• 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

具有潜在抗卵菌活性的2'-羟基查尔酮衍生物的声化学合成

Sonochemical Synthesis of 2'-Hydroxy-Chalcone Derivatives with Potential Anti-Oomycete Activity.

作者信息

López Génesis, Mellado Marco, Werner Enrique, Said Bastián, Godoy Patricio, Caro Nelson, Besoain Ximena, Montenegro Iván, Madrid Alejandro

机构信息

Laboratorio de Productos Naturales y Síntesis Orgánica (LPNSO), Departamento de Química, Facultad de Ciencias Naturales y Exactas, Universidad de Playa Ancha, Avda. Leopoldo Carvallo 270, Playa Ancha, Valparaíso 2340000, Chile.

Instituto de Química, Facultad de Ciencias, Pontificia Universidad Católica de Valparaíso, Av. Universidad #330, Curauma, Valparaíso 2340000, Chile.

出版信息

Antibiotics (Basel). 2020 Sep 4;9(9):576. doi: 10.3390/antibiotics9090576.

DOI:10.3390/antibiotics9090576
PMID:32899705
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7560025/
Abstract

This work reports on the synthesis of eight new 2'-hydroxy-chalcones with potential anti-phytopathogenic applications in agroindustry, among others, via Claisen-Schmidt condensation and ultrasound assisted reaction. Assays showed three chalcones with allyl moieties strongly inhibited growth of phytopathogenic oomycete ; moreover, compound had a half maximal effective concentration (EC) value (32.5 µg/mL) similar to that of metalaxyl (28.6 µg/mL). A software-aided quantitative structure-activity relationship (QSAR) analysis of the whole series suggests that the structural features of these new chalcones-namely, the fluoride, hydroxyl, and amine groups over the carbon 3' of the chalcone skeleton-increase anti-oomycete activity.

摘要

本研究报道了通过克莱森-施密特缩合反应和超声辅助反应合成了八种新型2'-羟基查耳酮，这些查耳酮在农业工业等领域具有潜在的抗植物病原菌应用。试验表明，三种含有烯丙基部分的查耳酮强烈抑制植物病原卵菌的生长；此外，化合物的半数有效浓度（EC）值（32.5μg/mL）与甲霜灵（28.6μg/mL）相似。对整个系列进行的软件辅助定量构效关系（QSAR）分析表明，这些新型查耳酮的结构特征，即查耳酮骨架3'位碳上的氟、羟基和胺基，增强了抗卵菌活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e4fa/7560025/20c8609199e6/antibiotics-09-00576-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e4fa/7560025/8a932ff3f781/antibiotics-09-00576-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e4fa/7560025/20c8609199e6/antibiotics-09-00576-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e4fa/7560025/8a932ff3f781/antibiotics-09-00576-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e4fa/7560025/20c8609199e6/antibiotics-09-00576-g001.jpg

相似文献

1
Sonochemical Synthesis of 2'-Hydroxy-Chalcone Derivatives with Potential Anti-Oomycete Activity.具有潜在抗卵菌活性的2'-羟基查尔酮衍生物的声化学合成
Antibiotics (Basel). 2020 Sep 4;9(9):576. doi: 10.3390/antibiotics9090576.
2
Ultrasound-assisted synthesis of novel chalcone, heterochalcone and bis-chalcone derivatives and the evaluation of their antioxidant properties and as acetylcholinesterase inhibitors.超声辅助合成新型查尔酮、杂查尔酮和双查尔酮衍生物，并评价其抗氧化性能和乙酰胆碱酯酶抑制活性。
Bioorg Chem. 2019 Sep;90:103034. doi: 10.1016/j.bioorg.2019.103034. Epub 2019 Jun 8.
3
Synthesis and Anti-Oomycete Activity of Sulfonate Derivatives of Fenjuntong.芬菌酮磺酸盐衍生物的合成及杀卵菌活性。
Chem Biodivers. 2022 Apr;19(4):e202101039. doi: 10.1002/cbdv.202101039. Epub 2022 Mar 21.
4
Synthesis and evaluation of novel prenylated chalcone derivatives as anti-leishmanial and anti-trypanosomal compounds.新型异戊烯基查尔酮衍生物作为抗利什曼原虫和抗锥虫化合物的合成与评价
Bioorg Med Chem Lett. 2015 Aug 15;25(16):3342-5. doi: 10.1016/j.bmcl.2015.05.072. Epub 2015 May 30.
5
Synthesis and anti-proliferative activity of fluoro-substituted chalcones.氟取代查耳酮的合成及其抗增殖活性
Bioorg Med Chem Lett. 2016 Jul 1;26(13):3172-3176. doi: 10.1016/j.bmcl.2016.04.096. Epub 2016 May 12.
6
Introduction of amino moiety enhances the inhibitory potency of 1-tetralone chalcone derivatives against LPS-stimulated reactive oxygen species production in RAW 264.7 macrophages.引入氨基部分可增强 1-四氢萘酮查尔酮衍生物对 LPS 刺激的 RAW 264.7 巨噬细胞中活性氧产生的抑制作用。
Bioorg Chem. 2019 Jun;87:495-505. doi: 10.1016/j.bioorg.2019.03.055. Epub 2019 Mar 20.
7
Chalcone derivatives as potential antifungal agents: Synthesis, and antifungal activity.查尔酮衍生物作为潜在的抗真菌剂：合成及抗真菌活性
J Adv Pharm Technol Res. 2015 Jul-Sep;6(3):114-7. doi: 10.4103/2231-4040.161507.
8
Biotechnological methods for chalcone reduction using whole cells of Lactobacillus, Rhodococcus and Rhodotorula strains as a way to produce new derivatives.利用乳杆菌、红球菌和罗伦隐球酵母等菌株的全细胞进行查尔酮还原的生物技术方法，以生产新的衍生物。
Appl Microbiol Biotechnol. 2016 Oct;100(19):8371-84. doi: 10.1007/s00253-016-7607-4. Epub 2016 May 21.
9
Eco-friendly Cu/NiO nanoparticle synthesis: Catalytic potential in isatin-based chalcone synthesis for anticancer activity.环保型铜/氧化镍纳米颗粒的合成：基于异吲哚酮的查耳酮合成中用于抗癌活性的催化潜力。
MethodsX. 2023 Nov 3;11:102471. doi: 10.1016/j.mex.2023.102471. eCollection 2023 Dec.
10
Design, synthesis, and anti-oomycete activity of 3-acyloxymaltol/ethyl maltol derivatives.3-酰基氧麦芽酚/乙基麦芽酚衍生物的设计、合成与抗卵菌活性。
J Asian Nat Prod Res. 2024 Oct;26(10):1166-1174. doi: 10.1080/10286020.2024.2355144. Epub 2024 Jun 10.

引用本文的文献

1
Antioomycete Nanoformulation for Biocontrol of English Walnut Crown and Root Rot Caused by .用于生物防治由……引起的英国核桃树冠和根腐病的抗卵菌纳米制剂
Plants (Basel). 2025 Jan 17;14(2):257. doi: 10.3390/plants14020257.
2
Hydroxy Chalcones and Analogs with Chemopreventive Properties.羟基查耳酮及其具有化学预防特性的类似物。
Int J Mol Sci. 2023 Jun 26;24(13):10667. doi: 10.3390/ijms241310667.
3
Metal Complexation of Bis-Chalcone Derivatives Enhances Their Efficacy against Fusarium Wilt Disease, Caused by , via Induction of Antioxidant Defense Machinery.

本文引用的文献

1
Antifungal activity of 2'-hydroxychalcone loaded in nanoemulsion against spp.负载于纳米乳剂中的2'-羟基查耳酮对 种真菌的抗真菌活性
Future Microbiol. 2020 Jan;15:21-33. doi: 10.2217/fmb-2019-0095. Epub 2020 Feb 11.
2
Synthesis and In Vitro Growth Inhibition of 2-Allylphenol Derivatives Against Rands.2-丙烯基苯酚衍生物的合成及其对 Rands 的体外生长抑制作用。
Molecules. 2019 Nov 19;24(22):4196. doi: 10.3390/molecules24224196.
3
Carveoylphenols and Their Antifungal Potential against Pathogenic Yeasts.羰基酚类及其对致病性酵母的抗真菌潜力。
双查尔酮衍生物的金属络合通过诱导抗氧化防御机制增强了它们对由[病原菌名称未给出]引起的枯萎病的防治效果。
Plants (Basel). 2022 Sep 16;11(18):2418. doi: 10.3390/plants11182418.
Antibiotics (Basel). 2019 Oct 15;8(4):185. doi: 10.3390/antibiotics8040185.
4
Design, synthesis, antifungal activity, and structure-activity relationship studies of chalcones and hybrid dihydrochromane-chalcones.查耳酮和杂化二氢色满-查耳酮的设计、合成、抗真菌活性及构效关系研究
Mol Divers. 2020 Aug;24(3):603-615. doi: 10.1007/s11030-019-09967-y. Epub 2019 Jun 3.
5
Human health risk assessment of antibiotic resistance associated with antibiotic residues in the environment: A review.环境中抗生素残留相关抗生素耐药性对人类健康风险评估：综述。
Environ Res. 2019 Feb;169:483-493. doi: 10.1016/j.envres.2018.11.040. Epub 2018 Nov 26.
6
Design, synthesis and QSAR study of 2'-hydroxy-4'-alkoxy chalcone derivatives that exert cytotoxic activity by the mitochondrial apoptotic pathway.设计、合成及 2'-羟基-4'-烷氧基查耳酮衍生物的定量构效关系研究，此类衍生物通过线粒体凋亡途径发挥细胞毒性活性。
Bioorg Med Chem. 2019 Jan 1;27(1):43-54. doi: 10.1016/j.bmc.2018.10.045. Epub 2018 Nov 10.
7
Design and synthesis of novel anti-hyperalgesic agents based on 6-prenylnaringenin as the T-type calcium channel blockers.基于 6-异戊烯基柚皮素作为 T 型钙通道阻滞剂的新型抗痛觉过敏剂的设计与合成。
Bioorg Med Chem. 2018 Aug 15;26(15):4410-4427. doi: 10.1016/j.bmc.2018.07.023. Epub 2018 Jul 19.
8
Structure-Activity Relationship of Dialkoxychalcones to Combat Fish Pathogen .二烷氧基查耳酮类化合物的结构-活性关系及其在鱼类病原体防治中的应用。
Molecules. 2018 Jun 7;23(6):1377. doi: 10.3390/molecules23061377.
9
Hemi-Synthesis and Anti-Oomycete Activity of Analogues of Isocordoin.异柯多因类似物的半合成及抗卵菌活性
Molecules. 2017 Jun 10;22(6):968. doi: 10.3390/molecules22060968.
10
Synthesis and Evaluation of Novel Oxyalkylated Derivatives of 2',4'-Dihydroxychalcone as Anti-Oomycete Agents against Bronopol Resistant Strains of Saprolegnia sp.2',4'-二羟基查尔酮新型氧烷基化衍生物作为抗卵菌剂对抗溴硝醇抗性水霉属菌株的合成与评价
Int J Mol Sci. 2016 Aug 22;17(8):1366. doi: 10.3390/ijms17081366.