دورية أكاديمية
TOCSY, hydrogen decoupling and computational calculations to an unequivocal structural elucidation of a new sesquiterpene derivative and identification of other constituents from Praxelis sanctopaulensis.
| العنوان: | TOCSY, hydrogen decoupling and computational calculations to an unequivocal structural elucidation of a new sesquiterpene derivative and identification of other constituents from Praxelis sanctopaulensis. |
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| المؤلفون: | Araújo DLO; Departamento de Química, Universidade Estadual de Maringá, Maringá, PR, Brazil., Ramos AVG; Departamento de Química, Universidade Estadual de Maringá, Maringá, PR, Brazil., Daufemback JV; Departamento de Química, Universidade Estadual de Maringá, Maringá, PR, Brazil., de Souza MEV; Departamento de Química, Universidade Estadual de Maringá, Maringá, PR, Brazil., Moreno BP; Departamento de Química, Universidade Estadual de Maringá, Maringá, PR, Brazil., Fernandes CS; Departamento de Química, Universidade Estadual de Maringá, Maringá, PR, Brazil., Lopes AP; Departamento de Química, Universidade Estadual de Maringá, Maringá, PR, Brazil., Battistella AC; Programa de Pós-graduação em Processos Químicos e Biotecnológicos, Universidade Tecnológica Federal do Paraná, Toledo, PR, Brazil., Basso EA; Departamento de Química, Universidade Estadual de Maringá, Maringá, PR, Brazil., Visentainer JV; Departamento de Química, Universidade Estadual de Maringá, Maringá, PR, Brazil., Tiuman TS; Programa de Pós-graduação em Processos Químicos e Biotecnológicos, Universidade Tecnológica Federal do Paraná, Toledo, PR, Brazil., Cottica SM; Programa de Pós-graduação em Processos Químicos e Biotecnológicos, Universidade Tecnológica Federal do Paraná, Toledo, PR, Brazil., Carmo MRB; Departamento de Biologia Geral, Universidade Estadual de Ponta Grossa, Ponta Grossa, PR, Brazil., Sarragiotto MH; Departamento de Química, Universidade Estadual de Maringá, Maringá, PR, Brazil., Baldoqui DC; Departamento de Química, Universidade Estadual de Maringá, Maringá, PR, Brazil. |
| المصدر: | Phytochemical analysis : PCA [Phytochem Anal] 2022 Mar; Vol. 33 (2), pp. 226-238. Date of Electronic Publication: 2021 Aug 07. |
| نوع المنشور: | Journal Article |
| اللغة: | English |
| بيانات الدورية: | Publisher: Wiley Country of Publication: England NLM ID: 9200492 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1099-1565 (Electronic) Linking ISSN: 09580344 NLM ISO Abbreviation: Phytochem Anal Subsets: MEDLINE |
| أسماء مطبوعة: | Original Publication: Chichester, Sussex, UK : Wiley, c1990- |
| مواضيع طبية MeSH: | Asteraceae* , Sesquiterpenes*, Antioxidants/chemistry ; Antioxidants/pharmacology ; Chromatography, High Pressure Liquid ; Gas Chromatography-Mass Spectrometry ; Hydrogen ; Magnetic Resonance Spectroscopy ; Plant Extracts/chemistry |
| مستخلص: | Introduction: Praxelis genus comprises 24 species, however, only two species of this genus have been chemically investigated. Here we investigated Praxelis sanctopaulensis, a native plant from Brazil, that occurs mainly in Cerrado regions. Objective: The goal was to identify the specialised metabolites from P. sanctopaulensis, and compare with those described from Praxelis and Chromolaena species. Methods: The phytochemical study of P. sanctopaulensis was performed through different chromatography techniques, including high-performance liquid chromatography (HPLC), gas chromatography flame ionisation detector (GC-FID), and ultra-high-performance liquid chromatography high-resolution tandem mass spectrometry (UHPLC-HRMS/MS). The structures of the compounds were established based on spectroscopic analysis, total correlated spectroscopy (TOCSY), hydrogen decoupling and computational calculations was used to an unequivocal structural elucidation of a new sesquiterpene. The antioxidant activity was evaluated using 1,1-diphenyl-2-picrylhydrazyl (DPPH) and ferric reducing antioxidant power (FRAP), and antimicrobial assay was performed by the microdilution method. Comparison of the flavonoids described P. sanctopaulensis was carried out using principal component analysis. Results: The phytochemical investigation of P. sanctopaulensis led to the isolation of a pair of diastereomers, praxilone A and praxilone B. Seven known compounds were isolated from this species, another 14 fatty acids were detected in hexane fraction, and 26 compounds were identified from ethyl acetate fraction. All these compounds are being described for the first time in this species, with the exception of viridifloric acid. The ethyl acetate fraction showed potent antioxidant activity. Conclusions: Forty-seven compounds are described from P. sanctopaulensis. The combination of different techniques of nuclear magnetic resonance (NMR) spectroscopy and computational calculations allowed the unequivocal structure elucidation of a new cadinene. The clustering analysis showed similarities between the flavonoids identified in P. sanctopaulensis and in Chromolaena species. (© 2021 John Wiley & Sons, Ltd.) |
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| معلومات مُعتمدة: | CNPq 465637/2014-0 INCT BioNat; Conselho Nacional de Desenvolvimento Científico e Tecnológico; 001 Coordenação de Aperfeiçoamento de Pessoal de Nível Superior |
| فهرسة مساهمة: | Keywords: Eupatorieae; NMR; chemometric analysis; dereplication study; flavonoids |
| المشرفين على المادة: | 0 (Antioxidants) 0 (Plant Extracts) 0 (Sesquiterpenes) 7YNJ3PO35Z (Hydrogen) |
| تواريخ الأحداث: | Date Created: 20210807 Date Completed: 20220303 Latest Revision: 20220303 |
| رمز التحديث: | 20231215 |
| DOI: | 10.1002/pca.3082 |
| PMID: | 34363263 |
| قاعدة البيانات: | MEDLINE |
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