Synthesis, Characterization, and Pharmacokinetic Studies of Novel HydroquinoneBased 1,2,3-Triazole/Amide Derivatives as Anticancer and Antibacterial Agents

In the present study, new hydroquinone-based 1,2,3-triazole/amide analogues have been prepared and tested for anticancer and antibacterial potential. The structures of final derivatives were established using various analytical techniques. Compound 8, containing para-bromo-1,2,3-triazole nucleus, showed promising cytotoxicity with IC50 of 0.92, 1.72, and 3.56 μM towards MCF-7, HepG2 and SKOV3 cells, respectively, comparable to standard drug doxorubicin. A chloro-bearing hydroquinone derivative (6) exhibited the highest antibacterial potential against S. aureus (MIC 25 μg/mL) and E.coli (MIC 50 μg/mL), which were equipotent to amoxicillin. In terms of in silico ADME properties, all the derivatives followed Lipinski’s rule with zero violations, were flexible and lipophilic, exhibited high gastrointestinal absorption, and could not permeate the blood-brain barrier. In conclusion, these compounds possess good anticancer and antibacterial potential.

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Publication Details

Journal
Russian Journal of Organic Chemistry
Published
2024-12-01
DOI
https://doi.org/10.1134/s1070428024130086
Citations
2
Primary Topic
Synthesis and biological activity
Type
article
Field-Weighted Citation Impact
0.50
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article

Synthesis, Characterization, and Pharmacokinetic Studies of Novel HydroquinoneBased 1,2,3-Triazole/Amide Derivatives as Anticancer and Antibacterial Agents

Syed Nazreen
2 citations
Russian Journal of Organic Chemistry
Synthesis and biological activity
0.50
article

Synthesis, Characterization, and Pharmacokinetic Studies of Novel HydroquinoneBased 1,2,3-Triazole/Amide Derivatives as Anticancer and Antibacterial Agents

Syed Nazreen
article en
2 citations

Abstract

In the present study, new hydroquinone-based 1,2,3-triazole/amide analogues have been prepared and tested for anticancer and antibacterial potential. The structures of final derivatives were established using various analytical techniques. Compound 8, containing para-bromo-1,2,3-triazole nucleus, showed promising cytotoxicity with IC50 of 0.92, 1.72, and 3.56 μM towards MCF-7, HepG2 and SKOV3 cells, respectively, comparable to standard drug doxorubicin. A chloro-bearing hydroquinone derivative (6) exhibited the highest antibacterial potential against S. aureus (MIC 25 μg/mL) and E.coli (MIC 50 μg/mL), which were equipotent to amoxicillin. In terms of in silico ADME properties, all the derivatives followed Lipinski’s rule with zero violations, were flexible and lipophilic, exhibited high gastrointestinal absorption, and could not permeate the blood-brain barrier. In conclusion, these compounds possess good anticancer and antibacterial potential.

Russian Journal of Organic ChemistryVol. 60(S1)
Al Baha University (SA)
Openalex Percentile: Top 37%
Synthesis and biological activity
0.50
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