Preparation, crystal structure and antibacterial activity of condensation products of usnic acid and acyl hydrazides
Nema prikaza
Autori
Sladić, DušanBeljanski, V
Prelesnik, B
Bogdanović, Goran A.
Ivanović, I.
Anđelković, Katarina K.
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
Three condensation products of usnic acid with the hydrazides of alpha-naphthoic, caprylic, and oxamic acids, respectively, have been prepared and characterized by spectrometric methods. A reassignment of the C-13-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(1), with the unit cell dimensiones a=7.7365(7) Angstrom, b = 19.632(2) Angstrom, c = 9.4150(15) Angstrom, beta = 108.830(11)degrees, V = 1405.0(4) Angstrom(3), and Z=2. At the end of the structure analysis R = 0.055, R-w = 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 alpha-naphthoic and caprylic acid, and much lower for the derivative with semioxamazide. The activities of th...ese compounds probably depend on their lipophilicity.
Ključne reči:
usnic acid derivatives / acyl hydrazides / biological activity / crystal structure / NMR spectraIzvor:
Journal of the Serbian Chemical Society, 1998, 63, 3, 171-182Izdavač:
- Serbian Chemical Soc, Belgrade
Kolekcije
Institucija/grupa
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Sladić, Dušan AU - Beljanski, V AU - Prelesnik, B AU - Bogdanović, Goran A. AU - Ivanović, I. AU - Anđelković, Katarina K. PY - 1998 UR - https://cherry.chem.bg.ac.rs/handle/123456789/373 AB - Three condensation products of usnic acid with the hydrazides of alpha-naphthoic, caprylic, and oxamic acids, respectively, have been prepared and characterized by spectrometric methods. A reassignment of the C-13-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(1), with the unit cell dimensiones a=7.7365(7) Angstrom, b = 19.632(2) Angstrom, c = 9.4150(15) Angstrom, beta = 108.830(11)degrees, V = 1405.0(4) Angstrom(3), and Z=2. At the end of the structure analysis R = 0.055, R-w = 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 alpha-naphthoic and caprylic acid, and much lower for the derivative with semioxamazide. The activities of these compounds probably depend on their lipophilicity. PB - Serbian Chemical Soc, Belgrade T2 - Journal of the Serbian Chemical Society T1 - Preparation, crystal structure and antibacterial activity of condensation products of usnic acid and acyl hydrazides VL - 63 IS - 3 SP - 171 EP - 182 UR - https://hdl.handle.net/21.15107/rcub_cherry_373 ER -
@article{ author = "Sladić, Dušan and Beljanski, V and Prelesnik, B and Bogdanović, Goran A. and Ivanović, I. and Anđelković, Katarina K.", year = "1998", abstract = "Three condensation products of usnic acid with the hydrazides of alpha-naphthoic, caprylic, and oxamic acids, respectively, have been prepared and characterized by spectrometric methods. A reassignment of the C-13-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(1), with the unit cell dimensiones a=7.7365(7) Angstrom, b = 19.632(2) Angstrom, c = 9.4150(15) Angstrom, beta = 108.830(11)degrees, V = 1405.0(4) Angstrom(3), and Z=2. At the end of the structure analysis R = 0.055, R-w = 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 alpha-naphthoic and caprylic acid, and much lower for the derivative with semioxamazide. The activities of these compounds probably depend on their lipophilicity.", publisher = "Serbian Chemical Soc, Belgrade", journal = "Journal of the Serbian Chemical Society", title = "Preparation, crystal structure and antibacterial activity of condensation products of usnic acid and acyl hydrazides", volume = "63", number = "3", pages = "171-182", url = "https://hdl.handle.net/21.15107/rcub_cherry_373" }
Sladić, D., Beljanski, V., Prelesnik, B., Bogdanović, G. A., Ivanović, I.,& Anđelković, K. K.. (1998). Preparation, crystal structure and antibacterial activity of condensation products of usnic acid and acyl hydrazides. in Journal of the Serbian Chemical Society Serbian Chemical Soc, Belgrade., 63(3), 171-182. https://hdl.handle.net/21.15107/rcub_cherry_373
Sladić D, Beljanski V, Prelesnik B, Bogdanović GA, Ivanović I, Anđelković KK. Preparation, crystal structure and antibacterial activity of condensation products of usnic acid and acyl hydrazides. in Journal of the Serbian Chemical Society. 1998;63(3):171-182. https://hdl.handle.net/21.15107/rcub_cherry_373 .
Sladić, Dušan, Beljanski, V, Prelesnik, B, Bogdanović, Goran A., Ivanović, I., Anđelković, Katarina K., "Preparation, crystal structure and antibacterial activity of condensation products of usnic acid and acyl hydrazides" in Journal of the Serbian Chemical Society, 63, no. 3 (1998):171-182, https://hdl.handle.net/21.15107/rcub_cherry_373 .