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
  • [1] Synthesis and anti-juvenile hormone activity of ethyl 4-(2-aryloxyhexyloxy)benzoates
    Furuta, K
    Shirahashi, H
    Yamashita, H
    Ashibe, K
    Kuwano, E
    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2006, 70 (03) : 746 - 748
  • [2] Juvenile hormone activity of optically active ethyl 4-(2-benzylalkyloxy)benzoates inducing precocious metamorphosis
    Fujita, Norihiro
    Furuta, Kenjiro
    Ashibe, Kiyo
    Yoshida, Shuhei
    Yamada, Naotaka
    Shiotsuki, Takahiro
    Kiuchi, Makoto
    Kuwano, Eiichi
    JOURNAL OF PESTICIDE SCIENCE, 2008, 33 (04) : 383 - 386
  • [3] Precocious metamorphosis-inducing activity of 1-substituted imidazoles
    Shimazu, K
    Shimizu, M
    Suzuki, K
    Kuwano, E
    JOURNAL OF PESTICIDE SCIENCE, 1996, 21 (03): : 337 - 339
  • [4] Ethyl 4-[2-(Substituted Benzyl)hexyloxy]benzoates: Anti-Juvenile Hormone Agents with Juvenile Hormone Activity
    Yoshida, Shuhei
    Furuta, Kenjiro
    Ashibe, Kiyo
    Fujita, Norihiro
    Nishikawa, Seiji
    Yamada, Naotaka
    Kuwano, Eiichi
    JOURNAL OF THE FACULTY OF AGRICULTURE KYUSHU UNIVERSITY, 2009, 54 (01): : 185 - 190
  • [5] 2-methyl-5-pyridyl 2-(substituted-phenoxy)ethyl ethers with precocious metamorphosis-inducing activity
    Kim, IH
    Ishiguro, H
    Kuwano, E
    JOURNAL OF PESTICIDE SCIENCE, 2001, 26 (04): : 390 - 392
  • [6] Synthesis and anti-juvenile hormone activity of ethyl 4-(2-benzylalkyloxy)benzoates and their enantiomers
    Furuta, Kenjiro
    Ashibe, Kiyo
    Shirahashi, Hiromitsu
    Fujita, Norihiro
    Yamashita, Haruna
    Yamada, Naotaka
    Kuwano, Eiichi
    JOURNAL OF PESTICIDE SCIENCE, 2007, 32 (02) : 99 - 105
  • [7] Synthesis and precocious metamorphosis-inducing activity of 3-(1-alkenyl)pyridines
    Yoshida, T
    Shiotsuki, T
    Kuwano, E
    JOURNAL OF PESTICIDE SCIENCE, 2000, 25 (03): : 253 - 258
  • [8] Synthesis and Structure-Activity Relationship of a New Series of Anti-Juvenile Hormone Agents: Alkyl 4-(2-Benzylhexyloxy)benzoates and Ethyl 4-Substituted Benzoates
    Yoshida, Shuhei
    Furuta, Kenjiro
    Shirarashi, Hiromitsu
    Ashibe, Kiyo
    Fujita, Norihiro
    Yamada, Naotaka
    Kuwano, Eiichi
    JOURNAL OF THE FACULTY OF AGRICULTURE KYUSHU UNIVERSITY, 2009, 54 (01): : 179 - 184
  • [9] Synthesis and anti-juvenile hormone activity of alkyl 4-(2-phenoxyalkyloxy)benzoates and related compounds
    Furuta, Kenjiro
    Shirahashi, Hiromitsu
    Ashibe, Kiyo
    Yamashita, Haruna
    Nishikawa, Masashi
    Fujita, Norihiro
    Yamada, Naotaka
    Kuwano, Eiichi
    JOURNAL OF THE FACULTY OF AGRICULTURE KYUSHU UNIVERSITY, 2006, 51 (02): : 303 - 308
  • [10] Synthesis and anti-juvenile hormone activity of ethyl 4-[(6-substituted 2,2-dimethyl-2H-chromen-7-yl)methoxy]benzoates
    Furuta, Kenjiro
    Fujita, Norihiro
    Ibushi, Tsubasa
    Shiotsuki, Takahiro
    Yamada, Naotaka
    Kuwano, Eiichi
    JOURNAL OF PESTICIDE SCIENCE, 2010, 35 (04) : 405 - 411