Preparation and Antifungal Properties of Cyclopropyl Derivatives of 3-Aminoquinazolin-4(3H)-one and Salicylal Schiff Base Nickel(II) Chelate Complex

Preparation and Antifungal Properties of Cyclopropyl Derivatives of 3-Aminoquinazolin-4(3H)-one and Salicylal Schiff Base Nickel(II) Chelate Complex

N-substituted 2-cyclopropyl-3-R-quinazoline-4()-ones [R: NH<sub>2</sub> (<b>1</b>), N=CH(2-hydroxyphenyl) (<b>2</b>)] and Ni(II) chelate compound of 2-cyclopropyl-3-[(Z)-(2-hydroxybenzylidene)amino]quinazoline-4(<i>3H</i>)-one (<b>3</b>) we...

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Bibliographic Details
Main Authors: Alexander N. Fedotov, Elena V. Trofimova, Victor A. Tafeenko, Igor P. Gloriozov, Andrey V. Mironov, Alexandre N. Zakharov
Format: Article
Language:English
Published: MDPI AG 2024-11-01
Series:Inorganics
Subjects:
quinazolinone
cyclopropyl derivatives
Ni(+2) chelate
antifungal activity
Online Access:https://www.mdpi.com/2304-6740/12/12/304
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Summary:N-substituted 2-cyclopropyl-3-R-quinazoline-4()-ones [R: NH<sub>2</sub> (<b>1</b>), N=CH(2-hydroxyphenyl) (<b>2</b>)] and Ni(II) chelate compound of 2-cyclopropyl-3-[(Z)-(2-hydroxybenzylidene)amino]quinazoline-4(<i>3H</i>)-one (<b>3</b>) were synthesized and their structures and properties were characterized using X-ray diffraction data, computational optimization, <sup>1</sup>H and <sup>13</sup>C NMR, IR spectroscopy, and diffuse reflectance spectra. Compounds <b>1</b> and <b>2</b> are monoclinic (space group <i>P</i>2<sub>1</sub>/<i>n</i>). Unit cell parameters (<i>a</i>, <i>b</i>, <i>c</i>) are 9.2529; 4.7246; 22.3460 Å and 10.2811; 4.6959; 30.972 Å for <b>1</b> and <b>2</b>, respectively. Nickel(II) chelate compound crystallizes in an orthorhombic crystal system (space group <i>Pbca</i>). Unit cell parameters (<i>a</i>, <i>b</i>, <i>c</i>) for <b>3</b> are 26.5010; 14.8791; 8.904975 Å, respectively. Schiff base <b>2</b> in the crystalline state exhibits two rotary isomers in a molar ratio of 1:3, among which only a minor component as a bidentate ligand can form compound <b>3</b> with Ni(II) ion. Nickel(II) ion in <b>3</b> is coordinated by N donor atoms and deprotonated O atoms of Schiff base ligands to form square-planar chelate node NiN<sub>2</sub>O<sub>2</sub>. All synthesized compounds revealed high antifungal activity against bread mold (<i>Mucor mucedo</i>).
ISSN:2304-6740

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