Organic Chemistry, University of Almería, ceiA3, 04120 Almería, Spain.
Organic Chemistry, Institute of Biotechnology, University of Granada, 18071 Granada, Spain.
Biomolecules. 2024 Jun 30;14(7):780. doi: 10.3390/biom14070780.
The search for new compounds with biocidal potential was carried out, focusing on the longipinenes - from the plant species Lag. Compounds , , and showed remarkable molecular diversity when treated in acidic reaction conditions. Protonic, Lewis, and heterogeneous compounds were used in the treatment. Three main models of reaction have been observed: isomerization of the double bond (-); rearrangements to longibornane-based skeleton (-) and ring-opening to himachalane-based skeleton (-). longibornane aldehydes and were obtained after epoxide opening under the same reaction conditions. The elucidation of the structures of the new compounds was carried out using spectroscopic data and was supported by computational theoretical calculations of C NMR spectra. Additionally, high-resolution mass spectrometry and single-crystal X-ray diffraction analysis were employed for certain compounds. Natural longipinenes -, methyl esters - of corresponding natural carboxylic acids and the isomerized and derivatives compounds - exhibit moderate to high insecticidal activity against and insects. Longipinene shows potent inhibition against the root growth of the plants and , as well as compound on the leaves of . Furthermore, significant ixocidal and nematicidal activity was found for this latter compound.
研究人员进行了寻找具有杀菌潜力的新化合物的研究，重点是长叶烯——来自植物物种 Lag。当在酸性反应条件下处理时，化合物 、 和 表现出显著的分子多样性。质子、路易斯和多相化合物被用于处理。观察到三种主要的反应模型：双键的异构化（-）；长伯烷骨架的重排（-）和 Himachalane 骨架的开环（-）。在相同的反应条件下，环氧化物开环后得到了长烯醛 和 。新化合物的结构通过光谱数据阐明，并通过计算理论计算的 C NMR 谱得到支持。此外，某些化合物还采用高分辨率质谱和单晶 X 射线衍射分析。天然长叶烯 -、相应天然羧酸的甲酯 - 和异构化及衍生物化合物 - 对 和 昆虫表现出中等至高的杀虫活性。长叶烯 对 和 的根生长以及化合物 在 的叶子上表现出强烈的抑制作用。此外，该化合物还具有显著的 ixocidal 和 nematicidal 活性。
