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
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.
白雪, 段文贵, 林桂汕, 黄铎云, 刘陆智, 雷福厚. 新型桃金娘烯醛基双酰胺-噻二唑化合物的合成及其抗真菌活性[J]. 合成化学, 2015, 23(11): 1000-1004.
BAI Xue, DUAN Wen-gui, LIN Gui-shan, HUANG Duo-yun, LIU Lu-zhi, LEI Fu-hou. Synthesis and Antifungal Activities of Novel Myrtenal-based Bisamide-thiadiazole Compounds. Chinese Journal of Synthetic Chemistry, 2015, 23(11): 1000-1004.