Preparation, crystal structure and antibacterial activity of condensation products of usnic acid and acyl hydrazides

Sladic D, Beljanski V, Prelesnik B, Ivanovic-Burmazovic I, Andjelkovic K (1998)


Publication Type: Journal article, Original article

Publication year: 1998

Journal

Original Authors: Sladić D., Beljanski V., Prelesnik B., Bogdanović G., Ivanović I., Andjelković K.

Publisher: Serbian Chemical Society (Српско хемијско друштво)

Book Volume: 63

Pages Range: 171-182

Journal Issue: 3

URI: https://www.scopus.com/record/display.uri?eid=2-s2.0-0032331613&origin=inward

Abstract

Three condensation products of usnic acid with the hydrazides of α-naphthoic, caprylic, and oxamic acids, respectively, have been prepared and characterized by spectrometric methods. A reassignment of the C-NMR spectral data of usnic acid has been done. The crystal structure of usnic acid 11-[(1-naphthoyl)hydrazone] ethanol solvate (1:1) has been determined. This substance crystallizes in the monoclinic crystal system, the space group P2 , with the unit cell dimensiones a = 7.7365(7) Å, b = 19.632(2) Å, c = 9.4150(15) Å, β = 108.830(11)° V = 1405.0(4) Å , and Z = 2. At the end of the structure analysis R = 0.055, R = 0.052 and S = 0.89. The antibacterial activities of the compounds have been evaluated. The greatest activity against Staphylococcus aureus was found for usnic acid, somewhat lower for the derivatives with hydrazides of α-naphthoic and caprylic acid, and much lower for the derivative with semioxamazide. The activities of these compounds probably depend on their lipophilicity.

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How to cite

APA:

Sladic, D., Beljanski, V., Prelesnik, B., Ivanovic-Burmazovic, I., & Andjelkovic, K. (1998). Preparation, crystal structure and antibacterial activity of condensation products of usnic acid and acyl hydrazides. Journal of the Serbian Chemical Society, 63(3), 171-182.

MLA:

Sladic, D., et al. "Preparation, crystal structure and antibacterial activity of condensation products of usnic acid and acyl hydrazides." Journal of the Serbian Chemical Society 63.3 (1998): 171-182.

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