(2E)-2-[1-(1,3-Benzodioxol-5-yl)-3-(1H-imidazol-1-yl)propylidene]-N-(2-chlorophenyl)hydrazine carboxamide: Synthesis, X-ray Structure, Hirshfeld Surface Analysis, DFT Calculations, Molecular Docking and Antifungal Profile

被引：2
作者：
Al-Wabli, Reem, I [1 ]
Al-Ghamdi, Alwah R. [1 ]
Aswathy, Suchindra Amma Vijayakumar [2 ]
Ghabbour, Hazem A. [3 ]
Al-Agamy, Mohamed H. [4 ,5 ]
Joe, Issac Hubert [2 ]
Attia, Mohamed, I [1 ,6 ]
机构：
[1] King Saud Univ, Coll Pharm, Dept Pharmaceut Chem, POB 2457, Riyadh 11451, Saudi Arabia
[2] Mar Ivanios Coll, Ctr Mol Biophys Res, Thiruvananthapuram 695015, Kerala, India
[3] Mansoura Univ, Fac Pharm, Dept Med Chem, Mansoura 35516, Egypt
[4] King Saud Univ, Coll Pharm, Dept Pharmaceut, POB 2457, Riyadh 11451, Saudi Arabia
[5] Al Azhar Univ, Fac Pharm, Microbiol & Immunol Dept, Cairo 11884, Egypt
[6] Natl Res Ctr, Pharmaceut & Drug Ind Res Div, Med & Pharmaceut Chem Dept, ID 60014618,El Bohooth St, Giza 12622, Egypt
来源：
CRYSTALS | 2019年 / 9卷 / 02期
关键词：
Crystal structure; Imidazole; Benzodioxole; Semicarbazone; DFT; SEMICARBAZONES; DESIGN;
D O I：
10.3390/cryst9020082
中图分类号：
O7 [晶体学];
学科分类号：
0702 ; 070205 ; 0703 ; 080501 ;
摘要：
Life-threatening fungal infections accounts for a major global health burden especially for individuals suffering from cancer, acquired immune deficiency syndrome (AIDS), or autoimmune diseases. (2E)-2-[1-(1,3-Benzodioxol-5-yl)-3-(1H-imidazol-1-yl)propylidene]-N-(2-chlorophenyl)hydrazinecarboxamide has been synthesized and characterized using various spectroscopic tools to be evaluated as a new antifungal agent. The (E)-configuration of the imine moiety of the title molecule has been unequivocally identified with the aid of single crystal X-ray analysis. The molecular structure of compound 4 was crystallized in the monoclinic, P2(1)/c, a = 8.7780 (6) angstrom, b = 20.5417 (15) angstrom, c = 11.0793 (9) angstrom, beta = 100.774 (2)degrees, V = 1962.5 (3) angstrom(3), and Z = 4. Density functional theory computations have thoroughly explored the electronic characteristics of the title molecule. Moreover, molecular docking studies and Hirshfeld surface analysis were also executed on the title compound 4. The in vitro antifungal potential of the target compound was examined against four different fungal strains.
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页数：15
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