Synthesis of substituted benzylidene hydrazinecarbothioamide (hydrazinecarboxamide, nitrohydrazinecarboximidamide) and their inhibitory activity on tyrosinase of diamondback moth Plutella xylostella (L.)
Synthesis of substituted benzylidene hydrazinecarbothioamide (hydrazinecarboxamide, nitrohydrazinecarboximidamide) and their inhibitory activity on tyrosinase of diamondback moth Plutella xylostella (L.)
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DOI：
10.3969/j.issn.1008-7303.2010.03.04
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发表时间：
2010-09-01
期刊：
影响因子：
--
通讯作者：
Yang Xin-ling
中科院分区：
文献类型：
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作者：
Wang Zhen;Dong Wei;Yang Xin-ling
酪氨酸酶是昆虫生长发育的关键酶。昆虫的发育可以通过调节其酪氨酸酶活性来影响。通过改变母体亚苄基肼硫脲的硫脲结构片段，设计了十八种取代的亚苄基肼硫甲酰胺（肼甲酰胺、硝基肼甲脒酰胺）化合物。以取代苯甲醛、氨基硫脲、水合肼等为原料，经过1-2步合成了标题化合物，并通过IR H-1 NMR和MS(ESI)对其结构进行了表征。测试了它们对小菜蛾 Plutella xylostella (L.) 酪氨酸酶的影响。生物测定结果表明，含有硫脲的化合物比含有尿素（硝基胍）的化合物表现出更高的抑制活性，这表明硫脲片段有利于化合物的活性。
Tyrosinase is a key enzyme in the growth and development of insect. The development of insect can be affected by regulating its tyrosinase activity. Eighteen substituted benzylidene hydrazinecarbothioamide (hydrazinecarboxamide, nitrohydrazinecarboximidamide) compounds were designed based on changing the thiourea structure fragment of parent compound benzylidene hydrazinecarbothioamide. The title compounds were synthesized from the starting materials of substituted benzaldehyde, thiosemicarbazide, hydrazine hydrate, etc. in 1-2 steps and their structures were characterized by IR H-1 NMR and MS (ESI). Their effects on tyrosinase of the diamondback moth Plutella xylostella (L.) were tested. The bioassay results showed that compounds containing thiourea behaved higher inhibitory activity than compounds containing urea (nitro guanidine), which implied that thiourea fragment was favorable to the activity of compounds.