Synthesis, biological screening, and in silico physicochemical analysis of novel 1,2,3-triazolyl oleate esters

Synthesis, biological screening, and in silico physicochemical analysis of novel 1,2,3-triazolyl oleate esters

Herein, oleic acid was derivatized to 1,2,3-triazolyl oleate esters through propargylation followed by copper(I)-mediated azide-alkyne [3 + 2] cycloaddition, confirmed by IR, NMR and HRMS. All products exhibited similar antioxidant activity to oleic acid. The products demonstrated antibacterial acti...

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Bibliographic Details
Main Authors: Hilna Diana Sahaya, Bayu Ardiansah, Sumi Hudiyono, Erwahyuni Endang Prabandari, Titin Ariyani, Tuti Wukirsari, Hiroki Tanimoto, Antonius Herry Cahyana
Format: Article
Language:English
Published: Elsevier 2024-12-01
Series:Case Studies in Chemical and Environmental Engineering
Subjects:
Oleic acid
1,2,3-Triazole
Hybrid compound
Biological screening
Online Access:http://www.sciencedirect.com/science/article/pii/S2666016424004080
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Summary:Herein, oleic acid was derivatized to 1,2,3-triazolyl oleate esters through propargylation followed by copper(I)-mediated azide-alkyne [3 + 2] cycloaddition, confirmed by IR, NMR and HRMS. All products exhibited similar antioxidant activity to oleic acid. The products demonstrated antibacterial activity at 10 mg/mL. Compound 4d was identified as the most potent cytotoxic agent, showing 34.31 % inhibition at 200 μM against the MCF-7. Additionally, 4d displayed 15.85 % inhibition of shikimate kinase at 0.5 mg/mL. Thus, these modified compounds exhibit better activity compared to oleic acid, making this series a promising candidate for drug discovery and development.
ISSN:2666-0164

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