Synthesis and Activity of Juvenile Hormone Analogues (JHA)

RODRIGUEZ, JUAN BAUTISTA; GROS, EDUARDO GERVASIO; STOKA, ANGEL M.

ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B - A JOURNAL OF CHEMICAL SCIENCES

VERLAG Z NATURFORSCH

Año: 1988 vol. 43 p. 1038 - 1042

0932-0776

from geranylacetone and by the use of a variety of reagents, twelve analogues of the juvenile hormone III were synthesized. The compounds (5-16) have an isoprenic structure bearing at the extreme of the chain functional groups as carbonate, carbamate, thiolcarbonate, thiolcarbamate, carbonyloxyimino and thiol carbonyloxyimino. Compounds 5-9 present the normal isoprenic chain while compounds 10-16 have a monoepoxide function. All the compounds were tested for their respective juvenile hormone activity for Triatoma infestans and Rhodnius prolixus. The most active compounds were those having a thiolcarbonate group independently of the oxidation state of the molecule. The synthetic procedure and the biological results are discussed.