TY - JOUR
T1 - Synthesis, biological screening, and in silico physicochemical analysis of novel 1,2,3-triazolyl oleate esters
AU - Sahaya, Hilna Diana
AU - Ardiansah, Bayu
AU - Hudiyono, Sumi
AU - Prabandari, Erwahyuni Endang
AU - Ariyani, Titin
AU - Wukirsari, Tuti
AU - Tanimoto, Hiroki
AU - Cahyana, Antonius Herry
N1 - Publisher Copyright:
© 2024 The Authors
PY - 2024/12
Y1 - 2024/12
N2 - 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.
AB - 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.
KW - 1,2,3-Triazole
KW - Biological screening
KW - Hybrid compound
KW - Oleic acid
UR - http://www.scopus.com/inward/record.url?scp=85208582959&partnerID=8YFLogxK
U2 - 10.1016/j.cscee.2024.101014
DO - 10.1016/j.cscee.2024.101014
M3 - Article
AN - SCOPUS:85208582959
SN - 2666-0164
VL - 10
JO - Case Studies in Chemical and Environmental Engineering
JF - Case Studies in Chemical and Environmental Engineering
M1 - 101014
ER -