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Статья
Synthesis of d-(+)-camphor-based: N -acylhydrazones and their antiviral activity
2021
The design and synthesis of a series of novel d-(+)-camphor N-acylhydrazones exhibiting inhibitory activity against vaccinia and influenza viruses are presented. An easy pathway to camphor-based N-acylhydrazones containing in their structure aliphatic, aromatic, and heterocyclic pharmacophore scaffolds has been developed. The conformation and configuration of the synthesized hydrazones were thoroughly characterized by a complete set of spectral characterization techniques, including 2D NMR spectroscopy, mass spectrometry, and X-ray diffraction analysis. In vitro screening for activity against vaccinia virus (VV) and influenza H1N1 virus was carried out for the obtained compounds. It was revealed that the derived N-acylhydrazones exhibited significant antiviral activity with a selectivity index >280 against VV for the most promising compound. © 2018 The Royal Society of Chemistry.
Цитирование
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Версии
- 1. Version of Record от 2021-04-27
Метаданные
Название журнала
- MedChemComm
Том
- 9
Выпуск
- 12
Страницы
- 2072-2082
Ключевые слова
- 1 oxo 2 (2 phenylethyl) n'[1,7,7 trimethylbicyclo[2.2.1]hept 2 ylidene] 1,2,3,6,7,7a hexahydro 3a,6 epoxyisoindole 7 carbohydrazide; 1 oxo 2 (2 phenylethyl) n'[1,7,7 trimethylbicyclo[2.2.1]hept 2 ylidene] 1,2,3,6,7,7ahexahydro 3a,6 epoxyisoindole 7 carbohydrazide; 11 oxo n' [1,7,7 trimethylbicyclo[2.2.1]hept 2 ylidene] 1,2,11,11a tetrahydro 2,4a epoxyisoindolo[1,2 b][1,3]benzothiazole 1 carbohydrazide; 11 oxo n'[1,7,7 trimethylbicyclo[2.2.1]hept 2 ylidene] 1,2,11,11a tetrahydro 2,4a epoxyisoindolo[1,2 b][1,3]benzothiazole 1 carbohydrazide; 2 (2 methoxyethyl) 1 oxo n' [1,7,7 trimethylbicyclo[2.2.1]hept 2 ylidene] 1,2,3,6,7,7a hexahydro 3a,6 epoxyisoindole 7 carbohydrazide; 2 ethyl 1 oxo n' [1,7,7 trimethylbicyclo[2.2.1]hept 2 ylidene] 1,2,3,6,7,7a hexahydro 3a,6 epoxyisoindole 7 carbohydrazide; 2,2,2 trifluoro n' [1,7,7 trimethylbicyclo[2.2.1]hept 2 ylidene]acetohydrazide; 4 bromo n' [1,7,7 trimethylbicyclo[2.2.1]hept 2 ylidene]benzohydrazide; 5 oxo n' [1,7,7 trimethylbicyclo[2.2.1]hept 2 ylidene] 2,3,5,5a,6,7 hexahydro 7,9a epoxy.[1,3]thiazolo[2,3 a]isoindole 6 carbohydrazide; 5 oxo n' [1,7,7 trimethylbicyclo[2.2.1]hept 2 ylidene] 2,3,5,5a,6,7 hexahydro 7,9a epoxy[1,3]thiazolo[.2,3 a]isoindole 6 carbohydrazide; 6 methyl 1 oxo 2 phenyl n' [1,7,7 trimethylbicyclo[2.2.1]hept 2 ylidene] 1,2,3,6,7,7a hexahydro 3a,6 epoxyisoindole 7 carbohydrazide; 6 methyl 1 oxo 2 phenyl n'[1,7,7 trimethylbicyclo[2.2.1]hept 2 ylidene] 1,2,3,6,7,7a hexahydro 3a,6 epoxyisoindole 7 carbohydrazide; 6 oxo n' [1,7,7 trimethylbicyclo[2.2.1]hept 2 ylidene] 3,4,6,6a,7,8 hexahydro 2h 8,10a epoxy[1,3]oxazino[2,3 a]isoindole 7(10bH)carbohydrazide; 6 oxo n'[1,7,7 trimethylbicyclo[2.2.1]hept 2 ylidene] 3,4,6,6a,7,8 hexahydro 2h 8,10a epoxy[1,3]oxazino[2,3 a]isoindole 7(10bh) carbohydrazide; antivirus agent; aromatic compound; camphor derivative; heterocyclic compound; hydrazone derivative; n acylhydrazone derivative; n' [1,7,7 trimethylbicyclo[2.2.1]hept 2 ylidene] 2 furohydrazide; n' [1,7,7 trimethylbicyclo[2.2.1]hept 2 ylidene]acetohydrazide; n' [1,7,7 trimethylbicyclo[2.2.1]hept 2 ylidene]benzohydrazide; n' [1,7,7 trimethylbicyclo[2.2.1]hept 2 ylidene]butanohydrazide; n' [1,7,7 trimethylbicyclo[2.2.1]hept 2 ylidene]thiophene 2 carbohydrazide; unclassified drug; antiviral activity; Article; conformation; drug design; drug screening; drug structure; drug synthesis; in vitro study; Influenza A virus (H1N1); mass spectrometry; nuclear magnetic resonance spectroscopy; priority journal; selectivity index; two-dimensional imaging; Vaccinia virus; X ray diffraction
Издатель
- Royal Society of Chemistry
Тип документа
- journal article
Тип лицензии Creative Commons
- CC
Правовой статус документа
- Свободная лицензия
Источник
- scopus
