Synthesis, Characterization, and In Vitro & In Silico Biological Evaluation of Novel Polyphenols Bearing Quinazolin-4(3H)-one Ring as Promising Anti Prostate Cancer Agents

Şenol, Halil; Çağman, Zeynep; Çakır, Furkan; TOKALI, FEYZİ SİNAN

doi:10.1055/a-2500-7537

Synthesis, Characterization, and In Vitro & In Silico Biological Evaluation of Novel Polyphenols Bearing Quinazolin-4(3H)-one Ring as Promising Anti Prostate Cancer Agents

Yazarlar (4)

Halil Şenol
Bezm-İ Âlem Vakıf Üniversitesi, Türkiye

Zeynep Çağman
Bezm-İ Âlem Vakıf Üniversitesi, Türkiye

Furkan Çakır
Bezm-İ Âlem Vakıf Üniversitesi, Türkiye

Doç. Dr. Feyzi Sinan TOKALI Kafkas Üniversitesi, Türkiye

Makale Türü	Özgün Makale
Makale Alt Türü	SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale
Dergi Adı	Synlett
Dergi ISSN	0936-5214 Wos Dergi Scopus Dergi
Dergi Tarandığı Indeksler	SCI-Expanded
Dergi Grubu	Q3
Makale Dili	İngilizce
Basım Tarihi	01-2025
Cilt No	36
Sayı	16
Sayfalar	2623 / 2630
DOI Numarası	10.1055/a-2500-7537
Makale Linki	https://doi.org/10.1055/a-2500-7537

Özet

AbstractIn this study, 12 novel polyphenols containing the quinazolin-4(3H)-one ring were synthesized and characterized using 1H/13C NMR and HRMS analyses, yielding the target compounds in excellent yields (88–96%). Biological evaluation revealed significant cytotoxic activity against PC3 prostate cancer and 3T3 fibroblast cell lines, with compounds 2,2′-(propane-1,3-diyl)bis-3-(2,4-dihydroxybenzylideneamino)quinazolin-4(3H)-one (5) and 2,2′-(propane-1,3-diyl)bis-3-(2,3,4-trihydroxybenzylideneamino)quinazolin-4(3H)-one (6) demonstrating the highest anticancer potential. Compound 6 exhibited the highest selectivity (IC50 = 5.72 µM, SI = 68), outperforming the reference drug, doxorubicin. In silico studies, including molecular docking and dynamics simulations, showed strong binding affinities for mTOR, P110α, and PARP1, particularly for compound 6. Key interactions, such as hydrogen bonds and π-π stacking, contributed to the stability of the 6–mTOR complex. These results highlight compounds 5 and 6 as promising candidates for prostate cancer therapy, with compound 6 showing superior selectivity and interaction profiles, providing the groundwork for further preclinical development.

Anahtar Kelimeler

BM Sürdürülebilir Kalkınma Amaçları

Atıf Sayıları
WoS	3

Synthesis, Characterization, and In Vitro & In Silico Biological Evaluation of Novel Polyphenols Bearing Quinazolin-4(3H)-one Ring as Promising Anti Prostate Cancer Agents

Dergi Adı	SYNLETT
Yayıncı	Georg Thieme Verlag
Açık Erişim	Hayır
ISSN	0936-5214
E-ISSN	1437-2096
CiteScore	3,3
SJR	0,437
SNIP	0,384

Synthesis, Characterization, and In Vitro & In Silico Biological Evaluation of Novel Polyphenols Bearing Quinazolin-4(3H)-one Ring as Promising Anti Prostate Cancer Agents

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