Eco-friendly synthesis of α-aminophosphonates using ultrasound irradiation: In vitro pharmacological studies and molecular docking approach
Küçük Resim Yok
Tarih
2026
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Elsevier
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
A series of novel alpha-aminophosphonates 4a-m have been successfully synthesized via Kabachnik-Fields reaction under ultrasound irradiation and in the presence of acetylsalicylic acid as catalyst with yields ranging 69-87 %. All compounds were characterized by 1H, 13C, 31P, FTIR and elemental analysis. Anticancer activity was evaluated using three cancer cell lines (MCF-7, A2780, Caco-2). Compounds 4k, 4h and 4e exhibited good cytotoxic activity against MCF-7. The in vitro antioxidant activity of the synthesized molecules was evaluated by four complementary methods (DPPH, ABTS, FRAP and Phenanthroline). Compound 4c and 4f showed high antioxidant capacity at ABTS scavenging assay, while compounds 4a, 4b, 4c, 4d, 4e and 4f showed high antioxidant capacity at Phenanthroline assay. The target molecules showed moderate antifungal activity against the phytopathogenic strain Fusarium oxysporum f.sp. lycopersici (FOL). Compounds 4e, 4h, and 4k, that showed the best the highest activity against breast cancer (MCF-7), were further analyzed through molecular docking to investigate their modes of interaction with two enzymes implicated in this cancer.
Açıklama
Anahtar Kelimeler
alpha-aminophosphonates, Acetylsalicylic acid, Ultrasound irradiation, Molecular docking, Anticancer activity, Antioxidant activity, Antifungal activity
Kaynak
Journal of Molecular Structure
WoS Q Değeri
Q2
Scopus Q Değeri
Q1
Cilt
1352
