• 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

熊果酸、齐墩果酸和桦木酸:抗菌谱及选择性指数。

Ursolic, oleanolic and betulinic acids: antibacterial spectra and selectivity indexes.

作者信息

Fontanay Stéphane, Grare Marion, Mayer Joséphine, Finance Chantal, Duval Raphaël Emmanuel

机构信息

SRSMC, Nancy-University, CNRS, France.

出版信息

J Ethnopharmacol. 2008 Nov 20;120(2):272-6. doi: 10.1016/j.jep.2008.09.001. Epub 2008 Sep 12.

DOI:10.1016/j.jep.2008.09.001
PMID:18835348
Abstract

ETHNOPHARMACOLOGICAL RELEVANCE

Ursolic acid (UA), oleanolic acid (OA) and betulinic acid (BA), three hydroxyl pentacyclic triterpenoic acids (HPTAs) naturally found in a large variety of vegetarian foods, medicinal herbs and plants have been investigated for antibacterial activity.

AIM OF THE STUDY

To determine the antibacterial activity of UA, OA and BA, as well as the toxic impact on eukaryotic cells.

MATERIALS AND METHODS

Minimum inhibitory concentrations were determined against five reference strains (Escherichia coli ATCC 25922, Staphylococcus aureus ATCC 25923 & ATCC 29213, Enterococcus faecalis ATCC 29212 and Pseudomonas aeruginosa ATCC 27853), as well as five antibiotic-resistant clinical isolates. Toxicity was evaluated against MRC-5 and HaCaT cell lines.

RESULTS

No antibacterial activity was observed for BA; while OA and more particularly UA, did show a moderate to good antibacterial activity, but limited to Gram-positive bacteria. Nevertheless, OA and UA were devoid of antibacterial activities against clinical isolates. Moreover, viability and cytotoxic assays demonstrated that the three compounds induced a significant cytotoxicity.

CONCLUSIONS

Despite of a relative similar chemical structure; UA, OA and BA harboured different antibacterial activities, with more significant ones for UA. However, considering both viability and toxicity values, these compounds seem to have a significant impact on eukaryotic cell viability.

摘要

民族药理学相关性

熊果酸(UA)、齐墩果酸(OA)和桦木酸(BA)是三种羟基五环三萜酸(HPTAs),天然存在于多种素食食品、药草和植物中,已对其抗菌活性进行了研究。

研究目的

确定UA、OA和BA的抗菌活性以及对真核细胞的毒性影响。

材料与方法

测定了对五种参考菌株(大肠杆菌ATCC 25922、金黄色葡萄球菌ATCC 25923和ATCC 29213、粪肠球菌ATCC 29212和铜绿假单胞菌ATCC 27853)以及五种耐抗生素临床分离株的最低抑菌浓度。评估了对MRC - 5和HaCaT细胞系的毒性。

结果

未观察到BA的抗菌活性;而OA,尤其是UA,确实表现出中度至良好的抗菌活性,但仅限于革兰氏阳性菌。然而,OA和UA对临床分离株没有抗菌活性。此外,活力和细胞毒性试验表明这三种化合物均诱导了显著的细胞毒性。

结论

尽管化学结构相对相似,但UA、OA和BA具有不同的抗菌活性,其中UA的活性更为显著。然而,综合考虑活力和毒性值,这些化合物似乎对真核细胞活力有显著影响。

相似文献

1
Ursolic, oleanolic and betulinic acids: antibacterial spectra and selectivity indexes.熊果酸、齐墩果酸和桦木酸:抗菌谱及选择性指数。
J Ethnopharmacol. 2008 Nov 20;120(2):272-6. doi: 10.1016/j.jep.2008.09.001. Epub 2008 Sep 12.
2
Antimicrobial properties of amine- and guanidine-functionalized derivatives of betulinic, ursolic and oleanolic acids: Synthesis and structure/activity evaluation.桦木酸、熊果酸和齐墩果酸的胺基和胍基官能化衍生物的抗菌特性:合成与结构/活性评估
Steroids. 2020 Feb;154:108530. doi: 10.1016/j.steroids.2019.108530. Epub 2019 Oct 31.
3
Modulation of antibiotic resistance in bacterial pathogens by oleanolic acid and ursolic acid.齐墩果酸和熊果酸对细菌病原体抗生素耐药性的调节作用。
Phytomedicine. 2012 Apr 15;19(6):515-9. doi: 10.1016/j.phymed.2011.12.009. Epub 2012 Feb 15.
4
Antimicrobial Mechanism of Oleanolic and Ursolic Acids on Streptococcus mutans UA159.齐墩果酸和熊果酸对变形链球菌UA159的抗菌机制
Curr Microbiol. 2018 Jan;75(1):11-19. doi: 10.1007/s00284-017-1344-5. Epub 2017 Aug 29.
5
In vitro activity of para-guanidinoethylcalix[4]arene against susceptible and antibiotic-resistant Gram-negative and Gram-positive bacteria.对胍基乙基杯[4]芳烃对敏感及耐抗生素革兰氏阴性菌和革兰氏阳性菌的体外活性
J Antimicrob Chemother. 2007 Sep;60(3):575-81. doi: 10.1093/jac/dkm244. Epub 2007 Jul 10.
6
Evaluation of the antibacterial activity of the methylene chloride extract of Miconia ligustroides, isolated triterpene acids, and ursolic acid derivatives.评价小冠木中二氯甲烷提取物、分离出的三萜酸和熊果酸衍生物的抗菌活性。
Pharm Biol. 2010 Feb;48(2):166-9. doi: 10.3109/13880200903062648.
7
The in vitro study of ursolic acid and oleanolic acid inhibiting cariogenic microorganisms as well as biofilm.熊果酸和齐墩果酸对致龋微生物及生物膜抑制作用的体外研究
Oral Dis. 2013 Jul;19(5):494-500. doi: 10.1111/odi.12031. Epub 2012 Oct 31.
8
Oleanolic, Ursolic, and Betulinic Acids as Food Supplements or Pharmaceutical Agents for Type 2 Diabetes: Promise or Illusion?齐墩果酸、熊果酸和桦木酸作为2型糖尿病的食品补充剂或药物:是希望还是幻想?
J Agric Food Chem. 2016 Apr 20;64(15):2991-3008. doi: 10.1021/acs.jafc.5b06021. Epub 2016 Apr 8.
9
Influence of oxidative stress on the antibacterial activity of betulin, betulinic acid and ursolic acid.氧化应激对白桦脂醇、白桦脂酸和熊果酸的抗菌活性的影响。
Microb Pathog. 2017 Oct;111:338-344. doi: 10.1016/j.micpath.2017.08.012. Epub 2017 Aug 12.
10
Betulinic, oleanolic and ursolic acids inhibit the enzymatic and biological effects induced by a P-I snake venom metalloproteinase.桦木酸、齐墩果酸和熊果酸可抑制P-I型蛇毒金属蛋白酶诱导的酶促和生物学效应。
Chem Biol Interact. 2018 Jan 5;279:219-226. doi: 10.1016/j.cbi.2017.12.001. Epub 2017 Dec 5.

引用本文的文献

1
Synthesis and antimicrobial activity of new betulin derivatives.新型桦木醇衍生物的合成及其抗菌活性
Sci Rep. 2025 May 21;15(1):17719. doi: 10.1038/s41598-025-02769-3.
2
Biological Properties of Oleanolic Acid Derivatives Bearing Functionalized Side Chains at C-3.具有 C-3 位功能化侧链的齐墩果酸衍生物的生物学性质。
Int J Mol Sci. 2024 Aug 3;25(15):8480. doi: 10.3390/ijms25158480.
3
Manniosides G-J, New Ursane- and Lupane-Type Saponins from (Hook.f.) Harms.曼尼糖苷 G-J,来自(钩福氏)海姆的新型乌苏烷型和羽扇烷型皂苷。
Molecules. 2024 Jul 23;29(15):3447. doi: 10.3390/molecules29153447.
4
Principal Bioactive Properties of Oleanolic Acid, Its Derivatives, and Analogues.齐墩果酸及其衍生物和类似物的主要生物活性特性。
Molecules. 2024 Jul 12;29(14):3291. doi: 10.3390/molecules29143291.
5
Promising Ursolic Acid as a Novel Antituberculosis Agent: Current Progress and Challenges.熊果酸作为一种新型抗结核药物的前景:当前进展和挑战。
Drug Des Devel Ther. 2024 May 31;18:1969-1979. doi: 10.2147/DDDT.S454399. eCollection 2024.
6
Effects of Oleanolic Acid Derived from Wine Pomace on Periodontopathic Bacterial Growth in Healthy Individuals: A Randomized Placebo-Controlled Study.葡萄酒渣中齐墩果酸对健康个体牙周病原菌生长的影响:一项随机安慰剂对照研究。
Dent J (Basel). 2024 May 8;12(5):133. doi: 10.3390/dj12050133.
7
Acylation of Oleanolic Acid Oximes Effectively Improves Cytotoxic Activity in In Vitro Studies.齐墩果酸肟的酰化在体外研究中有效提高细胞毒性活性。
Pharmaceutics. 2024 Jan 9;16(1):86. doi: 10.3390/pharmaceutics16010086.
8
Advantages of the classical thermodynamic analysis of single-and multi-component Langmuir monolayers from molecules of biomedical importance-theory and applications.具有生物医学重要性的单分子和多分子朗缪尔单层的经典热力学分析的优势——理论与应用。
J R Soc Interface. 2024 Jan;21(210):20230559. doi: 10.1098/rsif.2023.0559. Epub 2024 Jan 10.
9
Evaluation of Oleogels Stabilized by Particles of Birch Outer Bark Extract through a Novel Approach.通过一种新方法评估桦木外皮提取物颗粒稳定的油凝胶。
Gels. 2023 Nov 17;9(11):911. doi: 10.3390/gels9110911.
10
Comparison of In Vitro Antimelanoma and Antimicrobial Activity of 2,3-Indolo-betulinic Acid and Its Glycine Conjugates.2,3-吲哚桦木酸及其甘氨酸缀合物的体外抗黑色素瘤和抗菌活性比较
Plants (Basel). 2023 Mar 9;12(6):1253. doi: 10.3390/plants12061253.