دورية أكاديمية
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Rhodanine-3-acetamide derivatives as aldose and aldehyde reductase inhibitors to treat diabetic complications: synthesis, biological evaluation, molecular docking and simulation studies.

التفاصيل البيبلوغرافية
العنوان: Rhodanine-3-acetamide derivatives as aldose and aldehyde reductase inhibitors to treat diabetic complications: synthesis, biological evaluation, molecular docking and simulation studies.
المؤلفون: Bacha MM; Department of Pharmaceutical Chemistry, RIPHAH Institute of Pharmaceutical Sciences G-7/4, Islamabad, Pakistan., Nadeem H; Department of Pharmaceutical Chemistry, RIPHAH Institute of Pharmaceutical Sciences G-7/4, Islamabad, Pakistan. humaira.nadeem@riphah.edu.pk., Zaib S; Department of Biochemistry, Faculty of Life Sciences, University of Central Punjab, Lahore, 54590, Pakistan., Sarwar S; Department of Pharmacognosy, RIPHAH Institute of Pharmaceutical Sciences G-7/4, Islamabad, Pakistan., Imran A; Centre for Advanced Drug Research, COMSATS University Islamabad, Abbottabad Campus, Abbottabad, 22060, Pakistan., Rahman SU; Centre for Advanced Drug Research, COMSATS University Islamabad, Abbottabad Campus, Abbottabad, 22060, Pakistan., Ali HS; Department of Chemistry & Manchester Institute of Biotechnology, The University of Manchester, 131 Princess Street, Manchester, M1 7DN, UK., Arif M; Department of Pharmaceutical Chemistry, RIPHAH Institute of Pharmaceutical Sciences G-7/4, Islamabad, Pakistan., Iqbal J; Centre for Advanced Drug Research, COMSATS University Islamabad, Abbottabad Campus, Abbottabad, 22060, Pakistan.
المصدر: BMC chemistry [BMC Chem] 2021 Apr 27; Vol. 15 (1), pp. 28. Date of Electronic Publication: 2021 Apr 27.
نوع المنشور: Journal Article
اللغة: English
بيانات الدورية: Publisher: Springer Nature Country of Publication: Switzerland NLM ID: 101741142 Publication Model: Electronic Cited Medium: Internet ISSN: 2661-801X (Electronic) Linking ISSN: 2661801X NLM ISO Abbreviation: BMC Chem Subsets: PubMed not MEDLINE
أسماء مطبوعة: Original Publication: Cham, Switzerland : Springer Nature, [2019]-
مستخلص: In diabetes, increased accumulation of sorbitol has been associated with diabetic complications through polyol pathway. Aldose reductase (AR) is one of the key factors involved in reduction of glucose to sorbitol, thereby its inhibition is important for the management of diabetic complications. In the present study, a series of seven 4-oxo-2-thioxo-1,3-thiazolidin-3-yl acetamide derivatives 3(a-g) were synthesized by the reaction of 5-(4-hydroxy-3-methoxybenzylidene)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl acetic acid (2a) and 5-(4-methoxybenzylidene)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl acetic acid (2b) with different amines. The synthesized compounds 3(a-g) were investigated for their in vitro aldehyde reductase (ALR1) and aldose reductase (ALR2) enzyme inhibitory potential. Compound 3c, 3d, 3e, and 3f showed ALR1 inhibition at lower micromolar concentration whereas all the compounds were more active than the standard inhibitor valproic acid. Most of the compounds were active against ALR2 but compound 3a and 3f showed higher inhibition than the standard drug sulindac. Overall, the most potent compound against aldose reductase was 3f with an inhibitory concentration of 0.12 ± 0.01 µM. In vitro results showed that vanillin derivatives exhibited better activity against both aldehyde reductase and aldose reductase. The molecular docking studies were carried out to investigate the binding affinities of synthesized derivatives with both ALR1 and ALR2. The binding site analysis of potent compounds revealed similar interactions as were found by cognate ligands within the active sites of enzymes.
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فهرسة مساهمة: Keywords: Acetamide derivatives; Aldehyde reductase; Aldose reductase inhibitors; Molecular docking; Rhodanine-3-acetic acid
تواريخ الأحداث: Date Created: 20210428 Latest Revision: 20210502
رمز التحديث: 20240628
مُعرف محوري في PubMed: PMC8080350
DOI: 10.1186/s13065-021-00756-z
PMID: 33906691
قاعدة البيانات: MEDLINE
الوصف
تدمد:2661-801X
DOI:10.1186/s13065-021-00756-z