观赏和药用植物天马花三萜皂苷的提取、分离及细胞毒活性研究

IF 8.1 1区 工程技术 Q1 ENGINEERING, CHEMICAL
Ruixue Deng, Zhaonian Ren, Tingting Tang, Xinsheng Wang, Pu Liu
{"title":"观赏和药用植物天马花三萜皂苷的提取、分离及细胞毒活性研究","authors":"Ruixue Deng, Zhaonian Ren, Tingting Tang, Xinsheng Wang, Pu Liu","doi":"10.1016/j.seppur.2025.131700","DOIUrl":null,"url":null,"abstract":"The extraction technology of total triterpenoid saponins from ornamental and medicinal plant <em>Lysimachia christinae</em> was optimized by ultrasonic-assisted extraction (UAE) method. The triterpenoid saponins compounds in the extraction were isolated and separated by repeated column chromatography, the structure of the isolated compounds was elucidated on the base of spectroscopic analysis (NMR, HR-ESI-MS, IR) and chemical methods, and the cytotoxicity of the isolated compounds against cancer cells were also evaluated. The results revealed that the optimal extraction conditions for triterpenoid saponins from <em>L. christinae</em> were optimized as liquid-to-solid ratio of 32 mL/g, extraction time of 40 min, extraction temperature of 50 °C, and ethanol concentration of 66 %, with the extraction yield of 17.32 %. Four undescribed oleanane-type triterpenoid saponins (<strong>1</strong>–<strong>4</strong>), named Lysichriside C-F, along with four known oleanane-type triterpenoid saponins (<strong>5</strong>–<strong>8</strong>) were isolated from the extraction of <em>L. christinae</em>. Compounds <strong>1</strong>–<strong>3</strong> and <strong>6</strong>–<strong>7</strong> had the structure type of 13β, 28-epoxy (type <strong>I</strong>), and compounds <strong>4</strong> and <strong>8</strong> had the structure type of Δ<sup>12</sup> −17-CH<sub>2</sub>OH (type <strong>II</strong>). All the isolated compounds had high toxicity against cancer cell lines <em>in vitro</em>, compounds <strong>3</strong>, <strong>5</strong> and <strong>6</strong> revealed significant inhibition against the cancer cell lines tested than other compounds, and with the IC<sub>50</sub> values of 2.9–12.3, 1.9–15.7 and 1.8–12.6 μM, respectively. The studies revealed that oleanane-derived sapogenols with the structure of 13β, 28-epoxy and Δ <sup>12</sup> –17-CH<sub>2</sub>OH were the main two structural types of <em>L. christinae</em>, and the triterpenoid saponins in <em>L. christinae</em> had important research and development value.","PeriodicalId":427,"journal":{"name":"Separation and Purification Technology","volume":"70 1","pages":""},"PeriodicalIF":8.1000,"publicationDate":"2025-01-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Extraction, isolation and cytotoxic activities of triterpene saponins from ornamental and medicinal plant Lysimachia christinae\",\"authors\":\"Ruixue Deng, Zhaonian Ren, Tingting Tang, Xinsheng Wang, Pu Liu\",\"doi\":\"10.1016/j.seppur.2025.131700\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"The extraction technology of total triterpenoid saponins from ornamental and medicinal plant <em>Lysimachia christinae</em> was optimized by ultrasonic-assisted extraction (UAE) method. The triterpenoid saponins compounds in the extraction were isolated and separated by repeated column chromatography, the structure of the isolated compounds was elucidated on the base of spectroscopic analysis (NMR, HR-ESI-MS, IR) and chemical methods, and the cytotoxicity of the isolated compounds against cancer cells were also evaluated. The results revealed that the optimal extraction conditions for triterpenoid saponins from <em>L. christinae</em> were optimized as liquid-to-solid ratio of 32 mL/g, extraction time of 40 min, extraction temperature of 50 °C, and ethanol concentration of 66 %, with the extraction yield of 17.32 %. Four undescribed oleanane-type triterpenoid saponins (<strong>1</strong>–<strong>4</strong>), named Lysichriside C-F, along with four known oleanane-type triterpenoid saponins (<strong>5</strong>–<strong>8</strong>) were isolated from the extraction of <em>L. christinae</em>. Compounds <strong>1</strong>–<strong>3</strong> and <strong>6</strong>–<strong>7</strong> had the structure type of 13β, 28-epoxy (type <strong>I</strong>), and compounds <strong>4</strong> and <strong>8</strong> had the structure type of Δ<sup>12</sup> −17-CH<sub>2</sub>OH (type <strong>II</strong>). All the isolated compounds had high toxicity against cancer cell lines <em>in vitro</em>, compounds <strong>3</strong>, <strong>5</strong> and <strong>6</strong> revealed significant inhibition against the cancer cell lines tested than other compounds, and with the IC<sub>50</sub> values of 2.9–12.3, 1.9–15.7 and 1.8–12.6 μM, respectively. The studies revealed that oleanane-derived sapogenols with the structure of 13β, 28-epoxy and Δ <sup>12</sup> –17-CH<sub>2</sub>OH were the main two structural types of <em>L. christinae</em>, and the triterpenoid saponins in <em>L. christinae</em> had important research and development value.\",\"PeriodicalId\":427,\"journal\":{\"name\":\"Separation and Purification Technology\",\"volume\":\"70 1\",\"pages\":\"\"},\"PeriodicalIF\":8.1000,\"publicationDate\":\"2025-01-20\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Separation and Purification Technology\",\"FirstCategoryId\":\"5\",\"ListUrlMain\":\"https://doi.org/10.1016/j.seppur.2025.131700\",\"RegionNum\":1,\"RegionCategory\":\"工程技术\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"ENGINEERING, CHEMICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Separation and Purification Technology","FirstCategoryId":"5","ListUrlMain":"https://doi.org/10.1016/j.seppur.2025.131700","RegionNum":1,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"ENGINEERING, CHEMICAL","Score":null,"Total":0}
引用次数: 0

摘要

采用超声辅助提取法(UAE)对观赏性药用植物天马花中总三萜皂苷的提取工艺进行了优化。采用重复柱层析法对提取的三萜皂苷类化合物进行分离,通过波谱分析(NMR、HR-ESI-MS、IR)和化学方法对化合物结构进行鉴定,并评价化合物对肿瘤细胞的细胞毒性。结果表明,最佳提取条件为液料比32 mL/g,提取时间40 min,提取温度50 °C,乙醇浓度66 %,得率为17.32 %。从冬青中分离得到4个未描述的齐墩墩烷型三萜皂苷(1-4),命名为Lysichriside C-F,以及4个已知的齐墩墩烷型三萜皂苷(5-8)。化合物1 ~ 3和6 ~ 7的结构类型为13β, 28-环氧树脂(I型),化合物4和8的结构类型为Δ12−17-CH2OH (II型)。化合物3、5和6对癌细胞的体外抑制作用较强,IC50值分别为2.9 ~ 12.3、1.9 ~ 15.7和1.8 ~ 12.6 μM。研究表明,槲寄生中以齐墩烷衍生的13β、28-环氧和Δ 12 -17-CH2OH为主要结构类型,槲寄生中的三萜皂苷具有重要的研究和开发价值。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Extraction, isolation and cytotoxic activities of triterpene saponins from ornamental and medicinal plant Lysimachia christinae

Extraction, isolation and cytotoxic activities of triterpene saponins from ornamental and medicinal plant Lysimachia christinae
The extraction technology of total triterpenoid saponins from ornamental and medicinal plant Lysimachia christinae was optimized by ultrasonic-assisted extraction (UAE) method. The triterpenoid saponins compounds in the extraction were isolated and separated by repeated column chromatography, the structure of the isolated compounds was elucidated on the base of spectroscopic analysis (NMR, HR-ESI-MS, IR) and chemical methods, and the cytotoxicity of the isolated compounds against cancer cells were also evaluated. The results revealed that the optimal extraction conditions for triterpenoid saponins from L. christinae were optimized as liquid-to-solid ratio of 32 mL/g, extraction time of 40 min, extraction temperature of 50 °C, and ethanol concentration of 66 %, with the extraction yield of 17.32 %. Four undescribed oleanane-type triterpenoid saponins (14), named Lysichriside C-F, along with four known oleanane-type triterpenoid saponins (58) were isolated from the extraction of L. christinae. Compounds 13 and 67 had the structure type of 13β, 28-epoxy (type I), and compounds 4 and 8 had the structure type of Δ12 −17-CH2OH (type II). All the isolated compounds had high toxicity against cancer cell lines in vitro, compounds 3, 5 and 6 revealed significant inhibition against the cancer cell lines tested than other compounds, and with the IC50 values of 2.9–12.3, 1.9–15.7 and 1.8–12.6 μM, respectively. The studies revealed that oleanane-derived sapogenols with the structure of 13β, 28-epoxy and Δ 12 –17-CH2OH were the main two structural types of L. christinae, and the triterpenoid saponins in L. christinae had important research and development value.
求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
Separation and Purification Technology
Separation and Purification Technology 工程技术-工程:化工
CiteScore
14.00
自引率
12.80%
发文量
2347
审稿时长
43 days
期刊介绍: Separation and Purification Technology is a premier journal committed to sharing innovative methods for separation and purification in chemical and environmental engineering, encompassing both homogeneous solutions and heterogeneous mixtures. Our scope includes the separation and/or purification of liquids, vapors, and gases, as well as carbon capture and separation techniques. However, it's important to note that methods solely intended for analytical purposes are not within the scope of the journal. Additionally, disciplines such as soil science, polymer science, and metallurgy fall outside the purview of Separation and Purification Technology. Join us in advancing the field of separation and purification methods for sustainable solutions in chemical and environmental engineering.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信