Citation: Zhi-Kang Duan, Mei-Ya Lian, Shu-Hui Dong, Ming Bai, Xiao-Xiao Huang, Shao-Jiang Song. Rapid discovery and biomimetic syntheses of two unusual hemiterpene-quassinoid adducts from Brucea javanica[J]. Chinese Chemical Letters, ;2026, 37(1): 111321. doi: 10.1016/j.cclet.2025.111321 shu

Rapid discovery and biomimetic syntheses of two unusual hemiterpene-quassinoid adducts from Brucea javanica

Key Laboratory of Computational Chemistry-Based Natural Antitumor Drug Research & Development, Liaoning Province; Engineering Research Center of Natural Medicine Active Molecule Research & Development, Key Laboratory of Natural Bioactive Compounds Discovery & Modification, School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, China

xiaoxiao270@163.com

songsj99@163.com

Received Date: 19 March 2025
Revised Date: 12 May 2025
Accepted Date: 14 May 2025
Available Online: 15 May 2025

Figures(4)

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.
- Hemiterpene-quassinoid adduct,
- Brucea javanica,
- Target isolation,
- Biomimetic synthesis,
- Antifeedant
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