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Synthesis and Antifungal Activities of Novel Myrtenal-based Bisamide-thiadiazole Compounds |
BAI Xue1, DUAN Wen-gui1, LIN Gui-shan1, HUANG Duo-yun1, LIU Lu-zhi1, LEI Fu-hou2 |
1. College of Chemistry and Chemical Engineering, Guangxi University, Nanning 530004, China; 2. Guangxi Key Laboratory of Chemistry and Engineering of Forest Products, Nanning 530008, China |
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Abstract Myrtenic acid(3) was prepared by oxidation of α-pinene. Aliphatic bis-thiadiazoles(4a~4h) were prepared by reaction of aliphatic dicarboxylic acids with thiosemicarbazide in the presence of POCl3. Eight novel myrtenal-based bisamide-thiadiazole compounds(5a~5h) were synthesized by condensation of 4a~4h with 3, respectively. The structures were characterized by 1H NMR, 13C NMR, IR and ESI-MS. Antifungal activities test showed that 5a~5h exhibited certain antifungal activities against Fusarium oxysporum f.cucumerinum, Cercospora arachidicola, Physalospora piricola, Alternaria solani and Fusarium graminearumat 50 μg·mL-1. Myrtenal-suberic acid-based bisamide-thiadiazole(5f) had inhibition rate of 60.3% against Physalospora piricola, myrtenal-amber acid-based bisamide-thiadiazole(5b) and myrtenal-sebacic acid-based bisamide-thiadiazole(5h) had inhibition rates of 52.8% and 54.4% against Fusarium graminearum, respectively.
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Received: 04 December 2014
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