Synthesis, antidiabetic, antioxidant and anti-inflammatory activities of novel hydroxytriazenes based on sulpha drugs

被引:23
作者
Dayma, Varsha [1 ]
Chopra, Jaishri [1 ]
Sharma, Poonam [1 ]
Dwivedi, Aparna [2 ]
Tripathi, Indra P. [2 ]
Bhargava, Amit [3 ]
Murugesan, Vanangamudi [4 ]
Goswami, Ajay K. [1 ]
Baroliya, Prabhat K. [1 ]
机构
[1] Mohanlal Sukhadia Univ, Dept Chem, Udaipur, Rajasthan, India
[2] Mahatma Gandhi Gramoday Chitrakoot Vishwvidhyalay, Dept Environm Sci, Chitrakoot, India
[3] Bhupal Noble Inst Pharmaceut Sci, Dept Pharmacol & Toxicol Studies, Udaipur, Rajasthan, India
[4] Sree Vidyanikethan Coll Pharm, Dept Med & Pharmaceut Chem, Tirupati, India
关键词
Organic chemistry; Pharmaceutical chemistry; Hydroxytriazenes; Sulpha drug; Antidiabetic activity; Anti-inflammatory; Antioxidant; Molecular docking; MECHANISM; RISK;
D O I
10.1016/j.heliyon.2020.e04787
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
The present study is aimed to investigate the anti-inflammatory, antioxidant and antidiabetic activities of three series of hydroxytriazenes based on sulfa drugs viz; Sulphathiazole (ST), Sulfisoxazole (SF) and Sulphamethoxazole (SM). Antidiabetic activities of the synthesized hydroxytriazenes were investigated by alpha-glucosidase and alpha-amylase inhibition method and IC50 values were recorded. The compounds presented significant alpha-glucosidase and alpha-amylase inhibition effect with IC50 values ranging from 122 to 341 mu g/mL. Anti-inflammatory activity was also investigated by carrageenan-induced paw edema (CPE) method, where % inhibition was up to 89% after 4 h of treatment and antioxidant properties of the similar compounds were assessed by DPPH and ABTS radical scavenging assays. Antioxidant capacity of all the hydroxytriazenes detected by ABTS assay, was significantly higher as compared to DPPH assay. The hydroxytriazenes having highest antioxidant capacity presented IC50 values for compound ST-1 and ST-6 are 488 mu g/mL for DPPH, 54.12 mu g/mL for ABTS and 858.5 mu g/mL for DPPH, 48.0 mu g/mL for ABTS, respectively. These results suggested that ABTS assay may be more useful than DPPH assay for synthetic antioxidants. The findings from the molecular docking experiments may also expand the formation of new potent sulpha drugs based hydroxytriazenes targeting towards the subunit of C-terminal of human maltaseglucoamylase for the treatment of diabetes metabolic disorder. Overall, highlight the multifunctional role of hydroxytriazenes as antidiabetic, antioxidant and anti-inflammatory agents.
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页数:10
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共 53 条
[11]  
Chauhan LS, 2007, ASIAN J CHEM, V19, P4684
[12]  
Chauhan L.S., 2010, J GLOB PHRAM TECHN, V2, P107
[13]   Acarbose for prevention of type 2 diabetes mellitus: the STOPNIDDM randomised trial [J].
Chiasson, JL ;
Josse, RG ;
Gomis, R ;
Hanefeld, M ;
Karasik, A ;
Laakso, M .
LANCET, 2002, 359 (9323) :2072-2077
[14]   Pharmacologic therapy for type 2 diabetes mellitus [J].
DeFronzo, RA .
ANNALS OF INTERNAL MEDICINE, 2000, 133 (01) :73-74
[15]   α-Glucosidase inhibitors and their use in clinical practice [J].
Derosa, Giuseppe ;
Maffioli, Pamela .
ARCHIVES OF MEDICAL SCIENCE, 2012, 8 (05) :899-906
[16]   Targeting inflammation in the treatment of type 2 diabetes [J].
Donath, M. Y. .
DIABETES OBESITY & METABOLISM, 2013, 15 :193-196
[17]   The azo-group as a chelating group. Part III. Metallic derivatives of hydroxytrtazens. [J].
Elkins, M ;
Hunter, L .
JOURNAL OF THE CHEMICAL SOCIETY, 1938, :1346-1350
[18]   Antioxidant and Anti-Inflammatory Effects of Exercise in Diabetic Patients [J].
Golbidi, Saeid ;
Badran, Mohammad ;
Laher, Ismail .
EXPERIMENTAL DIABETES RESEARCH, 2012,
[19]   Antioxidants in the Treatment of Diabetes [J].
Golbidi, Saeid ;
Ebadi, S. Alireza ;
Laher, Ismail .
CURRENT DIABETES REVIEWS, 2011, 7 (02) :106-125
[20]  
Goswami A. K., 2012, Journal of Pharmacy Research, V5, P3661