• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

稠李(EHRH.)果实作为生物活性三萜类化合物的新型来源-具有细胞毒性潜力的熊果酸衍生物的比较研究。

Sorbus intermedia (EHRH.) PERS. fruits as a novel source of biologically active triterpenoids - Comparative studies of ursolic acid derivatives with cytotoxic potential.

机构信息

Department of Pharmacognosy, Faculty of Pharmacy Medical College, Jagiellonian University, Kraków, Poland.

Department of Food Chemistry and Nutrition, Faculty of Pharmacy Medical College, Jagiellonian University, Kraków, Poland.

出版信息

Biomed Pharmacother. 2022 Oct;154:113592. doi: 10.1016/j.biopha.2022.113592. Epub 2022 Aug 24.

DOI:10.1016/j.biopha.2022.113592
PMID:36027609
Abstract

In the current study, the fruits of a popular ornamental tree, Sorbus intermedia, were investigated phytochemically and biologically as potential source of bioactive triterpenes. Six terpenoids were isolated and examined with respect to their cytotoxic activity using a broad screening in vitro model and multivariate analysis for better demonstration of the effects on cancer cells. This chemometric approach allowed us to confirm that the structural characteristics of the compounds significantly affected their impact on cell lines. Ursolic acid was found to be the most potent cytotoxic agent with IC predominantly < 10 μg/mL after 24 h of incubation. Its 3-acetoxy derivative was less active, however, an improvement in selectivity with regard to prostate panel was observed. Reduction of the carboxylic moiety at C28, as well as introduction of the hydroxyl group at 19α position led to complete loss of cytotoxic activity.

摘要

在本研究中,我们对一种受欢迎的观赏树——中华稠李的果实进行了植物化学和生物学研究,以探索其作为生物活性三萜类化合物的潜在来源。我们分离了六种三萜类化合物,并使用广泛的体外筛选模型和多元分析来评估它们的细胞毒性活性,以更好地展示它们对癌细胞的影响。这种化学计量学方法使我们能够确认化合物的结构特征对其对细胞系的影响有显著影响。熊果酸被发现是最有效的细胞毒性剂,在孵育 24 小时后,IC 主要 < 10 μg/mL。它的 3-乙酰氧基衍生物活性较低,但对前列腺面板的选择性有所提高。C28 位羧酸部分的还原以及 19α 位羟基的引入导致完全丧失细胞毒性活性。

相似文献

1
Sorbus intermedia (EHRH.) PERS. fruits as a novel source of biologically active triterpenoids - Comparative studies of ursolic acid derivatives with cytotoxic potential.稠李(EHRH.)果实作为生物活性三萜类化合物的新型来源-具有细胞毒性潜力的熊果酸衍生物的比较研究。
Biomed Pharmacother. 2022 Oct;154:113592. doi: 10.1016/j.biopha.2022.113592. Epub 2022 Aug 24.
2
Relationship between Maturity Stage, Triterpenoid Content and Cytotoxicity of Sorbus intermedia (EHRH.) PERS. Fruits - A Chemometric Approach.中间锦鸡儿(EHRH.)果实成熟阶段、三萜含量与细胞毒性的关系-化学计量学方法。
Chem Biodivers. 2021 Nov;18(11):e2100552. doi: 10.1002/cbdv.202100552. Epub 2021 Oct 20.
3
Multidirectional Effects of Terpenoids from (EHRH.) PERS Fruits in Cellular Model of Benign Prostate Hyperplasia.来自(EHRH.)PERS果实的萜类化合物在良性前列腺增生细胞模型中的多向效应。
Pharmaceuticals (Basel). 2023 Jul 5;16(7):965. doi: 10.3390/ph16070965.
4
[Study on the triterpenoids from the fruits of Ligustrum lucidum].[女贞果实中三萜类化合物的研究]
Zhong Yao Cai. 2011 Oct;34(10):1540-4.
5
Targeting cancer cells with oleanolic and ursolic acid derived hydroxamates.用齐墩果酸和熊果酸衍生的异羟肟酸靶向癌细胞。
Bioorg Med Chem Lett. 2016 Feb 1;26(3):907-909. doi: 10.1016/j.bmcl.2015.12.064. Epub 2015 Dec 19.
6
Protein tyrosine phosphatase 1B inhibitory activities of ursane- and lupane-type triterpenes from Sorbus pohuashanensis.花楸中乌苏烷型和羽扇豆烷型三萜对蛋白酪氨酸磷酸酶1B的抑制活性
J Nat Med. 2014 Apr;68(2):427-31. doi: 10.1007/s11418-013-0804-x. Epub 2013 Oct 6.
7
Cytotoxic Potential of a-Azepano- and 3-Amino-3,4-SeCo-Triterpenoids.α-氮杂降蒈烷和 3-氨基-3,4-桥氧萜类的细胞毒性。
Int J Mol Sci. 2021 Feb 8;22(4):1714. doi: 10.3390/ijms22041714.
8
A structure-activity relationship study on antiosteoclastogenesis effect of triterpenoids from the leaves of loquat (Eriobotrya japonica).枇杷(Eriobotrya japonica)叶中三萜类化合物抗破骨细胞生成作用的构效关系研究
Phytomedicine. 2015 Apr 15;22(4):498-503. doi: 10.1016/j.phymed.2015.03.002. Epub 2015 Mar 20.
9
New nor-oleanane triterpenoids from the fruits of with potential anti-inflammation activity.从具有潜在抗炎活性的果实中分离得到新的五环三萜。
Nat Prod Res. 2020 Apr;34(7):915-922. doi: 10.1080/14786419.2018.1540478. Epub 2019 Jan 2.
10
Cytotoxic triterpenoids from Acridocarpus vivy from the Madagascar rain forest.来自马达加斯加雨林的刺果藤属植物的细胞毒性三萜类化合物。
J Nat Prod. 2004 Jun;67(6):986-9. doi: 10.1021/np040058h.

引用本文的文献

1
Selectivity Screening and Structure-Cytotoxic Activity Observations of Selected Oleanolic Acid (OA)-Type Saponins from the Amaranthaceae Family on a Wiade Panel of Human Cancer Cell Lines.选择筛选和结构细胞毒性活性观察选自苋科的齐墩果酸(OA)-型皂苷在 Wiade 面板的人类癌细胞系。
Molecules. 2024 Aug 10;29(16):3794. doi: 10.3390/molecules29163794.
2
An Update on Pentacyclic Triterpenoids Ursolic and Oleanolic Acids and Related Derivatives as Anticancer Candidates.五环三萜类化合物熊果酸和齐墩果酸及其相关衍生物作为抗癌候选物的最新进展
Antioxidants (Basel). 2024 Aug 6;13(8):952. doi: 10.3390/antiox13080952.
3
Progress in Antimelanoma Research of Natural Triterpenoids and Their Derivatives: Mechanisms of Action, Bioavailability Enhancement and Structure Modifications.
天然三萜及其衍生物抗黑色素瘤研究进展:作用机制、生物利用度提高和结构修饰。
Molecules. 2023 Nov 24;28(23):7763. doi: 10.3390/molecules28237763.
4
Multidirectional Effects of Terpenoids from (EHRH.) PERS Fruits in Cellular Model of Benign Prostate Hyperplasia.来自(EHRH.)PERS果实的萜类化合物在良性前列腺增生细胞模型中的多向效应。
Pharmaceuticals (Basel). 2023 Jul 5;16(7):965. doi: 10.3390/ph16070965.
5
Chemical Composition and Cytotoxic Activity of Extracts from : In Vitro- versus Field-Grown Plants.来自以下植物提取物的化学成分与细胞毒性活性:体外种植与田间种植植物的比较
Plants (Basel). 2022 Oct 23;11(21):2815. doi: 10.3390/plants11212815.