Synthesis of novel derivatives of 4-methylbenzimidazole and evaluation of their biological activities

Taha, Muhammad; Ismail, Nor Hadiani; Jamil, Waqas; Rashwan, Hesham Mohamed Ezzeldin; Kashif, Syed Muhammad; Sain, Amyra Amat; Adenan, Mohd Ilham; Anouar, El Hassane; Ali, Muhammad; Rahim, Fazal; Khan, Khalid Mohammed

doi:10.1016/j.ejmech.2014.07.078

Cited by 69 publications

(30 citation statements)

References 36 publications

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“…In recent past, we have reported several new classes of synthetic and natural products as antiglycating agents (Khan et al, 2009(Khan et al, , 2011a(Khan et al, , b, 2012a(Khan et al, , b, 2013aTaha et al, 2014). Considering previous reports on the hypoglycemic activities of benzothiazoles (Khan et al, 2011a, b), we envisaged that due to structure similarities of phenyl thiazoles with benzothiazoles might stimulate their hypoglycemic activities.…”

Section: Introductionmentioning

confidence: 87%

“…Antiglycation compounds may serve as practical lead compounds for the progress of new antidiabetic drugs that will probably not only reduce the glycation process but also help to eliminate glycation-induced oxidative stress (Taha et al, 2014). As described earlier that the current study was carried out due to close structural resemblance of phenyl thiazole with benzothiazole which were found to be antiglycating agents, we synthesized a library of phenyl thiazole hydrazones (1-21) and evaluated their antiglycation potential.…”

Section: Antiglycation Activitymentioning

confidence: 99%

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Synthesis of phenyl thiazole hydrazones and their activity against glycation of proteins

et al. 2015

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Phenyl thiazole hydrazone derivatives 1-21 have been synthesized and screened for their in vitro antiglycation activity. Hydrazones 1-21 displayed assorted antiglycation activities having IC 50 values in the range of 187.61 ± 1.12-886.98 ± 5.29 lM as compared to standard rutin (IC 50 = 269.07 ± 3.79 lM). Compounds 5 (IC 50 = 187.61 ± 1.12 lM), 3 (IC 50 = 191.92 ± 3.08 lM), 4 (IC 50 = 193.77 ± 3.06 lM), 6 (IC 50 = 217.90 ± 2.48 lM), 15 (IC 50 = 221.98 ± 2.34 lM), 2 (IC 50 = 226.59 ± 1.19 lM), 21 (IC 50 = 229.67 ± 1.95 lM), 18 (IC 50 = 231.09 ± 0.38 lM), 12 (IC 50 = 242.94 ± 2.05 lM), and 1 (IC 50 = 264.22 ± 5.60 lM), respectively, showed excellent antiglycation activities superior to standard rutin. Compound 17 (IC 50 = 269.94 ± 1.11 lM) demonstrated a comparable activity to the standard. Compounds 7, 8, 9, 10, 11, 13, 14, and 16 exhibited weaker activities than standard. However, compounds 19 and 20 showed no activity. When evaluated for cytotoxicity against rat fibroblast cell line (3T3 cell line), all compounds were found to be non-toxic in cellular model.

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Section: Introductionmentioning

confidence: 87%

Section: Antiglycation Activitymentioning

confidence: 99%

Synthesis of phenyl thiazole hydrazones and their activity against glycation of proteins

et al. 2015

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“…The (E)-4-((6-chloro-2-oxoindolin-3-ylidene)methyl)benzohydrazide was treated with different acetophenones and aryl aldehydes in the presence of acetic acid to give desired products (5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20)(21)(22)(23)(24) Scheme-2.…”

Section: Scheme-1mentioning

confidence: 99%

“…Benzohydrazones were recently reported to possess diuretic [19], antioxidant [20][21][22][23], antiglycation [24][25][26] α-glucosidase [27] and antileishmanial [28] activities.…”

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confidence: 99%

Synthesis of novel derivatives of oxindole, their urease inhibition and molecular docking studies

Taha

Ismail

Khan

et al. 2015

Bioorganic & Medicinal Chemistry Letters

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“…Applications of benzohydrazones are reported in medicinal and analytical chemistry (Cimerman et al, 2000;Taha et al, 2014;Tarafder et al, 2002). Benzohydrazones having heterocyclic rings were reported to have antiglycation, anticonvulsant, Phosphodiesterase-1 inhibitors, antiproliferative, antifungal and anti-HIV activities (Kabak et al, 1999;Ku¨c¸u¨kgu¨zel et al, 2004;Khan et al, 2014a;Jamil et al, 2015;Pandeya et al, 1999).…”

Section: Introductionmentioning

confidence: 99%

Synthesis of 3,4,5-trihydroxybenzohydrazone and evaluation of their urease inhibition potential

Taha

Khan

Arshad

et al. 2019

Arabian Journal of Chemistry

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In the continuation of our work to synthesize enzyme inhibitors, we synthesized 3,4,5-tri hydroxybenzohydrazones (1-19) from 3,4,5-trihydroxybenzohydrazide, which were obtained from methyl 3,4,5-trihydroxybenzoate by refluxing with hydrazine hydrate. All the synthesized compounds were characterized by different spectroscopic methods. The synthesized compounds were evaluated for urease inhibition and showed excellent results, close to the standards thiourea. The kinetic studies on the five most active compounds 6, 10, 14, 16 and 18 were carried out to determine their mode of inhibition and dissociation constant K i . The compounds 6 and 16 were found to be competitive inhibitors with K i values 19.1 and 10.53 lM, respectively, while the compounds 10, 14 and 18 were found to be mixed-type of inhibitors with K i values in the range of 18.4-21.7 lM. ª 2015 The Authors. Production and hosting by Elsevier B.V. on behalf of King Saud University. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).

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Synthesis of novel derivatives of 4-methylbenzimidazole and evaluation of their biological activities

Cited by 69 publications

References 36 publications

Synthesis of phenyl thiazole hydrazones and their activity against glycation of proteins

Synthesis of phenyl thiazole hydrazones and their activity against glycation of proteins

Synthesis of novel derivatives of oxindole, their urease inhibition and molecular docking studies

Synthesis of 3,4,5-trihydroxybenzohydrazone and evaluation of their urease inhibition potential

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