Synthesis of 2,2-diphenylpropionate derivatives and their effects on larval growth of the silkworm.
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.
Toyomura
N
N
Division of Bioresource and Bioenvironmental Sciences, Graduate School, Kyushu University, Fukuoka, Japan.
Kim
I H
IH
Yoshida
T
T
Shiotsuki
T
T
Kuwano
E
E
D000818:Animals; D012831:Bombyx / Q000254:growth & development*; D007814:Larva / Q000254:growth & development; D015394:Molecular Structure; D010666:Phenylpropionates / Q000737:chemistry / Q000494:pharmacology*
D010666:Phenylpropionates; C032371:2,2-diphenylpropionic acid