• 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

相思树叶中天然土木香酸和土木香内酯衍生物的分离、结构和碎片化特征。

The isolation, structure and fragmentation characteristics of natural truxillic and truxinic acid derivatives in Abrus mollis leaves.

机构信息

Center for Drug Research and Development, Class III Laboratory of Modern Chinese Medicine Preparation, State Administration of Traditional Chinese Medicine of the P.R.C, Key Laboratory of Modern Chinese Medicine of Education Department of Guangdong Province, Guangdong Pharmaceutical University, Guangzhou, 510006, People's Republic of China.

Center for Drug Research and Development, Class III Laboratory of Modern Chinese Medicine Preparation, State Administration of Traditional Chinese Medicine of the P.R.C, Key Laboratory of Modern Chinese Medicine of Education Department of Guangdong Province, Guangdong Pharmaceutical University, Guangzhou, 510006, People's Republic of China.

出版信息

Phytochemistry. 2021 Jan;181:112572. doi: 10.1016/j.phytochem.2020.112572. Epub 2020 Nov 6.

DOI:10.1016/j.phytochem.2020.112572
PMID:33166750
Abstract

Five undescribed compounds were separated from Abrus mollis leaves, including two truxillate forms (abrusamide D, H) and three truxinate forms (abrusamide E, F, G). The absolute configuration of abrusamide D was determined by X-ray crystallography. Abrusamide A was reassessed and corrected to be β-truxinate configuration rather than α-form. LC-MS/MS and CD spectroscopy were applied to determine and analyze ten compounds, including four truxillate forms (abrusamide B ~ D and H), four truxinate forms (abrusamide E ~ G and A), and two precursors [(E)-N-(4-hydroxycinnamoyl) tyrosine, (Z)-N-(4-hydroxycinnamoyl) tyrosine]. It showed that the fragmentation pattern of truxillate was symmetric, while that of truxinate was asymmetric and irregular. The CD Cotton effect was related to cyclobutane configuration. These findings provided strong evidence for the cyclobutane dimers to discriminate their configuration. In addition, the bioactivity assay showed that the compounds had low toxicity and anti-inflammatory effect.

摘要

从鸡骨草叶片中分离得到 5 个未见文献报道的化合物,包括 2 个新的獐牙菜苦苷形式(abrusamide D、H)和 3 个獐牙菜苦苷形式(abrusamide E、F、G)。通过 X 射线单晶衍射确定了 abrusamide D 的绝对构型。对 abrusamide A 进行了重新评估,确定其构型为β-獐牙菜苦苷,而不是 α 型。采用 LC-MS/MS 和 CD 光谱法测定并分析了 10 个化合物,包括 4 个獐牙菜苦苷形式(abrusamide BD 和 H)、4 个獐牙菜苦苷形式(abrusamide EG 和 A)和 2 个前体[(E)-N-(4-羟基肉桂酰基)酪氨酸,(Z)-N-(4-羟基肉桂酰基)酪氨酸]。结果表明,獐牙菜苦苷的裂解模式是对称的,而獐牙菜苦苷的裂解模式是不对称和不规则的。CD 圆二色谱效应与环丁烷构型有关。这些发现为环丁烷二聚体区分其构型提供了有力证据。此外,生物活性测定表明,这些化合物具有低毒性和抗炎作用。

相似文献

1
The isolation, structure and fragmentation characteristics of natural truxillic and truxinic acid derivatives in Abrus mollis leaves.相思树叶中天然土木香酸和土木香内酯衍生物的分离、结构和碎片化特征。
Phytochemistry. 2021 Jan;181:112572. doi: 10.1016/j.phytochem.2020.112572. Epub 2020 Nov 6.
2
[One new truxillic amide compound from Abrus mollis leaves].[来自毛鸡骨草叶的一种新的反式阿魏酸酰胺化合物]
Yao Xue Xue Bao. 2016 Oct;51(10):1595-9.
3
A Comparative Study between Abrus cantoniensis and Abrus mollis: Flavonoids Profiles by UPLC-Q-TOF-MS and Anti-Inflammatory Mechanism by Transcriptomics.山黧豆和鸡骨草的比较研究:UPLC-Q-TOF-MS 分析的黄酮类成分和转录组学研究的抗炎机制。
Chem Biodivers. 2023 Jun;20(6):e202300204. doi: 10.1002/cbdv.202300204. Epub 2023 Jun 6.
4
Antinociceptive activities of alpha-truxillic acid and beta-truxinic acid derivatives.
Biol Pharm Bull. 2006 Mar;29(3):580-4. doi: 10.1248/bpb.29.580.
5
An ultra-high performance liquid chromatography with quadrupole time-of-flight mass spectrometry identification and characterization of the active constituents from Abrus mollis Hance.采用超高效液相色谱-四极杆飞行时间质谱联用技术对毛鸡骨草活性成分进行鉴定与表征。
J Sep Sci. 2023 Jan;46(2):e2200311. doi: 10.1002/jssc.202200311. Epub 2022 Nov 14.
6
Simultaneous Detection of Flavonoids, Phenolic Acids and Alkaloids in Abri Herba and Abri Mollis Herba using Liquid Chromatography Tandem Mass Spectrometry.采用液相色谱串联质谱法同时检测鸡骨草和毛鸡骨草中的黄酮类、酚酸类和生物碱类成分
Phytochem Anal. 2016 Jan-Feb;27(1):50-6. doi: 10.1002/pca.2598. Epub 2015 Sep 28.
7
Three Undescribed Flavonoids and Amide from Abrus mollis Hance with Hepatoprotective Effects.从鸡骨草中提取的三种具有肝保护作用的未知黄酮类化合物和酰胺。
Chem Biodivers. 2023 Jul;20(7):e202300696. doi: 10.1002/cbdv.202300696. Epub 2023 Jun 14.
8
Metabolomics analysis reveals the differences between Abrus cantoniensis Hance and Abrus mollis Hance.代谢组学分析揭示了鸡骨草和毛鸡骨草之间的差异。
BMC Plant Biol. 2023 Aug 1;23(1):375. doi: 10.1186/s12870-023-04372-y.
9
Biginkgosides A-I, Unexpected Minor Dimeric Flavonol Diglycosidic Truxinate and Truxillate Esters from Ginkgo biloba Leaves and Their Antineuroinflammatory and Neuroprotective Activities.大银杏苷A - I,来自银杏叶的意外发现的微量二聚黄酮醇二糖苷阿魏酸酯和异阿魏酸酯及其抗神经炎症和神经保护活性。
J Nat Prod. 2016 May 27;79(5):1354-64. doi: 10.1021/acs.jnatprod.6b00061. Epub 2016 May 3.
10
Simultaneous determination of three flavonoid C-glycosides in mice biosamples by HPLC-ESI-MS method after oral administration of Abrus mollis extract and its application to biodistribution studies.HPLC-ESI-MS 法测定鸡骨草提取物灌胃后小鼠生物样品中三种黄酮类 C-糖苷的同时测定及其在生物分布研究中的应用。
J Chromatogr B Analyt Technol Biomed Life Sci. 2012 Aug 15;903:68-74. doi: 10.1016/j.jchromb.2012.06.044. Epub 2012 Jul 9.

引用本文的文献

1
-Coumaroyl Amides from the Plant Kingdom: A Comprehensive Review of Natural Sources, Biosynthesis, and Biological Activities.植物界中的香豆酰酰胺:天然来源、生物合成及生物活性的全面综述
Molecules. 2025 Mar 11;30(6):1259. doi: 10.3390/molecules30061259.
2
Metabolomics analysis reveals the differences between Abrus cantoniensis Hance and Abrus mollis Hance.代谢组学分析揭示了鸡骨草和毛鸡骨草之间的差异。
BMC Plant Biol. 2023 Aug 1;23(1):375. doi: 10.1186/s12870-023-04372-y.