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[从羽状叶丁香去皮茎中分离得到的11个新倍半萜类化合物]

[Eleven new sesquiterpenoids from peeled stems of Syringa pinnatifolia].

作者信息

Chen Hong-Ying, Jiao Shun-Gang, Li An-Ni, Liu Chang-Xin, Chen Pan-Long, Chen Su-Yi-le, Liu Juan, Tu Peng-Fei, Chai Xing-Yun

机构信息

Modern Research Center for Traditional Chinese Medicine,Beijing Academy of Traditional Chinese Medicine,Beijing University of Chinese Medicine Beijing 100029,China.

Alashan League Mongolian Medicine Hospital Alxa Left,Banner 750300,China.

出版信息

Zhongguo Zhong Yao Za Zhi. 2023 Feb;48(3):689-699. doi: 10.19540/j.cnki.cjcmm.20220712.201.

DOI:10.19540/j.cnki.cjcmm.20220712.201
PMID:36872232
Abstract

The peeled stems of Syringa pinnatifolia(SP) is a representative Mongolian folk medicine with the effects of anti-depression, heat clearance, pain relief, and respiration improvement. It has been clinically used for the treatment of coronary heart disease, insomnia, asthma, and other cardiopulmonary diseases. As part of the systematic study on pharmacological substances of SP, 11 new sesquiterpenoids were isolated from the terpene-containing fractions of the ethanol extract of SP by liquid chromatography-mass spectrometry(LC-MS) and proton nuclear magnetic resonance(~1H-NMR) guided isolation methods. The planar structures of the sesquiterpenoids were identified by MS, 1D NMR, and 2D NMR data analysis, and were named pinnatanoids C and D(1 and 2), and alashanoids T-ZI(3-11), respectively. The structure types of the sesquiterpenoids included pinnatane, humulane, seco-humulane, guaiane, carryophyllane, seco-erimolphane, isodaucane, and other types. However, limited to the low content of compounds, the existence of multiple chiral centers, the flexibility of the structure, or lack of ultraviolet absorption, the stereoscopic configuration remained unresolved. The discovery of various sesquiterpenoids enriches the understanding of the chemical composition of the genus and species and provides references for further analysis of pharmacological substances of SP.

摘要

羽叶丁香去皮茎是一种典型的蒙药,具有抗抑郁、清热、止痛、改善呼吸等功效。临床上已用于治疗冠心病、失眠、哮喘等心肺疾病。作为对羽叶丁香药理物质系统研究的一部分,通过液相色谱 - 质谱联用(LC - MS)和质子核磁共振(~1H - NMR)引导的分离方法,从羽叶丁香乙醇提取物的含萜馏分中分离出11种新的倍半萜类化合物。通过质谱、一维核磁共振和二维核磁共振数据分析确定了倍半萜类化合物的平面结构,分别命名为羽叶丁香烷类化合物C和D(1和2)以及阿拉善烷类化合物T - ZI(3 - 11)。倍半萜类化合物的结构类型包括羽叶丁香烷型、葎草烷型、裂环葎草烷型、愈创木烷型、蒈烷型、裂环艾里莫芬烷型、异艾里莫芬烷型等。然而,由于化合物含量低、存在多个手性中心、结构灵活性或缺乏紫外吸收等原因,其立体构型仍未确定。各种倍半萜类化合物的发现丰富了对该属和该物种化学成分的认识,并为进一步分析羽叶丁香的药理物质提供了参考。

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