Discovery of Cadinane-Type Sesquiterpenoids from the Infected Stems of Hibiscus tiliaceus as Potential Agrochemical Fungicides

• DOI: 10.1021/acs.jafc.3c08508
• Publication Date: 2024-02-14T14:18:50Z
• Authors: Deli Chen; Xudong Xu; Yun Yang; Hui Meng; Minghui Xu; Lin Dong; Guoxu Ma; Xiaopo Zhang
• Keywords: Hibiscus; Agrochemical

Ten new cadinane-type sesquiterpenoids, named hibisceusins I–R (1–10), along with 14 known sesquiterpenoids (11–24), were acquired from the tainted stems of Hibiscus tiliaceus. Their structures identified via spectroscopic analysis, one-dimensional (1D) and two-dimensional (2D) NMR, computer-assisted structure elucidation techniques, including infrared (IR) mass spectrometry (MS) data. Additionally, subsequent DP4/DP4+ probability methods used to resolve 3′s relative configurations by comparing their experimental values predicted NMR The absolute compounds 1–4 measured through electronic circular dichroism (ECD) spectra. ability all isolates inhibit growth five phytopathogenic fungi (Rhizopus stolonifer, Verticillium dahliae Kleb., Thanatephorus cucumeris, Fusarium oxysporum Schltdl., F. HK-27) was evaluated. Aldehydated (1, 6–9, 11, 12, 22) a sesquiterpenoid quinine (18) exhibited significant inhibitory activities against V. dahliae, T. oxysporum, HK-27 minimum concentration (MIC) 2.5–50 μg/mL, but remained inactive R. stolonifer. Moreover, effects on mycelial morphology watched scanning electron microscopy. This study revealed that aldehydated could be as novel antifungal molecules develop agrochemical fungicides in plant protection.