CAJ | 학술논문

　　香豆素类化合物的生物活性与苯并吡喃环上取代基的种类及其位置密切相关，研究不同取代香豆素的农药生物活性，以期发现有价值的农药先导化合物。以间苯二酚为起始原料，合成了8种4-甲基香豆素衍生物。采用菌丝生长速率法和种子萌发法测定了合成化合物的抑菌及除草活性。结果表明：6种4-甲基香豆素衍生物对4种供试植物病原真菌具有一定抑制作用，其中4-甲基-7-羟基-8-苯甲酰基香豆素的抑菌活性最强，对苹果腐烂病菌的EC50为62.40 mg/L，对葡萄白腐病菌的EC50为69.22 mg/L；4-甲基-7-羟基-8-邻氟苯甲酰基香豆素次之，对葡萄白腐病菌EC50接近100 mg/L。4-甲基-7-丙酰氧基香豆素除草活性较强，1000 mg/L下对反枝苋及生菜种子幼根生长的抑制率均大于43%。由此可见，4-甲基-7-羟基香豆素7位酯化使抑菌作用降低，7位苯甲酰基及邻氟苯甲酰基重排至8位后抑菌活性明显增强；合成化合物的除草活性均较弱。
　　향두소류화합물적생물활성여분병필남배상취대기적충류급기위치밀절상관，연구불동취대향두소적농약생물활성，이기발현유개치적농약선도화합물。이간분이분위기시원료，합성료8충4-갑기향두소연생물。채용균사생장속솔법화충자맹발법측정료합성화합물적억균급제초활성。결과표명：6충4-갑기향두소연생물대4충공시식물병원진균구유일정억제작용，기중4-갑기-7-간기-8-분갑선기향두소적억균활성최강，대평과부란병균적EC50위62.40 mg/L，대포도백부병균적EC50위69.22 mg/L；4-갑기-7-간기-8-린불분갑선기향두소차지，대포도백부병균EC50접근100 mg/L。4-갑기-7-병선양기향두소제초활성교강，1000 mg/L하대반지현급생채충자유근생장적억제솔균대우43%。유차가견，4-갑기-7-간기향두소7위지화사억균작용강저，7위분갑선기급린불분갑선기중배지8위후억균활성명현증강；합성화합물적제초활성균교약。
The biological activity of coumarins was closely related to the kinds and positions of substituents on the benzopyran ring. The pesticidal activity of different substituted coumarins was studied in order to find the valuable lead compound. 8 kinds of derivatives of 4-methyl-coumarin were synthesized from resorcinol in this paper. The antifungal and herbicidal activities were determined by methods of mycelium growth rate and seed germination respectively. The results indicated that six derivatives of 4-methyl-coumarin had certain antifungal activity against all the 4 kinds of plant pathogens tested. The antifungal activity of 4-methyl-7-hydroxy-8-benzoyl-coumarin was the best of the six chemicals, with EC50 of 62.40 mg/L and 69.22 mg/L against Valsa mali and Coniothyrium diplodiella respectively. The second was 4-methyl-7-hydroxy-8-o- fluorobenzoyl-coumarin, whose EC50 against C. diplodiella approached 100 mg/L. The herbicidal activity of 4-methyl-7-propylacyloxy-coumarin was better, whose inhibitory rates against the root growth of Amaranthus retroflexus and Lactuca sativa seedlings were both more than 43% at 1000 mg/L. These showed that esterification of 4-methyl-7-hydroxy-coumarin would reduce the antifungal activity, while rearrangement of 7-benzoyl and o-fluorobenzoyl to 8 positions could enhance the antifungal activity. Herbicidal activities of the synthesized compounds were weak.