1,2,3‐Triazole Tethered Spiro[Indoline‐Oxirane] Derivatives Induce Anticancer Effects in Human Hepatoma Cells

Epoxides are well-known compounds as anticancer agents. In this article, we present the synthesis of novel 3'-phenyl-1-((1-aryl-1H-1,2,3-triazol-5-yl)methyl)spiro[indoline-3,2'-oxiran]-2-one derivatives by the regioselective reaction of sulfur ylides with 1,2,3-triazole-tethered isatins and their anticancer effects on hepatocellular carcinoma (HCC) cells HepG2 and HCCLM3. The cell viability assays indicated that RR-01 and RR-07 had emerged as the most potent cytotoxic agents on the tested cell lines. Colony formation and migration assay results confirmed the anticancer effects of these compounds by inhibiting the formation of colonies and migration. Further, nuclear fragmentation staining assay showed that the compounds induce apoptosis. Acridine orange staining assays showed that our lead candidates (RR-01 and RR-07) induced autophagy in liver cancer cells.

Authors

Institutions

Publication Details

Journal
Chemical Biology & Drug Design
Published
2025-03-26
DOI
https://doi.org/10.1111/cbdd.70091
Citations
1
Primary Topic
Click Chemistry and Applications
Type
article
Field-Weighted Citation Impact
0.94

Funders

Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

1,2,3‐Triazole Tethered Spiro[Indoline‐Oxirane] Derivatives Induce Anticancer Effects in Human Hepatoma Cells

Sulaiman Ali Alharbi, Chandra Sekhar Bhol, Toreshettahally R. Swaroop, Veeresha Gowda Shalini et al.
1 citations
Chemical Biology & Drug Design
Click Chemistry and Applications
0.94
article

1,2,3‐Triazole Tethered Spiro[Indoline‐Oxirane] Derivatives Induce Anticancer Effects in Human Hepatoma Cells

Sulaiman Ali Alharbi, Chandra Sekhar Bhol, Toreshettahally R. Swaroop, Veeresha Gowda Shalini, Habbanakuppe D. Preetham, Kwang Seok Ahn, Arunachalam Chinnathambi, Shobith Rangappa, Prasanna D. Shivaramu, Chandramohan Govindasamy, Kanchugarakoppal Subbegowda Rangappa, Rajaghatta N. Suresh, S Rajesh
article en
1 citations

Abstract

Epoxides are well-known compounds as anticancer agents. In this article, we present the synthesis of novel 3'-phenyl-1-((1-aryl-1H-1,2,3-triazol-5-yl)methyl)spiro[indoline-3,2'-oxiran]-2-one derivatives by the regioselective reaction of sulfur ylides with 1,2,3-triazole-tethered isatins and their anticancer effects on hepatocellular carcinoma (HCC) cells HepG2 and HCCLM3. The cell viability assays indicated that RR-01 and RR-07 had emerged as the most potent cytotoxic agents on the tested cell lines. Colony formation and migration assay results confirmed the anticancer effects of these compounds by inhibiting the formation of colonies and migration. Further, nuclear fragmentation staining assay showed that the compounds induce apoptosis. Acridine orange staining assays showed that our lead candidates (RR-01 and RR-07) induced autophagy in liver cancer cells.

Chemical Biology & Drug DesignVol. 105(4)
National University of Singapore (SG), University of Mysore (IN), King Saud University (SA), Kyung Hee University (KR), Institute of Molecular Medicine (IN), Visvesvaraya Technological University (IN)
Council of Scientific and Industrial Research, India, Science and Engineering Research Board
Good health and well-being
Openalex Percentile: Top 28%
Click Chemistry and Applications
0.94
DOIOpen Access PDFOpenAlex
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.