3-(1-アルケニル) ピリジンの合成と早熟変態誘起活性
3-(1-アルケニル) ピリジンの合成と早熟変態誘起活性
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3-(1-烯基)吡啶的合成和早熟变态诱导活性
DOI：
10.1584/jpestics.25.253
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发表时间：
2000
影响因子：
2.4
通讯作者：
Eiichi Kuwano
中科院分区：
文献类型：
--
作者：
Tetsuya Yoshida;Takahiro Shiotsuki;Eiichi Kuwano
合成了一系列具有1-烯基的3-吡啶衍生物，并评价了它们对家蚕4龄（倒数第二）幼虫的诱导早熟变态的活性。在所测试的化合物中，3-（2-甲基-1-苯基-1-丙烯基）吡啶（18）是最具活性的，这表明在乙烯基部分的1位上的苯基取代基和在2位上的短烷基链对于活性都是显著的。18诱导的早熟化蛹伴随着幼虫期的延长和体重的增加。20-羟基蜕皮激素和保幼激素激动剂烯虫酯均能完全对抗18。当应用于新蜕皮的4龄幼虫时，18抑制血淋巴蜕皮类固醇滴度的增加，导致幼虫蜕皮至5龄。这些结果表明，18作为一种抗蜕皮激素剂，暂时降低血淋巴中的蜕皮激素滴度，诱导早熟变态。
A series of 3-pyridine derivatives with an 1-alkenyl group was synthesized and evaluated against 4th instar (penultimate) larvae of the silkworm, Bombyx mori, for their activity to induce precocious metamorphosis. Of the compounds tested, 3-(2-methyl-1-phenyl-1-propenyl)pyridine (18) was the most active, indicating that both a phenyl substituent at the 1 position and a short alkyl chain at the 2 position in the ethenyl moiety were significant for activity. Precocious pupation induced by 18 was accompanied by the prolongation of the larval period and the increase of body weights. Both 20-hydroxyecdysone and methoprene, a juvenile hormone agonist, could fully counteract precocious metamorphosis induced by 18. When applied to newly molted 4th instar larvae, 18 suppressed the increase of hemolymph ecdysteroid titers leading to larval ecdysis to 5th instar. These results indicated that 18 acted as an anti-ecdysteroid agent and temporarily depressed the ecdysteroid titer in the hemolymph to induce precocious metamorphosis.