Synthesis, Characterization, and In Vitro and In Silico Studies of Substituted‐Vanillin Hydrazones of Anthranilic Acid and Their Quinazolin‐4(3H)‐One Analogues as Anti Breast Cancer Agents

Aldoğan, Ebru Hacıosmanoğlu; Çakır, Furkan; Yetke, Hande İpek; TOKALI, FEYZİ SİNAN; Şenol, Halil

doi:10.1002/slct.202404806

Synthesis, Characterization, and In Vitro and In Silico Studies of Substituted‐Vanillin Hydrazones of Anthranilic Acid and Their Quinazolin‐4(3H)‐One Analogues as Anti Breast Cancer Agents

Yazarlar (5)

Dr. Öğr. Üyesi Ebru Hacıosmanoğlu Aldoğan İstanbul Üniversitesi-Cerrahpaşa, Türkiye

Arş. Gör. Furkan Çakır Bezm-İ Âlem Vakıf Üniversitesi, Türkiye

Hande İpek Yetke Bezmiâlem Vakıf Üniversitesi, Türkiye

Doç. Dr. Feyzi Sinan TOKALI Kafkas Üniversitesi, Türkiye

Doç. Dr. Halil Şenol Bezm-İ Âlem Vakıf Üniversitesi, Türkiye

Makale Türü	Özgün Makale (SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale)
Dergi Adı	Chemistryselect (Q3)
Dergi ISSN	2365-6549 Dergi Bilgileri (2025)
Dergi Tarandığı Indeksler	SCI-Expanded
Makale Dili	İngilizce	Basım Tarihi	01-2025
Cilt / Sayı / Sayfa	10 / 3 / –	DOI	10.1002/slct.202404806
Makale Linki	https://doi.org/10.1002/slct.202404806
UAK Araştırma Alanları	Organik Kimya

Özet

AbstractThis study synthesized a total of 18 new anthranilic acid hydrazones and quinazolin‐4(3H)‐one derivatives, evaluating their cytotoxicity against the MCF7 and HUVEC cell lines. The anticancer effects of these compounds and their interactions with estrogen receptor alpha (ERα) and HER2 through molecular docking and molecular dynamics simulations. Cytotoxicity assays revealed that most compounds exhibited higher selectivity for MCF7 cells compared to HUVEC cells, with compounds 12, 13, 14, 23, and 29 showing superior efficacy over the standard drug 5‐fluorouracil (5‐FU). Notably, compound 12 displayed the highest selectivity index (SI = 3.9) and an IC50 of 77.3 µM against MCF7 cells. Compounds 14 and 29 also demonstrated significant selectivity indices of 3.0 and 3.5, respectively, with IC50 values of 111.4 µM and 74.0 µM against MCF7 cells. Molecular docking studies identified compounds 14 and 29 as strong inhibitors of ERα and HER2, with stable interactions and favorable binding profiles in docking and MD analyses. Furthermore, ADME analysis indicated good drug like properties for most compounds, aligning with Lipinski's rule of five, supporting their potential as orally bioavailable drugs. This research highlights compounds 14, and 29 as promising candidates for targeted breast cancer therapy via inhibition of ERα and HER2

Anahtar Kelimeler

Anthranilic acid | Breast cancer | Molecular docking | Molecular dynamics | Quinazolin-4(3H)-one

BM Sürdürülebilir Kalkınma Amaçları

Atıf Sayıları
Web of Science	10
Scopus	12
Google Scholar	13

Synthesis, Characterization, and In Vitro and In Silico Studies of Substituted‐Vanillin Hydrazones of Anthranilic Acid and Their Quinazolin‐4(3H)‐One Analogues as Anti Breast Cancer Agents

Dergi Adı	ChemistrySelect
Kısa Adı	CHEMISTRYSELECT
Yayıncı	WILEY-V C H VERLAG GMBH
Açık Erişim	Hayır
ISSN	2365-6549
E-ISSN	2365-6549
Wos Quartile	Q3
Scopus Quartile	Q3
Tarandığı Indeksler	SCIE , Scopus
WoS Kategoriler	CHEMISTRY, MULTIDISCIPLINARY
Scopus Kategoriler	CHEMISTRY (MISCELLANEOUS)

Synthesis, Characterization, and In Vitro and In Silico Studies of Substituted‐Vanillin Hydrazones of Anthranilic Acid and Their Quinazolin‐4(3H)‐One Analogues as Anti Breast Cancer Agents

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