Synthesis, Cytotoxic Activity, Crystal Structure, DFT, Molecular Docking Study of β-Enaminonitrile Incorporating 1H-Benzo[f]Chromene Moiety

被引：8
作者：
Alsehli, Mosa H. [1 ]
Al-Harbi, Lali M. [2 ]
Okasha, Rawda M. [3 ]
Fouda, Ahmed M. [4 ]
Ghabbour, Hazem A. [5 ]
Amr, Abd El-Galil E. [6 ]
Elhenawy, Ahmed A. [7 ,8 ]
El-Agrody, Ahmed M. [7 ]
机构：
[1] Taibah Univ, Coll Sci, Dept Chem, Al Medina Al Munawwara 30002, Saudi Arabia
[2] King Abdulaziz Univ, Fac Sci, Chem Dept, Jeddah 21589, Saudi Arabia
[3] Taibah Univ, Coll Sci, Chem Dept, Medina 30002, Saudi Arabia
[4] King Khalid Univ, Fac Sci, Chem Dept, Abha 61413, Saudi Arabia
[5] Univ Mansoura, Fac Pharm, Dept Med Chem, Mansoura 35516, Egypt
[6] Natl Res Ctr, Appl Organ Chem Dept, Dokki 12622, Giza, Egypt
[7] Al Azhar Univ, Fac Sci, Chem Dept, Nasr City 11884, Cairo, Egypt
[8] Albaha Univ, Fac Sci & Art, Chem Dept, Mukhwah 65731, Saudi Arabia
来源：
CRYSTALS | 2023年 / 13卷 / 01期
关键词：
beta-enaminonitrile; microwave irradiation; X-ray; antitumor activity; docking study; ENERGIES; GROWTH; AGENTS;
D O I：
10.3390/cryst13010024
中图分类号：
O7 [晶体学];
学科分类号：
0702 ; 070205 ; 0703 ; 080501 ;
摘要：
In this work, we used microwave irradiation conditions to synthesize beta-enaminonitrile (4), which was affirmed using single crystal X-ray diffraction and the different spectral data. Two tumor cell lines, MCF-7 and MCF-7/ADR, as well as two normal cell lines, HFL-1 and WI-38, were used to assess the anticancer activity of compound 4. The studied molecule exhibited potent efficacy against the MCF-7 and MCF-7/ADR cell lines compared with the reference drugs. Furthermore, target compound 4 had feeble activity against HFL-1 and WI-38. The chemical reactivity was discussed using DFT and QTAIM analysis to study the intrinsic electronic properties of compound 4. A molecular docking study was also conducted to examine their binding affinity to the EGFR. Compound 4 revealed a stable binding mode at the enzyme active pocket more than the reference inhibitor. The docking analysis was performed for molecule (4).
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页数：17
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