018 Citations: 3
Synthesis of Some New Heterocyclic Fused Rings Compounds Based on 5-Aryl-1, 3, 4-Oxadiazole ZM Abbas, DF Hussain, RM Shakir Ibn AL-Haitham Journal For Pure and Applied Science 30 (2), 161-176 , 2017 2017 Citations: 6
Relationship Between the structure of Newly Synthesized derivatives of 1, 3, 4-oxadiazole Containing 2-Methylphenol and their Antioxidant and Antibacterial Activities SA Saoud, KF Ali, RM Shakir Oriental Journal of Chemistry 33 (4), 1781 , 2017 2017 Citations: 17
Synthesis and Antioxidant Ability of Some New 6-amino-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl) Derivatives Bearing 2,6-Dimethoxy-4-(methoxymethyl)Phenol Moiety RM Shakir, KF Ali, DF Hussain ORIENTAL JOURNAL OF CHEMISTRY 33 (5), 2492-2500 , 2017 2017 Citations: 9
Synthesis and Antioxidant Ability of Some 4-(((4-(5-(Aryl)-1, 3, 4-oxadiazol-2-yl) benzyl) oxy) methyl)-2, 6-dimethoxyphenol RM Shakir ORIENTAL JOURNAL OF CHEMISTRY 32 (5), 2611-2619 , 2016 2016 Citations: 8
Gastroprotective activity of ethyl-4-[(3, 5-di-tert-butyl-2-hydroxybenzylidene) amino] benzoate against ethanol-induced gastric mucosal ulcer in rats MF Halabi, RM Shakir, DA Bardi, NS Al-Wajeeh, A Ablat, ... PloS one 9 (5), e95908 , 2014 2014 Citations: 73
Synthesis of New 2,5-Di-substituted 1,3,4-Oxadiazoles Bearing 2,6-Di- tert -butylphenol Moieties and Evaluation of Their Antioxidant Activity RM Shakir, A Ariffin, MA Abdulla molecules 19 (3), 3436-3449 , 2014 2014 Citations: 43
Synthesis and Antioxidant Properties of Some New Di-Tert-Butylphenol Derivatives Bearing Heterocyclic Ring RM Shakir PQDT-Global , 2014 2014 Citations: 5
Synthesis and antibacterial evaluation of some novel imidazole and benzimidazole sulfonamides NN Al-Mohammed, Y Alias, Z Abdullah, RM Shakir, EM Taha, AA Hamid Molecules 18 (10), 11978-11995 , 2013 2013 Citations: 114
2-Methyl-3-[(4-methylphenyl) sulfonyloxy]-2-{[(4-methylphenyl) sulfonyloxy] methyl} propyl 4-methylbenzenesulfonate NN Al-Mohammed, RM Shakir, Y Alias, Z Abdullah, SN Abd Halim, ... Structure Reports 67 (7), o1838-o1838 , 2011 2011 Citations: 1
MOST CITED SCHOLAR PUBLICATIONS
Synthesis and antibacterial evaluation of some novel imidazole and benzimidazole sulfonamides NN Al-Mohammed, Y Alias, Z Abdullah, RM Shakir, EM Taha, AA Hamid Molecules 18 (10), 11978-11995 , 2013 2013 Citations: 114
Gastroprotective activity of ethyl-4-[(3, 5-di-tert-butyl-2-hydroxybenzylidene) amino] benzoate against ethanol-induced gastric mucosal ulcer in rats MF Halabi, RM Shakir, DA Bardi, NS Al-Wajeeh, A Ablat, ... PloS one 9 (5), e95908 , 2014 2014 Citations: 73
Synthesis of New 2,5-Di-substituted 1,3,4-Oxadiazoles Bearing 2,6-Di- tert -butylphenol Moieties and Evaluation of Their Antioxidant Activity RM Shakir, A Ariffin, MA Abdulla molecules 19 (3), 3436-3449 , 2014 2014 Citations: 43
Antioxidant properties of butylated phenol with oxadiazole and hydrazone moiety at ortho position supported by DFT study RM Shakira, MK Abd Wahab, N Nordin, A Ariffin RSC advances 12 (27), 17085-17095 , 2022 2022 Citations: 18
Synthesis, antioxidant activity and molecular docking study of 1, 2, 4-Triazole and their corresponding fused rings containing 2-Methylphenol RM Shakir, SA Saoud, HS Jasim, DF Hussain International Journal of Drug Delivery Technology 11 (2), 501-5011 , 2021 2021 Citations: 18
Relationship Between the structure of Newly Synthesized derivatives of 1, 3, 4-oxadiazole Containing 2-Methylphenol and their Antioxidant and Antibacterial Activities SA Saoud, KF Ali, RM Shakir Oriental Journal of Chemistry 33 (4), 1781 , 2017 2017 Citations: 17
A brief review: some interesting methods of synthesis chromene derivatives as bioactive molecules ZS Abdulsahib, RM Shakir Ibn AL-Haitham Journal For Pure and Applied Sciences 36 (2), 276-288 , 2023 2023 Citations: 9
Synthesis and Antioxidant Ability of Some New 6-amino-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl) Derivatives Bearing 2,6-Dimethoxy-4-(methoxymethyl)Phenol Moiety RM Shakir, KF Ali, DF Hussain ORIENTAL JOURNAL OF CHEMISTRY 33 (5), 2492-2500 , 2017 2017 Citations: 9
Synthesis, Antibacterial and Antifungal Activities for Novel Derivatives of 2, 2'-(((1-benzylbenzoimidazol-2-yl) methyl) azanediyl) bis (ethan-1-ol) AL Jarallah, KF Ali, RM Shakir, SA Saoud Ibn AL-Haitham Journal for Pure and Applied Sciences 32 (1), 57-79 , 2019 2019 Citations: 8
Synthesis and Antioxidant Ability of Some 4-(((4-(5-(Aryl)-1, 3, 4-oxadiazol-2-yl) benzyl) oxy) methyl)-2, 6-dimethoxyphenol RM Shakir ORIENTAL JOURNAL OF CHEMISTRY 32 (5), 2611-2619 , 2016 2016 Citations: 8
Synthesis, Antioxidant ability and Docking study for new 4, 4'-((2-(Aryl)-1H-benzo [d] imidazole-1, 3 (2H)-diyl) bis (methylene)) diphenol RM Shakir, SA Saoud, DF Hussain, KF Ali, FS Algburi, HS Jasim Research Journal of Chemistry and Environment 26 (10), 28-36 , 2022 2022 Citations: 6
Synthesis of Some New Heterocyclic Fused Rings Compounds Based on 5-Aryl-1, 3, 4-Oxadiazole ZM Abbas, DF Hussain, RM Shakir Ibn AL-Haitham Journal For Pure and Applied Science 30 (2), 161-176 , 2017 2017 Citations: 6
Synthesis, Antioxidant, antibacterial and docking structure of new dihydro-pyrimidine derivatives containing multi phenol RM Shakir, HS Jasim, SA Saoud, DF Hussain, KF Ali Journal of Pharmaceutical Negative Results 13 (2), 57-68 , 2022 2022 Citations: 5
Synthesis and Antioxidant Properties of Some New Di-Tert-Butylphenol Derivatives Bearing Heterocyclic Ring RM Shakir PQDT-Global , 2014 2014 Citations: 5
DESIGN, SYNTHESIS, DOCKING, ANTITUMOR SCREENING, AND ABSORPTION, DISTRIBUTION, METABOLISM, AND EXCRETION PREDICTION OF NEW HESPERDIN DERIVATIVE HS AL-SHMGANI, RAIED MUSTAFA SHAKIR, AHMED W NASER, OLUSOLA OLALEKAN ... Asian J Pharm Clin Res 13 (1), 24-31 , 2020 2020 Citations: 4
Synthesis and Thermal Electo Conductivity of Some New Triazole Derivatives Bearing Azo or Azomethain Group HAR Saad, RM Shakir, MH Mahdi Ibn Al-Haitham Jour. for Pure & Appl. Sci. 31 (3), 88-101 , 2018 2018 Citations: 3
(E, E)-1, 2-Bis [3-methoxy-4-(prop-2-yn-1-yloxy) benzylidene] hydrazine WNA Al-Mehana, RM Shakir, R Yahya, SN Abd Halim, ERT Tiekink Structure Reports 67 (7), o1659-o1659 , 2011 2011 Citations: 3
Synthesis, Antibacterial, and Molecular Docking Study of Novel 2-Chloro-8-Methoxy-3-Aryl-[1, 3] Benzoxazine Derivatives using Vilsmeier Reagent SA Saoud, DF Hussain, RM Shakir International Journal of Drug Delivery Technology 10 (3), 487-498 , 2020 2020 Citations: 1