Green synthesis, molecular docking and in vitro biological evaluation of novel hydrazones, pyrazoles, 1,2,4-triazoles and 1,3,4-oxadiazoles

被引:0
作者
Younis, Ahmed [1 ]
Kassem, Asmaa F. [2 ]
Aboulthana, Wael M. [3 ]
Sediek, Ashraf A. [4 ]
机构
[1] Natl Res Ctr, Chem Ind Res Inst, Green Chem Dept, Giza, Egypt
[2] Natl Res Ctr, Pharmaceut & Drug Ind Res Inst, Chem Nat & Microbial Prod Dept, Giza, Egypt
[3] Natl Res Ctr, Biotechnol Res Inst, Biochem Dept, Giza, Egypt
[4] Natl Res Ctr, Chem Ind Res Inst, Giza, Egypt
关键词
Green chemistry; pyrazole; hydrazone and bishydrazone; DERIVATIVES; DESIGN;
D O I
10.1080/00397911.2024.2417362
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ultrasonic waves were used for synthesis of novel hydrazones, bishydrazones, pyrazoles, 1,2,4-triazole and 1,3,4-oxadiazole. The structural formulae of the synthesized compounds were elucidated in terms of elemental and spectroscopic analyses. All synthesized compounds were estimated by testing total antioxidant capacity, iron-reducing power, the scavenging activity against ABTS and DPPH radicals in addition to testing anti-diabetic, anti-Alzheimer and anti-arthritic activities. All compounds displayed good to potent bioactivity. Compounds 6, 10 exhibit the highest antioxidant and free radicals scavenging activities. Furthermore, compounds 6, 10 demonstrate the strongest inhibition of alpha-amylase and alpha-glucosidase. Compound 12 exhibit strongest acetylcholinesterase inhibition among prepared compounds. However, compounds 18a,b, 19 show a significantly higher inhibition percentage for protein denaturation and proteinase. The most bioactive prepared compounds 6, 10 and 12 were investigated toward docking methodology against appropriate protein.
引用
收藏
页码:1984 / 2002
页数:19
相关论文
共 22 条
[11]   Lipase Catalyzed Synthesis of Enantiopure Precursors and Derivatives for β-Blockers Practolol, Pindolol and Carteolol [J].
Gundersen, Morten Andre ;
Austli, Guro Buaas ;
Lovland, Sigrid Slogedal ;
Hansen, Mari Bergan ;
Rodseth, Mari ;
Jacobsen, Elisabeth Egholm .
CATALYSTS, 2021, 11 (04)
[12]   Design, Synthesis, DFT Studiesand Anticancer Activity of Novel Metal Complexes Containing 1,3,5-triazino[1,2-a]benzimidazole Moiety Using Microwave as an Approach for Green Chemistry [J].
Hassan, Ali M. ;
Heakal, Bassem H. ;
Khamis, Hamdy ;
Abd El-Younis, Ahmed ;
Marzouk, Emad ;
Abdelmoaz, Miral A. ;
Younis, Ahmed .
EGYPTIAN JOURNAL OF CHEMISTRY, 2021, 64 (01) :323-340
[13]   Exploring novel derivatives of isatin-based Schiff bases as multi-target agents: design, synthesis, in vitro biological evaluation, and in silico ADMET analysis with molecular modeling simulations [J].
Hassan, Ashraf S. ;
Morsy, Nesrin M. ;
Aboulthana, Wael M. ;
Ragab, Ahmed .
RSC ADVANCES, 2023, 13 (14) :9281-9303
[14]   In vitro enzymatic evaluation of some pyrazolo[1,5-a]pyrimidine derivatives: Design, synthesis, antioxidant, anti-diabetic, anti-Alzheimer, and anti-arthritic activities with molecular modeling simulation [J].
Hassan, Ashraf S. ;
Morsy, Nesrin M. ;
Aboulthana, Wael M. ;
Ragab, Ahmed .
DRUG DEVELOPMENT RESEARCH, 2023, 84 (01) :3-24
[15]   Pyridine-based glycosides bearing 1,2,4-triazole and their 1,3,4-oxadiazole analogues as potential EGFR and CDK-2 inhibitors: Design, synthesis, antiproliferative activity and in silico studies [J].
Kassem, Asmaa F. ;
Younis, Ahmed ;
Nossier, Eman S. ;
Awad, Hanem M. ;
El-Sayed, Wael A. .
JOURNAL OF MOLECULAR STRUCTURE, 2024, 1313
[16]   Mechanochemical synthesis and structure analysis of binary cocrystals of extended bis-pyridyl spacers with resorcinol and orcinol [J].
Kubendiran, Banu ;
Pramanik, Goutam ;
Kumar, Mukesh ;
De, Puran Kumar ;
Kole, Goutam Kumar .
JOURNAL OF MOLECULAR STRUCTURE, 2023, 1274
[17]   Explore new quinoxaline pharmacophore tethered sulfonamide fragments as in vitro α-glucosidase, α-amylase, and acetylcholinesterase inhibitors with ADMET and molecular modeling simulation [J].
Ragab, Ahmed ;
Salem, Mohamed A. ;
Ammar, Yousry A. ;
Aboulthana, Wael M. ;
Helal, Mohamed H. ;
Abusaif, Moustafa S. .
DRUG DEVELOPMENT RESEARCH, 2024, 85 (04)
[18]   Composition, antioxidant, antimicrobial and enzyme inhibition activities of two Origanum vulgare subspecies (subsp vulgare and subsp hirtum) essential oils [J].
Sarikurkcu, Cengiz ;
Zengin, Gokhan ;
Oskay, Mustafa ;
Uysal, Sengul ;
Ceylan, Ramazan ;
Aktumsek, Abdurrahman .
INDUSTRIAL CROPS AND PRODUCTS, 2015, 70 :178-184
[19]  
skit A., 1998, BENORILATE J FAC PHA, V27, P115, DOI [10.1501/Eczfak0000000327, DOI 10.1501/ECZFAK0000000327]
[20]   Pyridine-mediated efficient synthesis of (benzo)thiazoles-containing amides via the acylation of 2-amino(benzo)thiazoles under ultrasonic irradiation [J].
Xie, Zengyang ;
Yu, Chuan-Ang ;
Xie, Luying ;
Tang, Jingjie ;
Liu, Jiayu ;
Shi, Shangyu .
JOURNAL OF MOLECULAR STRUCTURE, 2024, 1309