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Thevetia thevetioides Cardenolide and Related Cardiac Glycoside Profile in Mature and Immature Seeds by High-Resolution Thin-Layer Chromatography (HPTLC) and Quadrupole Time of Flight-Tandem Mass Spectrometry (Q-TOF MS/MS) Reveals Insights of the Cardenolide Biosynthetic Pathway.

التفاصيل البيبلوغرافية
العنوان: Thevetia thevetioides Cardenolide and Related Cardiac Glycoside Profile in Mature and Immature Seeds by High-Resolution Thin-Layer Chromatography (HPTLC) and Quadrupole Time of Flight-Tandem Mass Spectrometry (Q-TOF MS/MS) Reveals Insights of the Cardenolide Biosynthetic Pathway.
المؤلفون: Vázquez-Martínez J; Departamento de Ingeniería Química, Tecnológico Nacional de México/ITS Irapuato, Silao-Irapuato km 12.5 El Copal, Irapuato 36821, GTO, Mexico., Bravo-Villa P; Departamento de Biotecnología y Bioquímica, Centro de Investigación y de Estudios Avanzados del IPN Unidad Irapuato, Libramiento Norte Carretera Irapuato León Kilómetro 9.6, Carr Panamericana Irapuato León, Irapuato 36821, GTO, Mexico., Molina-Torres J; Departamento de Biotecnología y Bioquímica, Centro de Investigación y de Estudios Avanzados del IPN Unidad Irapuato, Libramiento Norte Carretera Irapuato León Kilómetro 9.6, Carr Panamericana Irapuato León, Irapuato 36821, GTO, Mexico.
المصدر: Molecules (Basel, Switzerland) [Molecules] 2024 Aug 28; Vol. 29 (17). Date of Electronic Publication: 2024 Aug 28.
نوع المنشور: Journal Article
اللغة: English
بيانات الدورية: Publisher: MDPI Country of Publication: Switzerland NLM ID: 100964009 Publication Model: Electronic Cited Medium: Internet ISSN: 1420-3049 (Electronic) Linking ISSN: 14203049 NLM ISO Abbreviation: Molecules Subsets: MEDLINE
أسماء مطبوعة: Original Publication: Basel, Switzerland : MDPI, c1995-
مواضيع طبية MeSH: Seeds*/chemistry , Seeds*/metabolism , Cardenolides*/metabolism , Cardenolides*/chemistry , Cardiac Glycosides*/chemistry , Cardiac Glycosides*/metabolism , Tandem Mass Spectrometry*/methods, Chromatography, Thin Layer/methods ; Biosynthetic Pathways ; Apocynaceae/chemistry ; Apocynaceae/metabolism
مستخلص: Thevetia thevetioides is a species within the Apocynaceae family known for containing cardenolide-glycosides, commonly referred to as cardiac glycosides, which are characteristic of this genus. The seeds of the Thevetia species are frequently used as a model source for studying cardiac steroids, as these glycosides can be more readily extracted from the oil-rich seeds than from the plant's green tissues. In this work, the cardenolide profile of ripe and immature seeds was determined and compared to establish the main differences. Ripe seeds contain six related cardenolides and triosides, with thevetin B being the predominant component. In contrast, immature seeds exhibit a total of thirteen cardiac glycosides, including monoglycosides such as neriifolin and peruvosides A, B, and C, as well as diglycosides like thevebiosides A, B, and C. Some of these compounds have previously been identified as degradation products of more complex cardiac glycosides; however, their presence in immature seeds, as described in this study, suggests that they may serve as biosynthetic precursors to the triosides observed in mature seeds. The glycoside patterns observed via HPTLC are associated with specific chemical structures characteristic of this genus, typically featuring thevetose or acetyl-thevetose at the first position, followed by glucose or gentibiose in di- or trisaccharides, independent of the trioside aglycones identified: digitoxigenin, cannogenin, or yccotligenin. Ripe seeds predominantly contain triosides, including thevetin B, C, and A, the latter of which has not been previously reported.
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فهرسة مساهمة: Keywords: HPTLC; Na+/K+ ATPase; Thevetia peruviana; Thevetia thevetioides; biosynthetic pathways; cardiac glycosides
المشرفين على المادة: 0 (Cardenolides)
0 (Cardiac Glycosides)
تواريخ الأحداث: Date Created: 20240914 Date Completed: 20240914 Latest Revision: 20240916
رمز التحديث: 20240916
مُعرف محوري في PubMed: PMC11396790
DOI: 10.3390/molecules29174083
PMID: 39274932
قاعدة البيانات: MEDLINE
الوصف
تدمد:1420-3049
DOI:10.3390/molecules29174083