Biphenyl-3-oxo-1,2,4-triazine linked piperazine derivatives as potential cholinesterase inhibitors with anti-oxidant property to improve the learning and memory

Tripathi, Prem Prakash; Srivastava, Pavan; Sharma, Piyoosh; Tripathi, Manish K.; Seth, Ankit; Tripathi, Avanish; Nand, Sachchida; Singh, Surya Pratap; Shrivastava, Sushant K.

doi:10.1016/j.bioorg.2018.12.017

Cited by 139 publications

(58 citation statements)

References 59 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Structural Motif (26)(27)(28)(29)(30)(31)(32) Step 1: Starting dichlorotriazinyl benzene sulfonamide (1 mmol) was dissolved in 10 mL of DMF. One mmol of solid anhydrous potassium carbonate was added in small portions, and the mixture was stirred for 10 min.…”

Section: General Methods For Synthesis Of Trisubstituted Derivatives Omentioning

confidence: 99%

“…Gonzalez et al proved the antioxidant activity of their 1,3,5-triazine bridged small molecules ( Figure 1a) [3]. 5,6-Diphenyl-3-oxo-1,2,4-triazine linked piperazine analogues ( Figure 1b) [26] or arylidene hydrazine derivatives of substituted 1,2,4-triazine scaffolds also exhibited attractive radical scavenging effects ( Figure 1c) [27]. Substituted triazene benzene sulfonamides (Figure 1d), synthesized by Akocak et al, also showed significant antioxidative activity [28].…”

Section: Introductionmentioning

confidence: 98%

“…In this paper, a series of 2,4,6-trichloro-1,3,5-triazine analogues, incorporating aminobenzene sulfonamide, aminoalcohol, piperazine, chalcone, or stilbene structural motifs, were evaluated as potential antioxidants. [3]; (b) biphenyl-3-oxo-1,2,4-triazine linked piperazines [26]; (c) arylidene hydrazine derivatives of substituted 1,2,4-triazine [27]; (d) substituted aminobenzene sulfonamides [28]; (e) chalcone derivative [29]; (f) resveratrol [4]; (g) trolox [4]; (h) ascorbic acid [4].…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Antioxidative Activity of 1,3,5-Triazine Analogues Incorporating Aminobenzene Sulfonamide, Aminoalcohol/Phenol, Piperazine, Chalcone, or Stilbene Motifs

et al. 2020

View full text Add to dashboard Cite

A series of 1,3,5-triazine analogues, incorporating aminobenzene sulfonamide, aminoalcohol/phenol, piperazine, chalcone, or stilbene structural motifs, were evaluated as potential antioxidants. The compounds were prepared by using step-by-step nucleophilic substitution of chlorine atoms in starting 2,4,6-trichloro-1,3,5-triazine. Reactions were catalyzed by Cu(I)-supported on a weakly acidic resin. The radical scavenging activity was determined in terms of %inhibition activity and EC50, using the ABTS method. Trolox and ascorbic acid (ASA) were used as standards. In the lowest concentration 1 × 10−4 M, the %inhibition activity values at 0 min were comparable with both standards at least for 10 compounds. After 60 min, compounds 5, 6, 13, and 25 showed nearly twice %inhibition (73.44–87.09%) in comparison with the standards (Trolox = 41.49%; ASA = 31.07%). Values of EC50 at 60 min (17.16–27.78 μM) were 5 times lower for compounds 5, 6, 13, and 25 than EC50 of both standards (trolox = 178.33 μM; ASA = 147.47 μM). Values of EC50 correlated with %inhibition activity. Based on these results, the presented 1,3,5-triazine analogues have a high potential in the treatment of illnesses caused or related to oxidative stress.

show abstract

Section: General Methods For Synthesis Of Trisubstituted Derivatives Omentioning

confidence: 99%

Section: Introductionmentioning

confidence: 98%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Antioxidative Activity of 1,3,5-Triazine Analogues Incorporating Aminobenzene Sulfonamide, Aminoalcohol/Phenol, Piperazine, Chalcone, or Stilbene Motifs

et al. 2020

View full text Add to dashboard Cite

show abstract

“…Gonzalez et al proved the antioxidant activity of their 1,3,5-triazine bridged small molecules ( Figure 1a) [3]. 5,6-Diphenyl-3-oxo-1,2,4-triazine linked piperazine derivatives ( Figure 1b) [10] or arylidene hydrazine derivatives of substituted 1,2,4-triazine scaffolds also exhibit attractive radical scavenging effects ( Figure 1c) [11]. Substituted triazene benzenesulfonamides (Figure 1d), synthesized by Akocak et al, also showed significant antioxidative activity [12].…”

Section: Introductionmentioning

confidence: 98%

“…Examples of diversity of antioxidants with high activity: (a) 1,3,5-triazine bridged small molecules [3]; (b) biphenyl-3-oxo-1,2,4-triazine linked piperazine derivatives [10]; (c) arylidene hydrazine derivatives of substituted 1,2,4-triazine [11]; (d) substituted aminobenzenesulfonamides [12]; (e) chalcone derivatives [13]; (f) stilbene derivatives (resveratrol) [4].…”

Section: Introductionmentioning

confidence: 99%

New 1,3,5-Triazine Derivatives Incorporating Aminobenzenesulfonamide, Aminoalcohol, Piperazine, Chalcone or Stilbene Structural Motifs and Evaluation of Their Antioxidative Activity

Havránková

Čalkovská

Padrtova

et al. 2019

The 23rd International Electronic Conference on Synthetic Organic Chemistry

View full text Add to dashboard Cite

A series of 1,3,5-triazine derivatives, incorporating aminobenzenesulfonamide, aminoalcohol/phenol, piperazine, chalcone, or stilbene structural motifs, were evaluated as potential antioxidants. The compounds were prepared by using step by step nucleophilic substitution of chlorine atoms in starting 2,4,6-trichloro-1,3,5-triazine. Reactions were catalyzed by Cu(I)-supported on a weakly acidic resin. The radical scavenging activity was determined in terms of %inhibition activity and IC50, using the ABTS method. Trolox and ascorbic acid (ASA) were used as standards. In the lowest used concentration 1 × 10 −4 M, the %inhibition activity at time 0 min was comparable with both standards at least for 10 compounds. After 60 min compounds 1, 2, 9 and 25 showed nearly twice %inhibition (73.44-87.09%) in comparison with standards (Trolox = 41.49%; ASA = 31.07%). Values of IC50 correlated with %inhibition activity . For compounds 1, 2, 9 and 25 values of IC50 in time 60 min (17.16-27.78 μM) were 5 times lower than IC50 of both standards (Trolox = 178.33 μM; ASA = 147.47 μM). Based on these results, the presented 1,3,5-triazine derivatives and their analogs have a high potential in the treatment of illnesses caused or related to oxidative stress.

show abstract

Potential of triazines in Alzheimer's disease: A versatile privileged scaffold

Gharat

Prabhu

Khambete

2022

Archiv der Pharmazie

View full text Add to dashboard Cite

Triazines are six-membered privileged scaffolds that have been explored in drug discovery programs owing to their stability in biological media and robust reactivity.Their unique chemical properties have led to the exploration of the triazinecontaining molecules for multifaceted disorders like Alzheimer's disease (AD). The pathology of AD involves the interplay of multiple biochemical events such as amyloid beta-aggregation, formation of reactive oxygen species, cholinergic degradation, and metal ion dysregulation. The growing incidence of AD, coupled with the limited availability of efficacious medicines, necessitates the identification of newer therapeutic approaches. Privileged scaffolds like triazines with the potential for multiple biological effects offer excellent alternatives to the treatment of multifactorial AD. The present review describes numerous triazine-containing molecules capable of modulating single as well as multiple pathological factors involved in AD.The analysis of structural features of these molecules can provide useful insights for developing newer therapies.

show abstract

Biphenyl-3-oxo-1,2,4-triazine linked piperazine derivatives as potential cholinesterase inhibitors with anti-oxidant property to improve the learning and memory

Cited by 139 publications

References 59 publications

Antioxidative Activity of 1,3,5-Triazine Analogues Incorporating Aminobenzene Sulfonamide, Aminoalcohol/Phenol, Piperazine, Chalcone, or Stilbene Motifs

Antioxidative Activity of 1,3,5-Triazine Analogues Incorporating Aminobenzene Sulfonamide, Aminoalcohol/Phenol, Piperazine, Chalcone, or Stilbene Motifs

New 1,3,5-Triazine Derivatives Incorporating Aminobenzenesulfonamide, Aminoalcohol, Piperazine, Chalcone or Stilbene Structural Motifs and Evaluation of Their Antioxidative Activity

Potential of triazines in Alzheimer's disease: A versatile privileged scaffold

Contact Info

Product

Resources

About