Synthesis and biological activities of α-pinene-based dithiadiazoles
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Abstract
This work is aiming at the preparation of new bioactive compounds from α-pinene as starting material. To this purpose, the intermediates (disubstituted phenyl acylamino thioureas, class G) were cyclized to dithiadiazoles (class H). The intermediates and target compounds were analyzed by Fourier transform infrared, 1H nuclear magnetic resonance (NMR), 13C NMR, and electrospray ionization-mass spectrometry and elemental analysis. The bioassay experiments showed that the compounds G and H have herbicidal, fungicidal, and plant growth-regulating activities. The compounds 2,2′-dimethylphenyl thiadiazole and 3,3′-dimethylphenyl thiadiazole exhibited a growth inhibition activity of 72% and 68% against the root of rape (Brassica campestris L.) at a concentration of 100 μg ml-1 (60–79% inhibition level). The compound 4,4′-dichlorophenyl acylamino thiourea displayed an inhibition activity of 75% against Physalospora piricola at a concentration level of 50 μg ml-1 (60–79% inhibition level).
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. GXFC11-02), the Scientific Research Foundation of Guangxi University (No. XJZ100245), and the Special Fund for Bagui Scholar: Innovation of Key Technology for Pine Resource Cultivation and Industrialization for financial support. We are also thankful to the Research Institute of Elemento-organic Chemistry, Nankai University (China) for the bioassay test.
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Articles in the same Issue
- Masthead
- Masthead
- Original Articles
- Root neck of Norway spruce as a source of bioactive lignans and stilbenes
- Wood decay by indoor basidiomycetes at different moisture and temperature
- Testing of set recovery of unmodified and furfurylated densified wood by means of water storage and alternating climate tests
- Improvement of dimensional stability of wood by in situ synthesis of organo-montmorillonite: preparation and properties of modified Southern pine wood
- Properties of molding plates made with various matrices impregnated with PF and liquefied wood-based PF resins
- Impregnation of poplar wood (Populus euramericana) with methylolurea and sodium silicate sol and induction of in-situ gel polymerization by heating
- AFM nanoindentation of pulp fibers and thin cellulose films at varying relative humidity
- Prediction of oven-dry density of wood by time-domain terahertz spectroscopy
- Secretion of a bundle of (1→3)-β-glucan hollow fibrils from protoplasts of callus suspension under a Ca2+-rich and acidic stressed condition
- Synthesis and biological activities of α-pinene-based dithiadiazoles
- Aluminum localization in the cell walls of the mature xylem of maple tree detected by elemental imaging using time-of-flight secondary ion mass spectrometry (TOF-SIMS)
- Relationships between 3D roughness parameters and visuotactile perception of surfaces of maritime pinewood and MDF
- Polyelectrolyte complex containing antimicrobial guanidine-based polymer and its adsorption on cellulose fibers
- Combination of neutron imaging (NI) and digital image correlation (DIC) to determine intra-ring moisture variation in Norway spruce
- Influence of wood durability on the suppressive effect of increased temperature on wood decay by the brown-rot fungus Postia placenta
- Experimental and finite element study of the effect of temperature and moisture on the tangential tensile strength and fracture behavior in timber logs
- Short Note
- Pull-out method for direct measuring the interfacial shear strength between short plant fibers and thermoplastic polymer composites (TPC)
- Meetings
- Meetings
Articles in the same Issue
- Masthead
- Masthead
- Original Articles
- Root neck of Norway spruce as a source of bioactive lignans and stilbenes
- Wood decay by indoor basidiomycetes at different moisture and temperature
- Testing of set recovery of unmodified and furfurylated densified wood by means of water storage and alternating climate tests
- Improvement of dimensional stability of wood by in situ synthesis of organo-montmorillonite: preparation and properties of modified Southern pine wood
- Properties of molding plates made with various matrices impregnated with PF and liquefied wood-based PF resins
- Impregnation of poplar wood (Populus euramericana) with methylolurea and sodium silicate sol and induction of in-situ gel polymerization by heating
- AFM nanoindentation of pulp fibers and thin cellulose films at varying relative humidity
- Prediction of oven-dry density of wood by time-domain terahertz spectroscopy
- Secretion of a bundle of (1→3)-β-glucan hollow fibrils from protoplasts of callus suspension under a Ca2+-rich and acidic stressed condition
- Synthesis and biological activities of α-pinene-based dithiadiazoles
- Aluminum localization in the cell walls of the mature xylem of maple tree detected by elemental imaging using time-of-flight secondary ion mass spectrometry (TOF-SIMS)
- Relationships between 3D roughness parameters and visuotactile perception of surfaces of maritime pinewood and MDF
- Polyelectrolyte complex containing antimicrobial guanidine-based polymer and its adsorption on cellulose fibers
- Combination of neutron imaging (NI) and digital image correlation (DIC) to determine intra-ring moisture variation in Norway spruce
- Influence of wood durability on the suppressive effect of increased temperature on wood decay by the brown-rot fungus Postia placenta
- Experimental and finite element study of the effect of temperature and moisture on the tangential tensile strength and fracture behavior in timber logs
- Short Note
- Pull-out method for direct measuring the interfacial shear strength between short plant fibers and thermoplastic polymer composites (TPC)
- Meetings
- Meetings
