Abstract
In the search of novel potent bioactive compounds, 18 novel camphoric acid-based acylhydrazone compounds 4a–4r were designed and synthesized by the condensation reaction of N-amino camphorimide (3) with substituted benzaldehyde based on camphoric acid as the starting material. The target compounds were characterized by means of Fourier transform infrared (FTIR), 1H nuclear magnetic resonance (NMR), 13C NMR, electrospray ionization-mass spectrometry (ESI-MS), and elemental analysis. The preliminary bioassay showed that the following camphoric acid-based compounds exhibited excellent antifungal activity with an inhibition ratio of 95% against Physalospora piricola at the concentration of 50 μg ml-1: o-bromophenyl acylhydrazone (4f), p-bromophenyl acylhydrazone (4g), p-methoxyphenyl acylhydrazone (4m), and p-hydroxyphenyl acylhydrazone (4p).
Acknowledgments
The authors are grateful to the National Natural Science Foundation of China (No. 31260164), the Open Fund of Guangxi Key Laboratory of Chemistry and Engineering of Forest Products (No. GXFC12-01), for financial support. We are also thankful to the Research Institute of Elementar Organic Chemistry, Nankai University, for the bioassay test.
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©2014 by De Gruyter
Articles in the same Issue
- Frontmatter
- Original Articles
- Influence of cellulose supramolecular structure on strength properties of chemical pulp
- Morphological, mechanical, and optical properties of cypress papers
- Determination of ion exchange constants for pairs of metal ions to lignocellulosic materials by column chromatography
- Combustion behavior of oak wood (Quercus mongolica L.) modified by 1,3-dimethylol-4,5-dihydroxyethyleneurea (DMDHEU)
- Synthesis and antifungal activity of camphoric acid-based acylhydrazone compounds
- Lignification of ray parenchyma cells in the xylem of Pinus densiflora. Part I: Microscopic investigation by POM, UV microscopy, and TOF-SIMS
- Lignification of ray parenchyma cells in the xylem of Pinus densiflora. Part II: Microchemical analysis by laser microdissection and thioacidolysis
- Distribution of lignin in vascular bundles of coconut wood (Cocos nucifera) by cellular UV-spectroscopy and relationship between lignification and tensile strength in single vascular bundles
- Compression properties of vascular boundles and parenchyma of rattan (Plectocomia assamica Griff)
- Properties of wood-plastic composites (WPCs) reinforced with extracted and delignified wood flour
- Anisotropic elastic properties of common ash (Fraxinus excelsior L.)
- Destructive and non-destructive evaluation of seven hardwoods and analysis of data correlation
- Experimental validation of green wood peeling assisted by IR heating – some considerations of the analytical system design
- The influence of felling season and log-soaking temperature on the wetting and phenol formaldehyde adhesive bonding characteristics of birch veneer
- Comparative evaluation of various lignin determination methods on hemicellulose-rich fractions of spruce and birch obtained by pressurized hot-water extraction (PHWE) and subsequent ultrafiltration (UF)
- Conversion between basic density and apparent density at any moisture content in Eucalyptus grandis
- Postpeak residual capacity of nailed connections of a shear wall
- Obituary
- Memorial on Horst H. Nimz (1930–2013)
Articles in the same Issue
- Frontmatter
- Original Articles
- Influence of cellulose supramolecular structure on strength properties of chemical pulp
- Morphological, mechanical, and optical properties of cypress papers
- Determination of ion exchange constants for pairs of metal ions to lignocellulosic materials by column chromatography
- Combustion behavior of oak wood (Quercus mongolica L.) modified by 1,3-dimethylol-4,5-dihydroxyethyleneurea (DMDHEU)
- Synthesis and antifungal activity of camphoric acid-based acylhydrazone compounds
- Lignification of ray parenchyma cells in the xylem of Pinus densiflora. Part I: Microscopic investigation by POM, UV microscopy, and TOF-SIMS
- Lignification of ray parenchyma cells in the xylem of Pinus densiflora. Part II: Microchemical analysis by laser microdissection and thioacidolysis
- Distribution of lignin in vascular bundles of coconut wood (Cocos nucifera) by cellular UV-spectroscopy and relationship between lignification and tensile strength in single vascular bundles
- Compression properties of vascular boundles and parenchyma of rattan (Plectocomia assamica Griff)
- Properties of wood-plastic composites (WPCs) reinforced with extracted and delignified wood flour
- Anisotropic elastic properties of common ash (Fraxinus excelsior L.)
- Destructive and non-destructive evaluation of seven hardwoods and analysis of data correlation
- Experimental validation of green wood peeling assisted by IR heating – some considerations of the analytical system design
- The influence of felling season and log-soaking temperature on the wetting and phenol formaldehyde adhesive bonding characteristics of birch veneer
- Comparative evaluation of various lignin determination methods on hemicellulose-rich fractions of spruce and birch obtained by pressurized hot-water extraction (PHWE) and subsequent ultrafiltration (UF)
- Conversion between basic density and apparent density at any moisture content in Eucalyptus grandis
- Postpeak residual capacity of nailed connections of a shear wall
- Obituary
- Memorial on Horst H. Nimz (1930–2013)