Synthesis and Biological Evaluation of New 1,2,3-Triazole Derivatives of the Chrysin Flavonoid as Anticancer Agents

Venkatagiri Noole; Thotla Krishna; Sudhakar Godeshala; Seyedehmelika Meraji; Kaushal Rege; Chepyala K. Reddy; Bhavani Kedika

doi:10.2174/1871520621666210315090527

Synthesis and Biological Evaluation of New 1,2,3-Triazole Derivatives of the Chrysin Flavonoid as Anticancer Agents

Venkatagiri Noole, Thotla Krishna, Sudhakar Godeshala, Seyedehmelika Meraji, Kaushal Rege, Chepyala K. Reddy, Bhavani Kedika

Engineering, Ira A. Fulton Schools of (IAFSE)

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

3 Scopus citations

Abstract

Background and Objective: Chrysin and its derivatives proved to possess potential anti-tumour activity. Materials and Methods: A new series of chrysin analogs containing 1,2,3-triazoles with different substituent groups (5a-5l) was designed, synthesized, and evaluated as potential anticancer agents. The synthesized compounds were characterized using FT-IR,¹ H NMR¹³ C NMR spectroscopy and mass spectrometry. Results: The anticancer activities of the synthesized compounds were studied in four cancer cell lines viz. PC3, PC3-PSMA, MCF-7 and UM-UC-3 using doxorubicin as standard. Among all the tested compounds, 5c was found as most active with IC₅₀ value of 10.8 ± 0.04 µM in PC3 cells and 20.53 ± 0.21 µMin MCF-7 cells, respectively. Flow cytometry analyses indicated that synthesized compounds 5a, 5c, and 5h arrested MCF-7 cells at the G2/M phase in a dose-dependent manner. Conclusion: Chyrsin derivatives could be novel anticancer agents.

Original language	English (US)
Pages (from-to)	160-168
Number of pages	9
Journal	Anti-Cancer Agents in Medicinal Chemistry
Volume	22
Issue number	1
DOIs	https://doi.org/10.2174/1871520621666210315090527
State	Published - Jan 2022

Keywords

Anticancer activity
Cell cycle analysis
Chrysin
Drug design
QSAR
Triazoles

ASJC Scopus subject areas

Molecular Medicine
Pharmacology
Cancer Research

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10.2174/1871520621666210315090527

Cite this

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title = "Synthesis and Biological Evaluation of New 1,2,3-Triazole Derivatives of the Chrysin Flavonoid as Anticancer Agents",

abstract = "Background and Objective: Chrysin and its derivatives proved to possess potential anti-tumour activity. Materials and Methods: A new series of chrysin analogs containing 1,2,3-triazoles with different substituent groups (5a-5l) was designed, synthesized, and evaluated as potential anticancer agents. The synthesized compounds were characterized using FT-IR,1 H NMR13 C NMR spectroscopy and mass spectrometry. Results: The anticancer activities of the synthesized compounds were studied in four cancer cell lines viz. PC3, PC3-PSMA, MCF-7 and UM-UC-3 using doxorubicin as standard. Among all the tested compounds, 5c was found as most active with IC50 value of 10.8 ± 0.04 µM in PC3 cells and 20.53 ± 0.21 µMin MCF-7 cells, respectively. Flow cytometry analyses indicated that synthesized compounds 5a, 5c, and 5h arrested MCF-7 cells at the G2/M phase in a dose-dependent manner. Conclusion: Chyrsin derivatives could be novel anticancer agents.",

keywords = "Anticancer activity, Cell cycle analysis, Chrysin, Drug design, QSAR, Triazoles",

author = "Venkatagiri Noole and Thotla Krishna and Sudhakar Godeshala and Seyedehmelika Meraji and Kaushal Rege and Reddy, {Chepyala K.} and Bhavani Kedika",

note = "Funding Information: Financial support is provided by the Department of Science and Technology under SERB scheme to the corresponding author, Dr. K. Bhavani. One of the authors (N.Venkatagiri) is thankful to the UGC-New Delhi, India for financial support in the form of UGC-SRF. This research was supported in part by a grant from the Arizona Biomedical Research Commission (ADHS14-0829981) to Prof. Kaushal Rege. Publisher Copyright: {\textcopyright} 2022 Bentham Science Publishers.",

year = "2022",

month = jan,

doi = "10.2174/1871520621666210315090527",

language = "English (US)",

volume = "22",

pages = "160--168",

journal = "Anti-Cancer Agents in Medicinal Chemistry",

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number = "1",

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T1 - Synthesis and Biological Evaluation of New 1,2,3-Triazole Derivatives of the Chrysin Flavonoid as Anticancer Agents

AU - Noole, Venkatagiri

AU - Krishna, Thotla

AU - Godeshala, Sudhakar

AU - Meraji, Seyedehmelika

AU - Rege, Kaushal

AU - Reddy, Chepyala K.

AU - Kedika, Bhavani

N1 - Funding Information: Financial support is provided by the Department of Science and Technology under SERB scheme to the corresponding author, Dr. K. Bhavani. One of the authors (N.Venkatagiri) is thankful to the UGC-New Delhi, India for financial support in the form of UGC-SRF. This research was supported in part by a grant from the Arizona Biomedical Research Commission (ADHS14-0829981) to Prof. Kaushal Rege. Publisher Copyright: © 2022 Bentham Science Publishers.

PY - 2022/1

Y1 - 2022/1

N2 - Background and Objective: Chrysin and its derivatives proved to possess potential anti-tumour activity. Materials and Methods: A new series of chrysin analogs containing 1,2,3-triazoles with different substituent groups (5a-5l) was designed, synthesized, and evaluated as potential anticancer agents. The synthesized compounds were characterized using FT-IR,1 H NMR13 C NMR spectroscopy and mass spectrometry. Results: The anticancer activities of the synthesized compounds were studied in four cancer cell lines viz. PC3, PC3-PSMA, MCF-7 and UM-UC-3 using doxorubicin as standard. Among all the tested compounds, 5c was found as most active with IC50 value of 10.8 ± 0.04 µM in PC3 cells and 20.53 ± 0.21 µMin MCF-7 cells, respectively. Flow cytometry analyses indicated that synthesized compounds 5a, 5c, and 5h arrested MCF-7 cells at the G2/M phase in a dose-dependent manner. Conclusion: Chyrsin derivatives could be novel anticancer agents.

AB - Background and Objective: Chrysin and its derivatives proved to possess potential anti-tumour activity. Materials and Methods: A new series of chrysin analogs containing 1,2,3-triazoles with different substituent groups (5a-5l) was designed, synthesized, and evaluated as potential anticancer agents. The synthesized compounds were characterized using FT-IR,1 H NMR13 C NMR spectroscopy and mass spectrometry. Results: The anticancer activities of the synthesized compounds were studied in four cancer cell lines viz. PC3, PC3-PSMA, MCF-7 and UM-UC-3 using doxorubicin as standard. Among all the tested compounds, 5c was found as most active with IC50 value of 10.8 ± 0.04 µM in PC3 cells and 20.53 ± 0.21 µMin MCF-7 cells, respectively. Flow cytometry analyses indicated that synthesized compounds 5a, 5c, and 5h arrested MCF-7 cells at the G2/M phase in a dose-dependent manner. Conclusion: Chyrsin derivatives could be novel anticancer agents.

KW - Anticancer activity

KW - Cell cycle analysis

KW - Chrysin

KW - Drug design

KW - QSAR

KW - Triazoles

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Synthesis and Biological Evaluation of New 1,2,3-Triazole Derivatives of the Chrysin Flavonoid as Anticancer Agents

Abstract

Keywords

ASJC Scopus subject areas

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