Department Enginyeria Química, EPSEVG, Universitat Politècnica de Catalunya , Avinguda Víctor Balaguer s/n, 08800 Vilanova i la Geltrú, Barcelona, Spain.
Diamond Light Source , Harwell Campus, Chilton-Didcot OX11 0DE Oxon, U.K.
J Nat Prod. 2017 Apr 28;80(4):854-863. doi: 10.1021/acs.jnatprod.6b00692. Epub 2017 Mar 30.
The resin extracted from the species of the Pinus genus (Pinaceae family) is a widely used material. Primarily, resins are made up of two types of diterpenoids: abietanes and pimaranes. Their composition changes with aging, affecting their chemical and physical properties; however, the chemical changes that occur during aging are not yet fully known. Understanding the evolution of pimaranes and abietanes and the chemical composition of the aged resins is essential to make the most of this substance and of its derivatives. A systematic study of the aging of Pinus resin with Raman complemented with infrared (IR) spectroscopy was carried out. This study provided new information about the interactions among the constituting molecules in resins aged over many years. In particular the formation of intermolecular hydrogen bonds in aged samples was detected for the first time, and the formation of acid anhydrides from the reaction between pimaranes was demonstrated. Furthermore, Raman and IR spectra band assignments are proposed, and the specific markers of the main compounds of the resin are tagged. This will facilitate the qualitative analysis of resin compounds.
从松属(松科)物种中提取的树脂是一种用途广泛的材料。树脂主要由两种类型的二萜烯组成:扁柏烷和贝壳杉烷。它们的组成随老化而变化,影响其化学和物理性质;然而,老化过程中发生的化学变化尚不完全清楚。了解贝壳杉烷和扁柏烷的演变以及老化树脂的化学成分对于充分利用这种物质及其衍生物至关重要。本研究采用拉曼光谱辅以红外(IR)光谱对松脂的老化进行了系统研究。这项研究提供了有关多年老化树脂中组成分子之间相互作用的新信息。特别是首次检测到老化样品中分子间氢键的形成,并证明了贝壳杉烷之间的反应形成酸酐。此外,还提出了拉曼和 IR 光谱带的分配,并标记了树脂主要化合物的特定标志物。这将有助于树脂化合物的定性分析。