@uobaghdad.edu.iq
chemistry department,College of Education for Pure Sciences/ Ibn Al-Haitham
University of Baghdad
chemistry
organic chemistry, synthesis, biomolecules, heterocyclic, antioxidant
Scopus Publications
Scholar Citations
Scholar h-index
Scholar i10-index
Mustafa Shakir Raied, Abed Saoud Shaimaa, Faruk Hussain Dhuha, Fahad Ali Khalid, Shawqi Algburi Firas, and Salman Jasim Husam
World Researchers Associations
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.
Raied M. Shakira, Muhammad Kumayl Abd Wahab, Nurdiana Nordin, and Azhar Ariffin
RSC Advances Royal Society of Chemistry (RSC)
Two series of 1,3,4-oxadiazole derivatives at the sixth position of the 2,4-di-tert-butylphenol group were synthesized.
Raied Mustafa Shakir, Shaimaa Abed Saoud, and Dhuha Faruk Hussain
Dr. Yashwant Research Labs Pvt. Ltd.
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.
Raied Mustafa Shakir, Khalid Fahad Ali, and Dhuha Faruk Hussain
Oriental Scientific Publishing Company
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.
Shaimaa Abed Saoud, Khalid Fahad Ali, and Raied Mustafa Shakir
Oriental Scientific Publishing Company
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.
Raied Shakir
Oriental Scientific Publishing Company
Mohammed Farouq Halabi, Raied Mustafa Shakir, Daleya Abdulaziz Bardi, Nahla Saeed Al-Wajeeh, Abdulwali Ablat, Pouya Hassandarvish, Maryam Hajrezaie, Anwar Norazit, and Mahmood Ameen Abdulla
Public Library of Science (PLoS)
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.
Raied Shakir, Azhar Ariffin, and Mahmood Abdulla
MDPI AG
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.
Nassir Al-Mohammed, Yatimah Alias, Zanariah Abdullah, Raied Shakir, Ekhlass Taha, and Aidil Hamid
MDPI AG
Several new substituted sulfonamide compounds were synthesized and their structures were confirmed by 1H-NMR, 13C-NMR, FT-IR, and mass spectroscopy. The antibacterial activities of the synthesized compounds were screened against standard strains of six Gram positive and four Gram negative bacteria using the microbroth dilution assay. Most of the compounds studied showed promising activities against both types of bacteria.
Nassir N. Al-Mohammed, Raied M. Shakir, Yatimah Alias, Zanariah Abdullah, Siti Nadiah Abd Halim, and Edward R. T. Tiekink
International Union of Crystallography (IUCr)
The title molecule, C26H30O9S3, adopts an extended conformation whereby two approximately parallel benzene rings [dihedral angle = 8.32 (10)°] are orientated in opposite directions along the pseudo-threefold axis through the central quaternary C atom, while a third ring occupies a position mid-way and face-on to these rings [dihedral angles = 82.28 (10) and 78.81 (7)°]. The crystal packing is dominated by C—H⋯O contacts and π–π interactions [ring centroid distance = 3.6902 (12) Å].
Wisam Naji Atiyah Al-Mehana, Raied M. Shakir, Rosiyah Yahya, Siti Nadiah Abd Halim, and Edward R. T. Tiekink
International Union of Crystallography (IUCr)
The complete molecule in the title compound, C22H20N2O4, is generated by the application of an inversion centre. With the exception of the terminal acetylene groups [C—O—C—C = −78.02 (17)°], the remaining atoms constituting the molecule are essentially coplanar. The configuration around the C=N bond [1.282 (2) Å] is E. The formation of supramolecular chains mediated by C—H⋯O interactions, occurring between methylene H and methoxy O atoms, is the most notable feature of the crystal packing.
Raied Mustafa Shakir, Azhar Ariffin, and Seik Weng Ng
International Union of Crystallography (IUCr)
The title amine, C24H33NO3, has two substituted aromatic rings at either end of the –CH2NH– linkage [Caryl–CH2–NH–Caryl torsion angle = 77.4 (3)°]. The amino and hydroxy groups are hydrogen-bond donors to the carbonyl O atom of an adjacent molecule. These hydrogen bonds give rise to a chain that runs along the b axis. One of the tert-butyl groups is disordered over two positions with a site-occupation factor of 0.834 (6) for the major occupied site.
Raied Mustafa Shakir, Azhar Ariffin, and Seik Weng Ng
International Union of Crystallography (IUCr)
The title compound, a Schiff base, C24H31NO3, has a substituted aromatic ring at both ends of the azomethine linkage and these make a dihedral angle of 24.9 (1)°. There is an intramolecular hydrogen bond between the hydroxy group (donor) and the N atom of themazomethine linkage.