采用 H-qNMR 法从三种植物(普通鼠尾草、希腊鼠尾草和迷迭香)中提取、优化并定性/定量测定生物活性枞型二萜类化合物

Extraction Optimization and Qualitative/Quantitative Determination of Bioactive Abietane-Type Diterpenes from Three Species (Common Sage, Greek Sage and Rosemary) by H-qNMR.

机构信息

Laboratory of Pharmacognosy and Chemistry of Natural Products, Department of Pharmacy, National and Kapodistrian University of Athens, 15771 Zografou, Greece.

Institute of Biosciences & Applications, National Centre for Scientific Research "Demokritos", 15310 Agia Paraskevi Attikis, Greece.

出版信息

Molecules. 2024 Jan 28;29(3):625. doi: 10.3390/molecules29030625.

Abstract

The objective of this study was the optimization of the extraction process and the qualitative and quantitative determination of the bioactive metabolites: 12--methylcarnosic acid (12MCA), carnosic acid (CA), carnosol (CS), 7--methyl--rosmanol (7MER) and rosmanol (RO) in infusions, decoctions, turbulent flow extracts, tinctures and oleolites from three species: L. (common sage, ), Mill. (Greek sage, ) and Spenn (syn L.) (rosemary, ), using Quantitative Proton Nuclear Magnetic Resonance Spectroscopy (H-qNMR). Regarding the aqueous extracts, decoctions appeared to be richer sources of the studied metabolites than infusions among the three plants. For , the turbulent flow extraction under heating was the most efficient one. The optimum time for the preparation of decoctions was found to be 5 min for and and 15 min for . It is noteworthy that tinctures were not stable in time due to decomposition of the abietane-type diterpenes CA and CS because of the polar solvent used for their preparation. Contrary to this finding, the oleolites of appeared to be very stable. Olive oil as a solvent for extraction was very protective for the contained abietane-type diterpenes. A preliminary stability study on the effect of the storage time of the on the abietane-type diterpenes content showed that the total quantity of abietanes decreased by 16.51% and 40.79% after 12 and 36 months, respectively. The results of this investigation also demonstrated that H-qNMR is very useful for the analysis of sensitive metabolites, like abietane-type diterpenes, that can be influenced by solvents used in chromatographic analysis.

摘要

本研究的目的是优化提取工艺,并对生物活性代谢物进行定性和定量分析:三种植物(普通鼠尾草、)、 (希腊鼠尾草、)和 (迷迭香、)的浸剂、煎剂、湍流提取物、酊剂和香膏中的 12--甲基卡诺酸(12MCA)、卡诺酸(CA)、卡诺醇(CS)、7--甲基--迷迭香醇(7MER)和迷迭香醇(RO)。采用定量质子核磁共振波谱(H-qNMR)。对于水提取物,煎剂似乎比三种植物中的浸剂更能提供所研究的代谢物。对于 ,加热下的湍流提取是最有效的。对于 和 ,汤剂的最佳制备时间为 5 分钟,对于 为 15 分钟。值得注意的是,由于所用溶剂极性较强,酊剂中的 CA 和 CS 等枞酸型二萜类化合物会分解,因此不稳定。与此相反, 香膏的稳定性很好。橄榄油作为提取溶剂对所含枞酸型二萜类化合物有很好的保护作用。对 存储时间对枞酸型二萜含量的影响进行的初步稳定性研究表明,总枞酸量在 12 个月和 36 个月后分别减少了 16.51%和 40.79%。该研究的结果还表明,H-qNMR 非常适用于分析敏感代谢物,如枞酸型二萜类化合物,这些化合物可能会受到色谱分析中所用溶剂的影响。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b99d/10856435/f6c5ed5dd1ff/molecules-29-00625-g001.jpg

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