Hydroxytriazenes incorporating sulphonamide derivatives: evaluation of antidiabetic, antioxidant, anti-inflammatory activities, and computational study

被引:5
|
作者
Chauhan, Laxmi K. [1 ]
Chopra, Jaishri [1 ]
Vanangamudi, Murugesan [2 ,3 ]
Tripathi, Indra P. [4 ]
Bhargava, Amit [5 ]
Goswami, Ajay K. [1 ]
Baroliya, Prabhat K. [1 ]
机构
[1] Mohanlal Sukhadia Univ, Dept Chem, Udaipur, Rajasthan, India
[2] Sree Vidyanikethan Coll Pharm, Dept Med & Pharmaceut Chem, Tirupati, India
[3] Amity Univ Madhya Pradesh AUMP, Amity Inst Pharm AIP, Gwalior, India
[4] Mahatma Gandhi Gramoday Chitrakoot Vishwavidyalay, Dept Environm Sci, Chitrakoot, Satna, India
[5] Bhupal Noble Inst Pharmaceut Sci, Dept Pharmacol & Toxicol Studies, Udaipur, Rajasthan, India
关键词
Hydroxytriazenes; Antidiabetic; Antioxidant; Anti-inflammatory; Molecular docking; BIOLOGICAL EVALUATION; INFLAMMATION; DYSFUNCTION; PREDICTION;
D O I
10.1007/s11030-022-10420-w
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The existent investigation deals with synthesis, characterization, computational analysis, and biological activities of some hydroxytriazene derivatives containing sulphonamide moiety. The compounds were screened for antidiabetic, antioxidant, and anti-inflammatory activities. The antidiabetic activity was assessed using alpha-glucosidase and alpha-amylase inhibition assays with IC50 values ranging from 32.0 to 759.13 mu g/mL and 157.77 to 340.47 mu g/mL while standard drug acarbose showed IC50 values 12.21 and 69.74 mu g/mL, respectively. The antioxidant activity was evaluated using DPPH and ABTS radical scavenging assays with IC 50 value ranging from 54.01 to 912.66 mu g/mL and 33.22 to 128.11 mu g/mL, and standard drug ascorbic acid showed IC50 values 29.12 mu g/mL and 69.13 mu g/mL, respectively. Anti-inflammatory activity was investigated using the carrageenan-induced paw edema method, where percentage inhibition was up to 93.0 and 98.57 for 2 h and 4 h, respectively, and all the compounds were found to exhibit excellent anti-inflammatory activity. Moreover, prediction of activity spectra for substance and molecular docking were also performed. The PASS prediction hypothesized the potential of the compounds for anti-inflammatory activity, and docking results suggested the best binding pose for compounds lb and 2b with the least energy value from which compounds can be considered as potent COX-2 inhibitors. Furthermore, possible interactions between hydroxytriazene analogues and the targets of antioxidant NADPH oxidase and antidiabetic human maltase-glucoamylase enzyme have been identified. The HOMO and LUMO analysis revealed charge transfer within the compounds. These findings suggested that the synthesized compounds can be potential agents for the treatment of diabetes and inflammation. [GRAPHICS] .
引用
收藏
页码:223 / 237
页数:15
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