1,2,4-Triazole and 1,3,4-oxadiazole analogues: Synthesis, MO studies, in silico molecular docking studies, antimalarial as DHFR inhibitor and antimicrobial activities

Thakkar, Sampark S.; Thakor, Parth; Doshi, Hiren; Ray, Avik

doi:10.1016/j.bmc.2017.05.054

Cited by 104 publications

(56 citation statements)

References 32 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Therefore, it is critical to know how the scaffold works on neurodegenerative diseases such as Alzheimer. In addition, the 1,2,4‐triazole scaffolded compounds have antimalarial activity as known in literature . From this point of view, it is said that these various effects mentioned above make these compounds potentially important inhibitor candidates for GR enzyme.…”

Section: Introductionmentioning

confidence: 91%

Synthesis and glutathione reductase inhibitory properties of 5‐methyl‐2,4‐dihydro‐3H‐1,2,4‐triazol‐3‐one's aryl Schiff base derivatives

Balaydın

Özil

Şentürk

2018

Archiv der Pharmazie

View full text Add to dashboard Cite

Glutathione reductase (GR) is responsible for the existence of the reduced glutathione (GSH) molecule, a crucial antioxidant against oxidative stress reagents. The antimalarial activities of some redox active compounds are attributed to their inhibition of antioxidant flavoenzyme GR, and inhibitors are therefore expected to be useful for the treatment of malaria. In this work, a fast and effective synthesis and the GR inhibitory properties of 5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one's aryl Schiff base derivatives are reported. For this aim, the triazol nucleus was obtained, which was substituted with identical groups: ester, hydrazide, and Schiff base system at the N-2 and N-4 nitrogen atoms. The majority of the reactions were carried out by utilizing both microwave and conventional methods in order to compare their yields and reaction times. Beside this, the occuring E/Z geometrical isomers from the CN double bond and the cis/trans amide conformers at the CONH single bond were studied. In the biological activity section of this work, it was found that all synthesized compounds have better inhibitory activity than N,N-bis(2-chloroethyl)-N-nitrosourea against GR; especially, two molecules, 6e and 6f, are the best among them. The evidence indicates that these Schiff base derivatives, with triazole ring, are strong GR inhibitors and novel antimalaria candidates.

show abstract

Section: Introductionmentioning

confidence: 91%

Synthesis and glutathione reductase inhibitory properties of 5‐methyl‐2,4‐dihydro‐3H‐1,2,4‐triazol‐3‐one's aryl Schiff base derivatives

Balaydın

Özil

Şentürk

2018

Archiv der Pharmazie

View full text Add to dashboard Cite

show abstract

“…Thakkar et al synthesized analogues of 1,2,4‐triaozle and 1,3,4‐oxadiazole (Figure ) and screened them for antimalarial activity against P. falciparum strain. Pyrimethamine was used as the reference compound.…”

Section: Pharmacological Applications Of 124‐triazolementioning

confidence: 99%

Exploring recent developments on 1,2,4‐triazole: Synthesis and biological applications

Sathyanarayana

Poojary

2020

J Chinese Chemical Soc

View full text Add to dashboard Cite

Triazoles are nitrogen-bearing heterocycles. In the last few decades, researchers have focused on fused heterocycles, as they have better pharmacological effect compared to triazoles alone. Among the two isomers of triazole, this article aims to explore the work carried out on 1,2,4-triazole and N-bridged heterocycles derived from 1,2,4-triazole in last 18 years, highlight different synthetic pathways, and present a brief summary of the different biological activities possessed by 1,2,4-triazole derivatives. The information collected in this article is expected to help researchers to discover novel therapeutic agents for better applications in the field of pharmaceutical science. K E Y W O R D Sbio-organic chemistry, medicinal chemistry, organic chemistry

show abstract

“…The thiol interacts with Asp54, whilst being supported by additional π interactions between the triazole and active site. The two para-chlorophenyl groups extend into different regions of the active site to form various hydrophobic interactions [30]. Bhat et al reported a series of 4-aminoquinoline-triazine bifunctional hybrids that showed moderate activity against chloroquine-sensitive (3D-7) and chloroquine-resistant (RKL-2) Pf.…”

Section: Dihydrofolate Reductase -A Resistant Enzyme Made Sensitivementioning

confidence: 99%

Driving antimalarial design through understanding of target mechanism

Calic

Mansouri

Scammells

et al. 2020

Biochemical Society Transactions

View full text Add to dashboard Cite

Malaria continues to be a global health threat, affecting approximately 219 million people in 2018 alone. The recurrent development of resistance to existing antimalarials means that the design of new drug candidates must be carefully considered. Understanding of drug target mechanism can dramatically accelerate early-stage target-based development of novel antimalarials and allows for structural modifications even during late-stage preclinical development. Here, we have provided an overview of three promising antimalarial molecular targets, PfDHFR, PfDHODH and PfA-M1, and their associated inhibitors which demonstrate how mechanism can inform drug design and be effectively utilised to generate compounds with potent inhibitory activity.

show abstract

1,2,4-Triazole and 1,3,4-oxadiazole analogues: Synthesis, MO studies, in silico molecular docking studies, antimalarial as DHFR inhibitor and antimicrobial activities

Cited by 104 publications

References 32 publications

Synthesis and glutathione reductase inhibitory properties of 5‐methyl‐2,4‐dihydro‐3H‐1,2,4‐triazol‐3‐one's aryl Schiff base derivatives

Synthesis and glutathione reductase inhibitory properties of 5‐methyl‐2,4‐dihydro‐3H‐1,2,4‐triazol‐3‐one's aryl Schiff base derivatives

Exploring recent developments on 1,2,4‐triazole: Synthesis and biological applications

Driving antimalarial design through understanding of target mechanism

Contact Info

Product

Resources

About