Qualitative structure-activity relationships of aryl isoprenoid derivatives as biorational juvenoids — reweighing

Abstract

Juvenoids are juvenile hormone (JH) mimetics, with specific structural features and defined molecular size that disrupt the target insect development. Juvenoid activity (= JH-type activity) of various isoprenoid-based derivatives as insecticidal candidates of the insect growth disruptors (IGDs) type were rated against the house fly, Musca domestica L. The epoxidized decenyl and nonenyl phenyl ether derivatives have more active compounds than those of both parent alkoxidized or olefinic structures. The highest juvenoid potency was shown by 3,4-methylenedioxyphenyl ethers of 8,9-epoxy-5,9-dimethy1-3,8-decadiene. Qualitative structure-activity relationships are offered to relate the chemical structure criteria to observed juvenoid-related activity. Differences in activity among the reported isoprenoid-based derivatives were qualitatively rationalized. This study advances understanding of the structural qualifications and activity determinants of isoprenoid juvenoids, which is important for the development of new filth flies eco-friendly insecticides. Supplementary Information The online version contains supplementary material available at 10.1007/s42690-023-01025-3.

Synthesis, Structural Elucidation, In Silico and In Vitro Studies of New Class of Methylenedioxyphenyl-Based Amide Derivatives as Potential Myeloperoxidase Inhibitors for Cardiovascular Protection

“…This is probably due to nucleophilic oxygen in the diether group which readily donates electrons to the electrophilic center for interacting with protein residues within the active site to facilitate biological interactions. Also, the fifth and sixth positions of the MDP group are shown to influence the bioactivity of the molecule. ,− From the literature, MDP with nitro substitution at the sixth position is shown to offer better cardioprotective effects . Therefore, the nitro group at the sixth position is kept intact and further modification was done at the fifth position to get better bioactive derivatives.…”