Synthesis of quercetin derivatives as cytotoxic against breast cancer MCF-7 cell line in vitro and in silico studies

Muhammad Rizwan Khan; Mohsin Abbas Khan; Irshad Ahmad; Javed Ahmed; Hammad Ahmed; Iqra Mubeen; Breena Awan; Farhat Ullah

doi:10.1080/17568919.2024.2379241

Synthesis of quercetin derivatives as cytotoxic against breast cancer MCF-7 cell line in vitro and in silico studies

Muhammad Rizwan Khan^*
, Mohsin Abbas Khan
, Irshad Ahmad
, Javed Ahmed
, Hammad Ahmed
, Iqra Mubeen
, Breena Awan
, Farhat Ullah

^*Corresponding author for this work

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

4 Scopus citations

Abstract

Background: Quercetin being antioxidant and antiproliferative agent acts by inhibiting CDK2, with an increase in cancer prevalence there is a need to profile quercetin derivatives as CDK2 inhibitors. Materials & method: Schiff bases of quercetin were synthesized as cytotoxic agents against the MCF7 cell line. FTIR, ¹H-NMR and ¹³C-NMR, CHNS/O analysis were employed along with in vivo and in silico activities. Results & conclusion: 2q, 4q, 8q and 9q derivatives have maximum cytotoxic effect with IC₅₀ values 39.7 ± 0.7, 36.65 ± 0.25, 35.49 ± 0.21 and 36.99 ± 0.45, respectively. Molecular docking also confirmed these results 8q has the highest binding potential of -9.165 KJ/mole making it a potent inhibitor of CDK2. These derivatives can be used as lead compounds as potent CDK2 inhibitors.

Original language	English
Pages (from-to)	1749-1759
Number of pages	11
Journal	Future Medicinal Chemistry
Volume	16
Issue number	17
DOIs	https://doi.org/10.1080/17568919.2024.2379241
State	Published - 2024
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2024 Informa UK Limited, trading as Taylor & Francis Group.

UN SDGs

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

SDG 3 Good Health and Well-being

Keywords

Breast cancer and derivatives
CDK2
MCF7 cell line
quercetin

ASJC Scopus subject areas

Molecular Medicine
Pharmacology
Drug Discovery

Access to Document

10.1080/17568919.2024.2379241

Cite this

@article{ecee97623ce443dc9f475fb1cc712e0e,

title = "Synthesis of quercetin derivatives as cytotoxic against breast cancer MCF-7 cell line in vitro and in silico studies",

abstract = "Background: Quercetin being antioxidant and antiproliferative agent acts by inhibiting CDK2, with an increase in cancer prevalence there is a need to profile quercetin derivatives as CDK2 inhibitors. Materials \& method: Schiff bases of quercetin were synthesized as cytotoxic agents against the MCF7 cell line. FTIR, 1H-NMR and 13C-NMR, CHNS/O analysis were employed along with in vivo and in silico activities. Results \& conclusion: 2q, 4q, 8q and 9q derivatives have maximum cytotoxic effect with IC50 values 39.7 ± 0.7, 36.65 ± 0.25, 35.49 ± 0.21 and 36.99 ± 0.45, respectively. Molecular docking also confirmed these results 8q has the highest binding potential of -9.165 KJ/mole making it a potent inhibitor of CDK2. These derivatives can be used as lead compounds as potent CDK2 inhibitors.",

keywords = "Breast cancer and derivatives, CDK2, MCF7 cell line, quercetin",

author = "Khan, \{Muhammad Rizwan\} and Khan, \{Mohsin Abbas\} and Irshad Ahmad and Javed Ahmed and Hammad Ahmed and Iqra Mubeen and Breena Awan and Farhat Ullah",

note = "Publisher Copyright: {\textcopyright} 2024 Informa UK Limited, trading as Taylor \& Francis Group.",

year = "2024",

doi = "10.1080/17568919.2024.2379241",

language = "English",

volume = "16",

pages = "1749--1759",

journal = "Future Medicinal Chemistry",

issn = "1756-8919",

publisher = "Taylor and Francis Ltd.",

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TY - JOUR

T1 - Synthesis of quercetin derivatives as cytotoxic against breast cancer MCF-7 cell line in vitro and in silico studies

AU - Khan, Muhammad Rizwan

AU - Khan, Mohsin Abbas

AU - Ahmad, Irshad

AU - Ahmed, Javed

AU - Ahmed, Hammad

AU - Mubeen, Iqra

AU - Awan, Breena

AU - Ullah, Farhat

PY - 2024

Y1 - 2024

N2 - Background: Quercetin being antioxidant and antiproliferative agent acts by inhibiting CDK2, with an increase in cancer prevalence there is a need to profile quercetin derivatives as CDK2 inhibitors. Materials & method: Schiff bases of quercetin were synthesized as cytotoxic agents against the MCF7 cell line. FTIR, 1H-NMR and 13C-NMR, CHNS/O analysis were employed along with in vivo and in silico activities. Results & conclusion: 2q, 4q, 8q and 9q derivatives have maximum cytotoxic effect with IC50 values 39.7 ± 0.7, 36.65 ± 0.25, 35.49 ± 0.21 and 36.99 ± 0.45, respectively. Molecular docking also confirmed these results 8q has the highest binding potential of -9.165 KJ/mole making it a potent inhibitor of CDK2. These derivatives can be used as lead compounds as potent CDK2 inhibitors.

AB - Background: Quercetin being antioxidant and antiproliferative agent acts by inhibiting CDK2, with an increase in cancer prevalence there is a need to profile quercetin derivatives as CDK2 inhibitors. Materials & method: Schiff bases of quercetin were synthesized as cytotoxic agents against the MCF7 cell line. FTIR, 1H-NMR and 13C-NMR, CHNS/O analysis were employed along with in vivo and in silico activities. Results & conclusion: 2q, 4q, 8q and 9q derivatives have maximum cytotoxic effect with IC50 values 39.7 ± 0.7, 36.65 ± 0.25, 35.49 ± 0.21 and 36.99 ± 0.45, respectively. Molecular docking also confirmed these results 8q has the highest binding potential of -9.165 KJ/mole making it a potent inhibitor of CDK2. These derivatives can be used as lead compounds as potent CDK2 inhibitors.

KW - Breast cancer and derivatives

KW - CDK2

KW - MCF7 cell line

KW - quercetin

UR - https://www.scopus.com/pages/publications/85200362036

U2 - 10.1080/17568919.2024.2379241

DO - 10.1080/17568919.2024.2379241

M3 - Article

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AN - SCOPUS:85200362036

SN - 1756-8919

VL - 16

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EP - 1759

JO - Future Medicinal Chemistry

JF - Future Medicinal Chemistry

IS - 17

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