• 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

双键位置对 2-苯基苯并呋喃类抗氧化剂的影响:桑辛素 C 和异桑辛素 C 的比较研究。

Effect of Double Bond Position on 2-Phenyl-benzofuran Antioxidants: A Comparative Study of Moracin C and Iso-Moracin C.

机构信息

School of Chinese Herbal Medicine, Guangzhou University of Chinese Medicine, Waihuan East Road No. 232, Guangzhou Higher Education Mega Center, Guangzhou 510006, China.

Innovative Research & Development Laboratory of TCM, Guangzhou University of Chinese Medicine, Waihuan East Road No. 232, Guangzhou Higher Education Mega Center, Guangzhou 510006, China;.

出版信息

Molecules. 2018 Mar 24;23(4):754. doi: 10.3390/molecules23040754.

DOI:10.3390/molecules23040754
PMID:29587376
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6017532/
Abstract

Two 2-phenyl-benzofurans, moracin C {2-[3',5'-dihydroxy-4'-(3-methlbut-2-enyl)phenyl]-6-hydroxybenzofuran} and its isomer moracin C{2-[3',5'-dihydroxy-4'-(3-methlbut-1-enyl)phenyl]-6-hydroxybenzofuran}, were comparatively studied using redox-related antioxidant assays and non-redox antioxidant assays. Moracin C always resulted in higher IC values than -moracin C in the redox-related antioxidant assays, including •O₂-inhibition, Cu-reducing power, DPPH•-inhibition, and ABTS⁺•-inhibition assays. In the non-redox antioxidant assay, moracin C and -moracin C underwent similar radical-adduct-formation (RAF), evidenced by the peaks at 704 and 618 in HPLC-MS spectra. In conclusion, both moracin C and -moracin C can act as 2-phenyl-benzofuran antioxidants; their antioxidant mechanisms may include redox-related ET and H⁺-transfer, and non-redox RAF. A double bond at the conjugation position can enhance the redox-related antioxidant potential, but hardly affects the RAF potential.

摘要

两种 2-苯基苯并呋喃,莫拉辛 C(2-[3',5'-二羟基-4'-(3-甲基-2-丁烯基)苯基]-6-羟基苯并呋喃}及其异构体莫拉辛 C(2-[3',5'-二羟基-4'-(3-甲基-1-丁烯基)苯基]-6-羟基苯并呋喃},使用与氧化还原相关的抗氧化测定法和非氧化还原抗氧化测定法进行了比较研究。在与氧化还原相关的抗氧化测定法中,莫拉辛 C 总是比 -moracin C 产生更高的 IC 值,包括•O₂抑制、Cu 还原能力、DPPH•抑制和 ABTS⁺•抑制测定法。在非氧化还原抗氧化测定法中,莫拉辛 C 和 -moracin C 经历了相似的自由基加成物形成(RAF),这在 HPLC-MS 光谱中 704 和 618 处的峰得到了证明。总之,莫拉辛 C 和 -moracin C 都可以作为 2-苯基苯并呋喃抗氧化剂;它们的抗氧化机制可能包括与氧化还原相关的 ET 和 H⁺转移,以及非氧化还原 RAF。在共轭位置的双键可以增强与氧化还原相关的抗氧化潜力,但几乎不影响 RAF 潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d79/6017532/a123199263ca/molecules-23-00754-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d79/6017532/3dc5b1c2826a/molecules-23-00754-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d79/6017532/cb4a10c32508/molecules-23-00754-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d79/6017532/c181def85d9c/molecules-23-00754-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d79/6017532/a123199263ca/molecules-23-00754-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d79/6017532/3dc5b1c2826a/molecules-23-00754-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d79/6017532/cb4a10c32508/molecules-23-00754-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d79/6017532/c181def85d9c/molecules-23-00754-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9d79/6017532/a123199263ca/molecules-23-00754-g004.jpg

相似文献

1
Effect of Double Bond Position on 2-Phenyl-benzofuran Antioxidants: A Comparative Study of Moracin C and Iso-Moracin C.双键位置对 2-苯基苯并呋喃类抗氧化剂的影响:桑辛素 C 和异桑辛素 C 的比较研究。
Molecules. 2018 Mar 24;23(4):754. doi: 10.3390/molecules23040754.
2
π-π Conjugation Enhances Oligostilbene's Antioxidant Capacity: Evidence from α-Viniferin and Caraphenol A.π-π 共轭增强了低聚芪的抗氧化能力:来自 α-白皮素和白皮素 A 的证据。
Molecules. 2018 Mar 19;23(3):694. doi: 10.3390/molecules23030694.
3
Moracin derivatives from Morus Radix as dual BACE1 and cholinesterase inhibitors with antioxidant and anti-glycation capacities.桑树根中的桑辛素衍生物作为 BACE1 和胆碱酯酶的双重抑制剂,具有抗氧化和抗糖化能力。
Life Sci. 2018 Oct 1;210:20-28. doi: 10.1016/j.lfs.2018.08.060. Epub 2018 Aug 28.
4
Identification of moracin N in mulberry leaf and evaluation of antioxidant activity.鉴定桑叶中的桑辛素 N 并评价其抗氧化活性。
Food Chem Toxicol. 2019 Oct;132:110730. doi: 10.1016/j.fct.2019.110730. Epub 2019 Jul 29.
5
Theoretical insights into the antioxidant activity of moracin T.理论上深入了解桑辛素 T 的抗氧化活性。
Free Radic Res. 2020 Apr;54(4):221-230. doi: 10.1080/10715762.2020.1747616. Epub 2020 Apr 13.
6
[2-Arylbenzofuran derivatives from Morus wittiorum].[来自川桑的2-芳基苯并呋喃衍生物]
Yao Xue Xue Bao. 2008 Nov;43(11):1119-22.
7
Steric Effect of Antioxidant Diels-Alder-Type Adducts: A Comparison of Sanggenon C with Sanggenon D.抗氧化剂 Diels-Alder 型加合物的空间效应:桑根酮 C 与桑根酮 D 的比较。
Molecules. 2018 Oct 11;23(10):2610. doi: 10.3390/molecules23102610.
8
Bioactive Benzofuran Derivatives from Cortex Mori Radicis, and Their Neuroprotective and Analgesic Activities Mediated by mGluR₁.桑白皮中的生物活性苯并呋喃衍生物及其由代谢型谷氨酸受体1介导的神经保护和镇痛活性。
Molecules. 2017 Feb 8;22(2):236. doi: 10.3390/molecules22020236.
9
Secondary metabolites of Bagassa guianensis Aubl. wood: a study of the chemotaxonomy of the Moraceae family.圭亚那白背椴木的次生代谢产物:桑科化学分类学研究。
Phytochemistry. 2010 Oct;71(14-15):1708-13. doi: 10.1016/j.phytochem.2010.06.020. Epub 2010 Jul 23.
10
-Configuration Improves Antioxidant and Cytoprotective Capacities of Resveratrols.-结构修饰提高白藜芦醇的抗氧化和细胞保护能力。
Molecules. 2018 Jul 20;23(7):1790. doi: 10.3390/molecules23071790.

引用本文的文献

1
Antioxidant and Anticancer Mechanisms of Unique Polyphenols in : Focus on Gallocatechin-3,5-di-O-gallate and 1,2,4,6-Tetra-O-galloyl-β-D-glucopyranose.《独特多酚的抗氧化与抗癌机制:聚焦表儿茶素-3,5-二-O-没食子酸酯和1,2,4,6-四-O-没食子酰基-β-D-吡喃葡萄糖》
Molecules. 2025 Apr 25;30(9):1919. doi: 10.3390/molecules30091919.
2
Methylophiopogonanone A Inhibits Ferroptosis in H9c2 Cells: An Experimental and Molecular Simulation Study.麦冬甲基黄烷酮A抑制H9c2细胞铁死亡的实验与分子模拟研究
Molecules. 2024 Dec 6;29(23):5764. doi: 10.3390/molecules29235764.
3
Elicitation of Stilbenes and Benzofuran Derivatives in Hairy Root Cultures of White Mulberry ().

本文引用的文献

1
Concerted double proton-transfer electron-transfer between catechol and superoxide radical anion.儿茶酚与超氧阴离子自由基之间的协同双质子转移电子转移
Phys Chem Chem Phys. 2017 Oct 4;19(38):26179-26190. doi: 10.1039/c7cp03930a.
2
Inner mechanism of protection of mitochondrial electron-transfer proteins against oxidative damage. Focus on hydrogen peroxide decomposition.线粒体电子传递蛋白抗氧化损伤的内在机制。聚焦于过氧化氢的分解。
Biochimie. 2017 Nov;142:152-157. doi: 10.1016/j.biochi.2017.09.003. Epub 2017 Sep 14.
3
2-Phenyl-4,4,5,5-tetramethylimidazoline-1-oxyl 3-Oxide (PTIO) Radical Scavenging: A New and Simple Antioxidant Assay In Vitro.
白桑发根培养物中芪类和苯并呋喃衍生物的诱导
Plants (Basel). 2022 Dec 31;12(1):175. doi: 10.3390/plants12010175.
4
The radical scavenging activity of moracins: theoretical insights.桑黄素的自由基清除活性:理论见解
RSC Adv. 2020 Oct 6;10(60):36843-36848. doi: 10.1039/d0ra06555b. eCollection 2020 Oct 1.
5
Comparison of Antioxidant and Anticancer Properties of Soft Coral-Derived Sinularin and Dihydrosinularin.软珊瑚来源的辛拉林和二氢辛拉林的抗氧化和抗癌特性比较。
Molecules. 2021 Jun 24;26(13):3853. doi: 10.3390/molecules26133853.
6
Quantum Mechanical Predictions of the Antioxidant Capability of Moracin C Isomers.桑色素C异构体抗氧化能力的量子力学预测
Front Chem. 2021 Apr 21;9:666647. doi: 10.3389/fchem.2021.666647. eCollection 2021.
7
Dealkenylative Alkenylation: Formal σ-Bond Metathesis of Olefins.烯丙基化反应:烯烃的形式 σ-键复分解反应。
Angew Chem Int Ed Engl. 2020 Sep 28;59(40):17565-17571. doi: 10.1002/anie.202005267. Epub 2020 Aug 28.
8
Antioxidant Properties of Lapachol and Its Derivatives and Their Ability to Chelate Iron (II) Cation: DFT and QTAIM Studies.拉帕醇及其衍生物的抗氧化特性及其螯合铁(II)阳离子的能力:密度泛函理论和量子拓扑原子理论研究
Bioinorg Chem Appl. 2020 Mar 31;2020:2103239. doi: 10.1155/2020/2103239. eCollection 2020.
9
Simultaneous Study of Anti-Ferroptosis and Antioxidant Mechanisms of Butein and ()-Butin.同时研究杨梅素和()-桑辛素的抗铁死亡和抗氧化机制。
Molecules. 2020 Feb 5;25(3):674. doi: 10.3390/molecules25030674.
10
Comparative Analysis of Radical Adduct Formation (RAF) Products and Antioxidant Pathways between Myricetin-3--Galactoside and Myricetin Aglycone.杨梅素-3-O-半乳糖苷与杨梅素苷元的自由基加合物(RAF)产物和抗氧化途径的比较分析。
Molecules. 2019 Jul 30;24(15):2769. doi: 10.3390/molecules24152769.
2-苯-4,4,5,5-四甲基-1-氧代-3-氧化咪唑啉(PTIO)自由基清除:一种新的简单的体外抗氧化剂测定法。
J Agric Food Chem. 2017 Aug 2;65(30):6288-6297. doi: 10.1021/acs.jafc.7b02247. Epub 2017 Jul 19.
4
Chemical Constituents with Proprotein Convertase Subtilisin/Kexin Type 9 mRNA Expression Inhibitory Activity from Dried Immature Morus alba Fruits.从干制未成熟桑椹中得到的具有脯氨酰肽链内切酶枯草溶菌素/柯萨奇蛋白酶 9 mRNA 表达抑制活性的化学成分。
J Agric Food Chem. 2017 Jul 5;65(26):5316-5321. doi: 10.1021/acs.jafc.7b02088. Epub 2017 Jun 26.
5
Aryl benzofuran derivatives from the stem bark of Calpocalyx dinklagei attenuate inflammation.来自丁氏萼距花茎皮的芳基苯并呋喃衍生物可减轻炎症。
Phytochemistry. 2017 Sep;141:70-79. doi: 10.1016/j.phytochem.2017.05.007. Epub 2017 Jun 1.
6
Lyophilized aqueous extracts of Mori Fructus and Mori Ramulus protect Mesenchymal stem cells from •OH-treated damage: bioassay and antioxidant mechanism.桑椹和桑枝的冻干水提取物可保护间充质干细胞免受•OH处理损伤:生物测定及抗氧化机制
BMC Complement Altern Med. 2017 May 2;17(1):242. doi: 10.1186/s12906-017-1730-3.
7
A review on antioxidant potential of bioactive heterocycle benzofuran: Natural and synthetic derivatives.生物活性杂环苯并呋喃的抗氧化潜力综述:天然及合成衍生物
Pharmacol Rep. 2017 Apr;69(2):281-295. doi: 10.1016/j.pharep.2016.11.007. Epub 2016 Nov 18.
8
Comparison of the Antioxidant Effects of Quercitrin and Isoquercitrin: Understanding the Role of the 6″-OH Group.槲皮苷和异槲皮苷抗氧化作用的比较:了解6″-OH基团的作用
Molecules. 2016 Sep 19;21(9):1246. doi: 10.3390/molecules21091246.
9
2-Arylbenzo[b]furan derivatives as potent human lipoxygenase inhibitors.2-芳基苯并[b]呋喃衍生物作为有效的人脂氧合酶抑制剂。
J Enzyme Inhib Med Chem. 2016;31(sup4):98-105. doi: 10.1080/14756366.2016.1220376. Epub 2016 Sep 2.
10
Moracin C, A Phenolic Compound Isolated from Artocarpus heterophyllus, Suppresses Lipopolysaccharide-Activated Inflammatory Responses in Murine Raw264.7 Macrophages.从菠萝蜜中分离出的酚类化合物莫拉辛C抑制小鼠Raw264.7巨噬细胞中脂多糖激活的炎症反应。
Int J Mol Sci. 2016 Jul 25;17(8):1199. doi: 10.3390/ijms17081199.