The first hemiterpene-quassinoid adducts,bruquass A and B(1 and 2),were rapidly isolated and identified from Brucea javanica using an integrated analytical strategy.They possessed unusual carbon skeletons formed by th...The first hemiterpene-quassinoid adducts,bruquass A and B(1 and 2),were rapidly isolated and identified from Brucea javanica using an integrated analytical strategy.They possessed unusual carbon skeletons formed by the coupling of quassinoids with hemiterpene units via vinylogous aldol reactions.Their structural configurations were determined through comprehensive spectroscopic analysis and electronic circular dichroism(ECD) calculations.Plausible biosynthetic pathways for 1 and 2 were proposed,and guided by these biogenetic insights,the biomimetic synthesis of compound 1 was successfully achieved.Furthermore,compounds 1 and 2 exhibited significant antifeedant activity against Plutella xylostella.The bioactivity assessment results open up the prospects of 1 and 2 as a promising new class of botanical insecticide.展开更多
基金funded by the National Natural Science Foundation Regional Innovation and Development Joint Fund(No.U22A20381)National Key R&D Program of China (No.2024YFC3506600)+3 种基金Natural Science Foundation of Liaoning Province of China (No.2024-MS-086)Shenyang City Middle and Young Science and Technology Talents Cultivation Special U40 Outstanding Youth Project (No.RC230803)Science and Technology Planning Project of Liaoning Province (No.2021JH1/10400049)Song Shaojiang Expert Workstation of Yunnan Province (No.202305AF150030)。
文摘The first hemiterpene-quassinoid adducts,bruquass A and B(1 and 2),were rapidly isolated and identified from Brucea javanica using an integrated analytical strategy.They possessed unusual carbon skeletons formed by the coupling of quassinoids with hemiterpene units via vinylogous aldol reactions.Their structural configurations were determined through comprehensive spectroscopic analysis and electronic circular dichroism(ECD) calculations.Plausible biosynthetic pathways for 1 and 2 were proposed,and guided by these biogenetic insights,the biomimetic synthesis of compound 1 was successfully achieved.Furthermore,compounds 1 and 2 exhibited significant antifeedant activity against Plutella xylostella.The bioactivity assessment results open up the prospects of 1 and 2 as a promising new class of botanical insecticide.
