دورية أكاديمية
Glucoconjugated monoterpene indole alkaloids with xanthine oxidase inhibitory activity from Ophiorrhiza japonica.
| العنوان: | Glucoconjugated monoterpene indole alkaloids with xanthine oxidase inhibitory activity from Ophiorrhiza japonica. |
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| المؤلفون: | Shi BB; School of Pharmaceutical Sciences, South-Central MinZu University, Wuhan, 430074, People's Republic of China; International Cooperation Base for Active Substances in Traditional Chinese Medicine in Hubei Province, School of Pharmaceutical Sciences, South-Central Minzu University, People's Republic of China., Xu F; School of Pharmaceutical Sciences, South-Central MinZu University, Wuhan, 430074, People's Republic of China., Zhang GR; School of Pharmaceutical Sciences, South-Central MinZu University, Wuhan, 430074, People's Republic of China., He Y; School of Pharmaceutical Sciences, South-Central MinZu University, Wuhan, 430074, People's Republic of China., Liu Q; School of Pharmaceutical Sciences, South-Central MinZu University, Wuhan, 430074, People's Republic of China., Feng ML; School of Pharmaceutical Sciences, South-Central MinZu University, Wuhan, 430074, People's Republic of China., Li ZH; School of Pharmaceutical Sciences, South-Central MinZu University, Wuhan, 430074, People's Republic of China; International Cooperation Base for Active Substances in Traditional Chinese Medicine in Hubei Province, School of Pharmaceutical Sciences, South-Central Minzu University, People's Republic of China. Electronic address: lizhenghui@mail.scuec.edu.cn., Liu JK; School of Pharmaceutical Sciences, South-Central MinZu University, Wuhan, 430074, People's Republic of China; International Cooperation Base for Active Substances in Traditional Chinese Medicine in Hubei Province, School of Pharmaceutical Sciences, South-Central Minzu University, People's Republic of China. Electronic address: liujikai@mail.scuec.edu.cn. |
| المصدر: | Phytochemistry [Phytochemistry] 2024 Aug; Vol. 224, pp. 114169. Date of Electronic Publication: 2024 May 31. |
| نوع المنشور: | Journal Article |
| اللغة: | English |
| بيانات الدورية: | Publisher: Elsevier Country of Publication: England NLM ID: 0151434 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1873-3700 (Electronic) Linking ISSN: 00319422 NLM ISO Abbreviation: Phytochemistry Subsets: MEDLINE |
| أسماء مطبوعة: | Publication: 2003- : London : Elsevier Original Publication: 1961-2003: Oxford : Pergamon Press. |
| مواضيع طبية MeSH: | Xanthine Oxidase*/antagonists & inhibitors , Xanthine Oxidase*/metabolism , Rubiaceae*/chemistry , Indole Alkaloids*/chemistry , Indole Alkaloids*/pharmacology , Indole Alkaloids*/isolation & purification , Enzyme Inhibitors*/pharmacology , Enzyme Inhibitors*/chemistry , Enzyme Inhibitors*/isolation & purification , Monoterpenes*/chemistry , Monoterpenes*/pharmacology , Monoterpenes*/isolation & purification, Structure-Activity Relationship ; Molecular Structure ; Dose-Response Relationship, Drug ; Models, Molecular ; Crystallography, X-Ray |
| مستخلص: | Continued interest in the bioactive alkaloids led to the isolation of five undescribed alkaloids (1-5), ophiorglucidines A-E, and seven known analogues (6-12) from the water-soluble fraction of Ophiorrhiza japonica. The structures were elucidated based on spectroscopic data and quantum calculations as well as X-ray crystallographic analysis. The structure of 1 was characterized as a hexacyclic skeleton including a double bridge linking the indole and the monoterpene moieties, which is the first report of a single crystal with this type of structure. Moreover, the inhibitory effect of zwitterionic indole alkaloid glycosides on xanthine oxidase was found for the first time. The alkaloids 2 and 3, both of which have a pentacyclic zwitterionic system, were more active than the reference inhibitor, allopurinol (IC Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper. (Copyright © 2024 Elsevier Ltd. All rights reserved.) |
| فهرسة مساهمة: | Keywords: Indole alkaloid glycosides; Key functional group; Ophiorrhiza japonica; Rubiaceae; XO inhibitory effect |
| المشرفين على المادة: | EC 1.17.3.2 (Xanthine Oxidase) 0 (Indole Alkaloids) 0 (Enzyme Inhibitors) 0 (Monoterpenes) |
| تواريخ الأحداث: | Date Created: 20240602 Date Completed: 20240613 Latest Revision: 20240613 |
| رمز التحديث: | 20240614 |
| DOI: | 10.1016/j.phytochem.2024.114169 |
| PMID: | 38825030 |
| قاعدة البيانات: | MEDLINE |
Full Text Finder | تدمد: | 1873-3700 |
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| DOI: | 10.1016/j.phytochem.2024.114169 |