Juvenile hormone activity of ethyl 4-(2-aryloxyhexyloxy)benzoates with precocious metamorphosis-inducing activity

被引:1
|
作者
Fujita, Norihiro
Ashibe, Kiyo
Yamada, Naotaka
Shiotsuki, Takahiro
Kiuchi, Makoto
Kuwano, Eiichi [1 ]
机构
[1] Kyushu Univ, Fac Agr, Dept Appl Genet & Pest Management, Lab Pesticide Chem, Fukuoka 812, Japan
[2] Natl Inst Agrobiol Sci, Invertebrate Gene Funct Res Unit, Tsukuba 305, Japan
关键词
juvenile hormone; precocious metamorphosis; anti-juvenile hormone; silkworm;
D O I
10.1271/bbb.70265
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Ethyl 4-[2-(6-methyl-3-pyridyloxy)hexyloxy]benzoate (1) and ethyl 4-(2-phenoxyhexyloxy)benzoate (2), which induce precocious metamorphosis in larvae of Bombyx mori, a clear sign of juvenile hormone (JH) deficiency, showed JH activity when topically applied to allatectomized 4th instar larvae of B. mori. Compounds 1 and 2 induced precocious metamorphosis with doses at which they were effective as JH agonists.
引用
收藏
页码:2333 / 2334
页数:2
相关论文
共 50 条
  • [11] Ethyl 4-[(1-substituted indol-2-yl)methoxy]benzoates and indoline derivatives: Anti-juvenile hormone and juvenile hormone activities
    Furuta, Kenjiro
    Yoshida, Shuhei
    Fujita, Norihiro
    Yamada, Naotaka
    Kuwano, Eiichi
    JOURNAL OF PESTICIDE SCIENCE, 2009, 34 (03) : 177 - 180
  • [12] Anti-juvenile hormone activity of ethyl 4-[(7-substituted 1,4-benzodioxan-6-yl)methyl]benzoates and their effect on the juvenile hormone titer in the hemolymph of the silkworm, Bombyx mori
    Yamada, Naoko
    Maeda, Kei
    Masumoto, Masaaki
    Inagaki, Yoshitaka
    Furuta, Kenjiro
    JOURNAL OF PESTICIDE SCIENCE, 2016, 41 (02) : 38 - 43
  • [13] Analgesic Activity of Ethyl 4-(6-Aryl-5-Benzoyl-4-Hydroxy-2-Thioxohexahydropyrimidine-4-Carboxamido)Benzoates
    Zamaraeva, T. M.
    Gorgopina, E. V.
    PHARMACEUTICAL CHEMISTRY JOURNAL, 2025, : 1694 - 1696
  • [14] Synthesis and anti-juvenile hormone activity of ethyl 4-[2-(6-methyl-3-pyridyloxy)alkyloxylbenzoates
    Fujita, N
    Furuta, K
    Shirahashi, H
    Hong, S
    Shiotsuki, T
    Kuwano, E
    JOURNAL OF PESTICIDE SCIENCE, 2005, 30 (03) : 192 - 198
  • [15] Synthesis and Analgesic Activity of Etyl 4-[(4-Aryl-2-hydroxy-4-oxobut-2-enoyl)amino]benzoates
    Gein, V. L.
    Romanova, A. V.
    Bobrovskaya, O. V.
    Nazarets, O. V.
    Makhmudov, R. R.
    Gradova, E. V.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2022, 92 (11) : 2231 - 2234
  • [16] Synthesis and Analgesic Activity of Etyl 4-[(4-Aryl-2-hydroxy-4-oxobut-2-enoyl)amino]benzoates
    V. L. Gein
    A. V. Romanova
    O. V. Bobrovskaya
    O. V. Nazarets
    R. R. Makhmudov
    Е. V. Gradova
    Russian Journal of General Chemistry, 2022, 92 : 2231 - 2234
  • [17] COMPOUNDS WITH INSECT JUVENILE HORMONE-ACTIVITY .2. SYNTHESIS OF 4-OXAFARNESANE INSECT JUVENILE HORMONE MIMICS
    PATIL, MM
    PATWARDHAN, SA
    GUPTA, AS
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1978, 16 (07): : 625 - 627
  • [18] An anti-juvenile hormone agent, ethyl 4-(2-benzylhexyloxy)benzoate, inhibits juvenile hormone synthesis through the suppression of the transcription of juvenile hormone biosynthetic enzymes in the corpora allata in Bombyx mori
    Kaneko, Yu
    Furuta, Kenjiro
    Kuwano, Eiichi
    Hiruma, Kiyoshi
    INSECT BIOCHEMISTRY AND MOLECULAR BIOLOGY, 2011, 41 (10) : 788 - 794
  • [19] Synthesis and Cardiotropic Activity of 1-(Methoxybenzyl)-4-{2-[(Methoxybenzyl)-Amino]Ethyl}Piperazines
    G. V. Mokrov
    A. M. Likhosherstov
    V. V. Barchukov
    V. N. Stolyaruk
    I. B. Tsorin
    M. B. Vititnova
    A. G. Rebeko
    S. A. Kryzhanovskii
    T. A. Gudasheva
    Pharmaceutical Chemistry Journal, 2019, 53 : 786 - 791
  • [20] Synthesis and Cardiotropic Activity of 1-(Methoxybenzyl)-4-{2-[(Methoxybenzyl)-Amino]Ethyl}Piperazines
    Mokrov, G. V.
    Likhosherstov, A. M.
    Barchukov, V. V.
    Stolyaruk, V. N.
    Tsorin, I. B.
    Vititnova, M. B.
    Rebeko, A. G.
    Kryzhanovskii, S. A.
    Gudasheva, T. A.
    PHARMACEUTICAL CHEMISTRY JOURNAL, 2019, 53 (09) : 786 - 791