Intermediates Accumulation and Inhibition Sites of Carpropamid in the Melanin Biosynthesis Pathway of Pyricularia oryzae
Intermediates Accumulation and Inhibition Sites of Carpropamid in the Melanin Biosynthesis Pathway of Pyricularia oryzae
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卡虫酰胺在米瘟菌黑色素生物合成途径中的中间体积累和抑制位点
DOI：
10.1584/jpestics.23.22
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发表时间：
1998
影响因子：
2.4
通讯作者：
I. Yamaguchi
中科院分区：
文献类型：
--
作者：
Y. Kurahashi;Y. Araki;Taro Kinbara;R. Pontzen;I. Yamaguchi
环丙酰菌胺{（1 RS，3SR）-2，2-二氯-N-[1 -（4-氯苯基）乙基]-1-乙基-3-甲基环丙酰胺}对梨孢菌和大丽轮枝菌在摇瓶培养和琼脂平板培养中的色素形成有强烈的抑制作用。白色晶体分离自用环丙酰菌胺处理过的P. dahliae和V. dahliae野生型菌株的培养物提取物。从TLC板上Rf 0.36处的斑点获得的晶体的分析数据与scytalone的分析数据一致。在用10 μg/ml环丙酰菌胺处理的培养物中积累了大量的scytalone和少量的vermelone，而在这些分析中未检测到2-羟基胡桃醌。当将scytalone加入到P. pylori（P2-alb）的白化病突变体的振荡培养物中时，它立即从培养物中消失，并且培养物被着色为浅棕色。但如果用环丙酰菌胺处理，scytalone仍然存在于培养物中。在琼脂平板上的P2-alb的殖民地旁投加Scytalone和Vermelone可使其转化为黑色色素，而环丙酰菌胺可抑制其着色。这些结果表明，环丙酰菌胺抑制真菌黑色素生物合成中的镰刀菌酮和马鞭草酮的脱水。
Carpropamid {(1RS,3SR)-2,2-dichloro-N-[1 -(4-chlorophenyl)ethyl]- 1-ethyl-3-methylcyclopropanecarboxamide} strongly inhibited pigmentation in shaking culture as well as in agar plate culture of Pyricularia oryzae and Verticillium dahliae. White crystals were isolated from the extract of the cultures of wild type strains of P. oryzae and V. dahliae treated with carpropamid. Analytical data of the crystals obtained from a spot at Rf 0.36 on the TLC plates coincided with those of scytalone. A large amount of scytalone and a small amount of vermelone accumulated in the culture treated with 10 μg/ml of carpropamid, while 2-hydroxyjuglone was not detected in these analyses. When scytalone was added to the shaking culture of albino mutants of P. oryzae (P 2 -alb), it promptly disappeared from the culture and the culture was pigmented to light brown. But scytalone remained in the culture if treated with carpropamid. Scytalone and vermelone administered beside the colony of P 2 -alb on the agar plates were converted to black pigments but the pigmentation was inhibited by carpropamid. These results suggest that carpropamid inhibits dehydration of scytalone and vermelone in the fungal melanin biosynthesis.