A recyclable [DABCO][Imi]₂ deep eutectic solvent for multicomponent synthesis of 1,2-dihydropyridine-3-carbonitriles: in vitro antiproliferative and in silico molecular evaluation.
- 1Department of Organic Chemistry, Faculty of Chemistry, University of Science Ho Chi Minh City 700000 Vietnam [email protected].
- 2Vietnam National University Ho Chi Minh City 700000 Vietnam.
Abstract
This study reports the synthesis of a novel deep eutectic solvent (DES), [DABCO][Imi]₂, for the multicomponent synthesis of 2-oxo-4,6-disubstituted-1,2-dihydropyridine-3-carbonitrile derivatives. A novel DES was successfully synthesized and structurally characterized using ¹H NMR, ¹³C NMR, FT-IR spectroscopy, and thermogravimetric analysis (TGA). A series of 30 derivatives was synthesized in moderate isolated yields (up to 40%). The synthesized compounds were evaluated for their inhibitory activity against human melanoma A375 cancer cells. Among the synthesized compounds, (5cg) and (5ch) exhibited the highest antiproliferative activity against A375 cells, with IC₅₀ values of 17.44 ± 0.09 mM and 12.04 ± 0.12 mM, respectively. Molecular docking suggested that SIRT1 may serve as a potential molecular target for these compounds. Molecular docking and ADME prediction suggested that these compounds possess acceptable drug-like properties and may serve as suitable starting points for further structural optimization.
Related
- Novel recyclable tridentate Schiff base Cr species based on Fe3O4 magnetic nanocatalyst for efficient multicomponent synthesis of mono and bis dihydro-benzoimidazopyrimidines
- Evaluation of novel 1,4-dihydropyridine spirooxindole as antitumor, anti-inflammatory, and antioxidant agents
- Brominated 1,4-dihydropyridine derivatives as potential insecticides against the cotton aphid (Aphis gossypii): synthesis, characterization, biological evaluation, and molecular docking studies.
- Benzothiazole–Triazole–Indazole Conjugates: Design, Characterization, and Preliminary In Vitro MTT-Based Antiproliferative Evaluation
- Design, synthesis, and in vitro antiproliferative evaluation of dasatinib/HO-1 inhibitor codrugs towards glioblastoma therapy.
BibTeX
@article{pham2026recyclable,
title = {{A recyclable [DABCO][Imi]₂ deep eutectic solvent for multicomponent synthesis of 1,2-dihydropyridine-3-carbonitriles: in vitro antiproliferative and in silico molecular evaluation.}},
author = {Truong-Thinh Huy Pham and Tuan-Anh Ngoc Tran and Dat Minh Tran and Huy-Hoang Le Nguyen and Hai Truong Nguyen},
journal = {RSC advances},
year = {2026},
month = oct,
doi = {10.1039/d6ra06973h},
url = {https://europepmc.org/article/MED/42923875},
note = {CC BY-NC},
}
RIS
TY - JOUR
TI - A recyclable [DABCO][Imi]₂ deep eutectic solvent for multicomponent synthesis of 1,2-dihydropyridine-3-carbonitriles: in vitro antiproliferative and in silico molecular evaluation.
AU - Truong-Thinh Huy Pham
AU - Tuan-Anh Ngoc Tran
AU - Dat Minh Tran
AU - Huy-Hoang Le Nguyen
AU - Hai Truong Nguyen
PY - 2026
DA - 2026/10/22
JO - RSC advances
DO - 10.1039/d6ra06973h
UR - https://europepmc.org/article/MED/42923875
AB - This study reports the synthesis of a novel deep eutectic solvent (DES), [DABCO][Imi]₂, for the multicomponent synthesis of 2-oxo-4,6-disubstituted-1,2-dihydropyridine-3-carbonitrile derivatives. A novel DES was successfully synthesized and structurally characterized using ¹H NMR, ¹³C NMR, FT-IR spectroscopy, and thermogravimetric analysis (TGA). A series of 30 derivatives was synthesized in moderate isolated yields (up to 40%). The synthesized compounds were evaluated for their inhibitory activity against human melanoma A375 cancer cells. Among the synthesized compounds, (5cg) and (5ch) exhibited the highest antiproliferative activity against A375 cells, with IC₅₀ values of 17.44 ± 0.09 mM and 12.04 ± 0.12 mM, respectively. Molecular docking suggested that SIRT1 may serve as a potential molecular target for these compounds. Molecular docking and ADME prediction suggested that these compounds possess acceptable drug-like properties and may serve as suitable starting points for further structural optimization.
SN - 2046-2069
ER -