Insect juvenile hormone activity of the stereoisomers of ethyl 3,7,11-trimethyl-2,4-dodecadienoate

Ca, Henrick; We, Willy; Ba, Garcia; Gb, Staal

doi:10.1021/jf60199a066

Cited by 35 publications

(21 citation statements)

References 17 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…All references to ecdysone in the experiments reported here refer to this compound. Methoprene (iso-propyl [2E,4E] ll-methoxy-3,7,11-trimethyl-2,4-dodecadienoate, also known as ZR515 and as Altosid) is a synthetic J H analog known to be particularly active on the Diptera [Henrick et al, 1975;Postlethwait, 19741; it was a gift of Dr. D. Schooley (Zoecon Corp.). J H I, J H 11, and J H I11 were purchased from Calbiochem.…”

Section: Materials and Methods Cellsmentioning

confidence: 99%

Effects of juvenile hormone on the ecdysone response of Drosophila Kc cells

1989

View full text Add to dashboard Cite

Drosophila Kc cells are ecdysone-responsive: hormone treatment leads rapidly to increased synthesis of several ecdysone-inducible polypeptides (EIPs) and to commitment to eventual proliferative arrest. Later, the treated cells undergo morphological transformation, cease to proliferate, and develop new enzymatic activities, notably, acetylcholinesterase (AChE) activity. These responses have proven useful as models for studying ecdysone action. Here we report the sensitivity of Kc cells to another important insect developmental regulator--juvenile hormone (JH). We find that JH inhibits some, but not all, aspects of the ecdysone response. When Kc cells are treated with ecdysone in the presence of either natural JHs or synthetic analogues, the morphological and proliferative responses are inhibited and AChE induction is blocked. Most striking is that JHs protect the cells from the rapid proliferative commitment induced by ecdysone alone. The JH effects exhibit reasonable dose-response curves with half-maximal responses occurring at very low JH concentrations. Nonetheless, even at high JH concentrations the inhibitory effects are incomplete. It is interesting that EIP induction appears to be refractory to JH. It seems clear that JH is not simply a generalized inhibitor of ecdysone-induced responses.

show abstract

Section: Materials and Methods Cellsmentioning

confidence: 99%

Effects of juvenile hormone on the ecdysone response of Drosophila Kc cells

1989

View full text Add to dashboard Cite

show abstract

“…dibromide. In procedure C, the bromide 6 was converted to 4-substituted phenoxyalkoxyamines (9) via N-(4-substituted phenoxyalkoxy)phthalimide (8), and then treated with carbonyl compounds to give 7.…”

Section: Oxime Ethers: New Potent Insect Growth Regulatorsmentioning

confidence: 99%

Oxime Ethers: New Potent Insect Growth Regulators

Ohsumi

Hatakoshi

Kisida

et al. 1985

Agricultural and Biological Chemistry

View full text Add to dashboard Cite

“…The properties of the stereoisomers of a related ethyl ester have been reported (17), and a general rule for this class is that the 2E,4E isomer (all trans) is the most biologically active of the four 1,17,18) but the method of choice is a stereoselective synthesis (19,20) involving the condensation of dialkyl 3-methylglutaconates with 7-methoxycitronellal, a key raw material for manufacture of methoprene. This raw material is in turn manufactured from the pinenes present in oil of turpentine.…”

Section: Properties Of Methoprene Chemical Propertiesmentioning

confidence: 99%

Insect growth regulators and insect control: a critical appraisal.

Siddall¹

1976

Environ Health Perspect

View full text Add to dashboard Cite

Insect growth regulators (IGRs) of the juvenile hormone type alter physiological processes essential to insect development and appear to act specifically on insects. Three natural juvenile hormones have been found in insects but not in other organisms. Future use of antagonists or inhibitors of hormone synthesis may be technically possible as an advantageous extension of pest control by IGRs. A documented survey of the properties, metabolism, toxicology, and uses of the most commercially advanced chemical, methoprene, shows it to be environmentally acceptable and toxicologically innocuous. Derivation of its current use patterns is discussed and limitations on these are noted. Residue levels and their measurement in the ppb region have allowed exemption from the requirement of tolerances in the EPA registered use of methoprene for mosquito control. Tolerances for foods accompany its fully approved use for control of manure breeding flies through a cattle feed supplement. The human health effects of using this chemical appear to be purely beneficial, but further advances through new IGR chemicals appear unlikely without major changes in regulatory and legislative policy.

show abstract

Insect juvenile hormone activity of the stereoisomers of ethyl 3,7,11-trimethyl-2,4-dodecadienoate

Cited by 35 publications

References 17 publications

Effects of juvenile hormone on the ecdysone response of Drosophila Kc cells

Effects of juvenile hormone on the ecdysone response of Drosophila Kc cells

Oxime Ethers: New Potent Insect Growth Regulators

Insect growth regulators and insect control: a critical appraisal.

Contact Info

Product

Resources

About