Design, Synthesis, Evaluation and Molecular Docking Studies of 1,6-Bis-triazole-Linked α-Galactoside Derivatives as Potential Anticancer Agents

Suksamran Chaidam; Natthiya Saehlim; Kanoknetr Suksen; Arthit Chairoungdua; Rungnapha Saeeng

doi:10.1002/slct.202102288

Design, Synthesis, Evaluation and Molecular Docking Studies of 1,6-Bis-triazole-Linked α-Galactoside Derivatives as Potential Anticancer Agents

Suksamran Chaidam, Natthiya Saehlim, Kanoknetr Suksen, Arthit Chairoungdua, Rungnapha Saeeng

Research output: Contribution to journal › Article › peer-review

3 Citations (Scopus)

Abstract

A series of novel 1,6-bis-triazole-linked α-galactoside derivatives (5 a–5 bb) were designed and synthesized in high yields through O-Glycosylation and click chemistry. All analogues were evaluated for their in vitro cytotoxic activity against nine cancer cell lines. Cytotoxicity results demonstrate that compounds 5 o and 5 bb showed significant cytotoxic activities against leukemia (P-388, IC₅₀=4.45 μM) and cholangiocarcinoma (K-100, IC₅₀=4.87 μM) cancer cells. Molecular docking studies of active compounds displayed good binding energies towards both CDK-2 and EGFR proteins, correlated with their in vitro results.

Original language	English
Pages (from-to)	8052-8057
Number of pages	6
Journal	ChemistrySelect
Volume	6
Issue number	31
DOIs	https://doi.org/10.1002/slct.202102288
Publication status	Published - 20 Aug 2021
Externally published	Yes

Keywords

1,6-Bis-triazole galactosides
Anti-cancer activity
CDK-2
EGFR
Molecular docking

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1002/slct.202102288

Cite this

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title = "Design, Synthesis, Evaluation and Molecular Docking Studies of 1,6-Bis-triazole-Linked α-Galactoside Derivatives as Potential Anticancer Agents",

abstract = "A series of novel 1,6-bis-triazole-linked α-galactoside derivatives (5 a–5 bb) were designed and synthesized in high yields through O-Glycosylation and click chemistry. All analogues were evaluated for their in vitro cytotoxic activity against nine cancer cell lines. Cytotoxicity results demonstrate that compounds 5 o and 5 bb showed significant cytotoxic activities against leukemia (P-388, IC50=4.45 μM) and cholangiocarcinoma (K-100, IC50=4.87 μM) cancer cells. Molecular docking studies of active compounds displayed good binding energies towards both CDK-2 and EGFR proteins, correlated with their in vitro results.",

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T1 - Design, Synthesis, Evaluation and Molecular Docking Studies of 1,6-Bis-triazole-Linked α-Galactoside Derivatives as Potential Anticancer Agents

AU - Chaidam, Suksamran

AU - Saehlim, Natthiya

AU - Suksen, Kanoknetr

AU - Chairoungdua, Arthit

AU - Saeeng, Rungnapha

PY - 2021/8/20

Y1 - 2021/8/20

N2 - A series of novel 1,6-bis-triazole-linked α-galactoside derivatives (5 a–5 bb) were designed and synthesized in high yields through O-Glycosylation and click chemistry. All analogues were evaluated for their in vitro cytotoxic activity against nine cancer cell lines. Cytotoxicity results demonstrate that compounds 5 o and 5 bb showed significant cytotoxic activities against leukemia (P-388, IC50=4.45 μM) and cholangiocarcinoma (K-100, IC50=4.87 μM) cancer cells. Molecular docking studies of active compounds displayed good binding energies towards both CDK-2 and EGFR proteins, correlated with their in vitro results.

AB - A series of novel 1,6-bis-triazole-linked α-galactoside derivatives (5 a–5 bb) were designed and synthesized in high yields through O-Glycosylation and click chemistry. All analogues were evaluated for their in vitro cytotoxic activity against nine cancer cell lines. Cytotoxicity results demonstrate that compounds 5 o and 5 bb showed significant cytotoxic activities against leukemia (P-388, IC50=4.45 μM) and cholangiocarcinoma (K-100, IC50=4.87 μM) cancer cells. Molecular docking studies of active compounds displayed good binding energies towards both CDK-2 and EGFR proteins, correlated with their in vitro results.

KW - 1,6-Bis-triazole galactosides

KW - Anti-cancer activity

KW - CDK-2

KW - EGFR

KW - Molecular docking

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DO - 10.1002/slct.202102288

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Design, Synthesis, Evaluation and Molecular Docking Studies of 1,6-Bis-triazole-Linked α-Galactoside Derivatives as Potential Anticancer Agents

Abstract

Keywords

UN SDGs

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