Synthesis of 2,2-Diphenylpropionate Derivatives and Their Effects on Larval Growth of the Silkworm | Zendy

Nozomu TOYOMURA | Zendy; In-Hae Kim | Zendy; Tetsuya Yoshida | Zendy; Takahiro Shiotsuki | Zendy; Eiichi Kuwano | Zendy

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Synthesis of 2,2-Diphenylpropionate Derivatives and Their Effects on Larval Growth of the Silkworm

Author(s) -

Nozomu TOYOMURA,

In-Hae Kim,

Tetsuya Yoshida,

Takahiro Shiotsuki,

Eiichi Kuwano

Publication year - 2000

Publication title -

bioscience biotechnology and biochemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.509

H-Index - 116

eISSN - 1347-6947

pISSN - 0916-8451

DOI - 10.1271/bbb.64.610

Subject(s) - ecdysteroid , hemolymph , bombyx mori , substituent , moulting , piperazine , larva , ring (chemistry) , chemistry , stereochemistry , medicine , endocrinology , biology , biochemistry , organic chemistry , botany , gene

A variety of 2,2-diphenylpropionate derivatives with an amino substituent were synthesized and their effects on larval growth of the silkworm, Bombyx mori, were examined by dietary administration. Of the compounds tested, 3-(4-ethylpiperazin-1-yl)propyl 2,2-diphenylpropionate (3) caused significant prolongation of the larval period. Studies on the structure-activity relationship indicate that a piperazine ring and the bond distances between the nitrogen atom and the ester group were important for this activity. Treatment of compound 3 delayed the increase of ecdysteroid titers in the hemolymph by 3 days compared with that of the control, which correlates with the delay in molting.

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