Chemical constituents and dereplication study of <i>Lessingianthus brevifolius</i> (Less.) H.Rob. (Asteraceae) by UHPLC-HRMS and molecular networking

Areas, Drielli Rhiane P. Colhado; Cabral, Márcia Regina Pereira; Ramos, Anderson Valdiney Gomes; Peixoto, Juliana Luna Bilheiro; Carmo, Marta Regina Barrotto do; Baldoqui, Débora Cristina; Porto, Carla; Sarragiotto, María Helena

doi:10.1080/14786419.2020.1813132

Cited by 3 publications

(1 citation statement)

References 22 publications

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“…To obtain an intricate drug metabolite profile within live organisms, ultra-high-performance liquid chromatography coupled with high-resolution mass spectrometry is necessary. This method offers superior resolving power, mass accuracy, and sensitivity, resulting in dependable structural identification [14,15]. Furthermore, ultra-highperformance liquid chromatography-Q Exactive hybrid quadrupole-orbitrap high-resolution mass spectrometry (UHPLC-Q-Exactive Orbitrap MS) has been utilized to enhance efficiency, as it is a potent method for detecting and identifying chemical constituents within plant extracts or biological specimens [16][17][18][19].…”

Section: Introductionmentioning

confidence: 99%

In vivo comprehensive metabolite profiling of esculetin and esculin derived from chicory in hyperuricemia rats using ultra‐high‐performance liquid chromatography coupled with quadrupole‐orbitrap high‐resolution mass spectrometry

Lv,

Wang,

Wang

et al. 2023

J of Separation Science

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Chicory, renowned for its multifaceted benefits, houses two vital coumarins, esculetin and esculin, both instrumental in reducing uric acid. This study emphasizes the metabolic pathways of esculetin and esculin under both standard and hyperuricemia conditions. Hyperuricemia was induced in Sprague–Dawley rats using oxonic acid potassium salt (300 mg·kg−1) and a 10% fructose water regimen over 21 days. Leveraging the ultra‐high‐performance liquid chromatography‐Q Exactive hybrid quadrupole‐orbitrap high resolution mass spectrometry, we analyzed the fragmentation behaviors of esculetin and esculin in rat bio‐samples. Post oral‐intake of esculetin or esculin, a notable dip in serum uric acid levels was observed in hyperuricemia rats. The investigation unveiled 24 esculetin metabolites and 14 for esculin. The metabolic pathways of both compounds were hydrolysis, hydroxylation, hydrogenation, dehydroxylation, glucuronidation, sulfation, and methylation. Interestingly, certain metabolites presented variations between standard and hyperuricemia rats, indicating that elevated levels of uric acid may affect enzyme activity linked to these metabolic reactions. This is the first systematic study on comparison of metabolic profiles of esculetin and esculin in both normal and hyperuricemia states, which was helpful to enrich our understanding of the complicated structure–activity relationships between esculin and esculetin and shed light to their action mechanism.

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Section: Introductionmentioning

confidence: 99%

In vivo comprehensive metabolite profiling of esculetin and esculin derived from chicory in hyperuricemia rats using ultra‐high‐performance liquid chromatography coupled with quadrupole‐orbitrap high‐resolution mass spectrometry

Lv,

Wang,

Wang

et al. 2023

J of Separation Science

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Hirsutinolide‐ and Cadinanolide‐type Sesquiterpene Lactones from Lessingianthus rubricaulis (Vernonieae, Asteraceae)

Colhado Arêas,

Porto,

Cabral

et al. 2024

Chemistry & Biodiversity

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Sesquiterpene lactones are an important class of secondary metabolites frequently isolated from Lessingianthus genus that present a variety of biological properties, such as antimalarial, anti‐inflammatory, antileishmanial, antitrypanosomal and anticancer. The limited phytochemical studies and the importance of this class of compounds isolated from Lessingianthus led us to study this genus. In this work, we focused on the phytochemical investigation and dereplication based on UHPLC‐HRMS/MS and molecular networking of L. rubricaulis. Chemical investigation resulted in the isolation of several hirsutinolide‐type sesquiterpene lactones including a new hirsutinolide derivative, 8,10α‐hydroxy‐1,13‐bis‐O‐methylhirsutinolide, besides a cadinanolide and flavonoids. The dereplication study resulted in the identification of three known flavonoids, six known hirsutinolides and two known cadinanolides. Moreover, a fragmentation pathway for cadinanolide‐type sesquiterpene lactones was proposed. These results contribute to chemotaxonomic studies and demonstrates the potential of Lessingianthus genus.

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Cadinenes and other metabolites from Verbesina sphaerocephala A. Gray

Arciniegas

Pérez-Castorena

Villaseñor

et al. 2020

Biochemical Systematics and Ecology

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Chemical constituents and dereplication study of Lessingianthus brevifolius (Less.) H.Rob. (Asteraceae) by UHPLC-HRMS and molecular networking

Cited by 3 publications

References 22 publications

In vivo comprehensive metabolite profiling of esculetin and esculin derived from chicory in hyperuricemia rats using ultra‐high‐performance liquid chromatography coupled with quadrupole‐orbitrap high‐resolution mass spectrometry

In vivo comprehensive metabolite profiling of esculetin and esculin derived from chicory in hyperuricemia rats using ultra‐high‐performance liquid chromatography coupled with quadrupole‐orbitrap high‐resolution mass spectrometry

Hirsutinolide‐ and Cadinanolide‐type Sesquiterpene Lactones from Lessingianthus rubricaulis (Vernonieae, Asteraceae)

Cadinenes and other metabolites from Verbesina sphaerocephala A. Gray

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