Phytochemical and Nutritional Characterization of <i>Porophyllum linaria</i> : Novel Cyclopropane‐Containing Waxes and Comparative Analysis With <i>P. macrocephalum</i>

(1:1) extract of P. linaria afforded two undescribed long-chain cyclopropyl alcohol waxes, identified as cis-8,9-methylenuntriacontan-5-ol and cis-7,8-methylenuntriacontan-5-ol, whose structures were established by extensive spectroscopic analysis (1D and 2D NMR, HRESIMS) and chemical derivatization. Volatile constituents of both species were characterized, revealing interspecific differences. P. linaria essential oil was dominated by β-myrcene, d-limonene, nonanal, decanal, and (E)-2-dodecenal, whereas P. macrocephalum showed a limonene-rich profile with lower aldehyde content. LC-ESI-MS analysis of infusion extracts demonstrated distinct flavonoid patterns, with avicularin as the major marker of P. linaria and quercetin derivatives predominant in P. macrocephalum. Two validated UHPLC-MS methods were developed for the quantification of avicularin and quercetin in the respective species. Aqueous extracts exhibited antihyperglycemic and radical-scavenging activities. Nutrient analysis revealed their high fiber and mineral content. This study expands the chemical diversity of the genus Porophyllum, reports new cyclopropane-derived wax constituents, and provides analytical markers to support species differentiation and quality control. Chemical diversity of plant wax constituents contributes novel structural motifs to the genus Porophyllum.

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Journal
Chemistry & Biodiversity
Published
2026-04-30
DOI
https://doi.org/10.1002/cbdv.71245
Primary Topic
Plant Surface Properties and Treatments
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article
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article

Phytochemical and Nutritional Characterization of Porophyllum linaria : Novel Cyclopropane‐Containing Waxes and Comparative Analysis With P. macrocephalum

Omar Emiliano Aparicio‐Trejo, Mariana Lozano-González, Edelmira Linares, Isabel Rivero‐Cruz et al.
Chemistry & Biodiversity
Plant Surface Properties and Treatments
article

Phytochemical and Nutritional Characterization of Porophyllum linaria : Novel Cyclopropane‐Containing Waxes and Comparative Analysis With P. macrocephalum

Omar Emiliano Aparicio‐Trejo, Mariana Lozano-González, Edelmira Linares, Isabel Rivero‐Cruz, Sebastián Martínez‐Flores, Robert Bye, Paulina del Valle-Pérez, R Mata, María Guadalupe Martínez-Villarreal, Martha Macías-Rubalcava, Laura Flores-Bocanegra, Fernando Domínguez-Martínez
article en

Abstract

(1:1) extract of P. linaria afforded two undescribed long-chain cyclopropyl alcohol waxes, identified as cis-8,9-methylenuntriacontan-5-ol and cis-7,8-methylenuntriacontan-5-ol, whose structures were established by extensive spectroscopic analysis (1D and 2D NMR, HRESIMS) and chemical derivatization. Volatile constituents of both species were characterized, revealing interspecific differences. P. linaria essential oil was dominated by β-myrcene, d-limonene, nonanal, decanal, and (E)-2-dodecenal, whereas P. macrocephalum showed a limonene-rich profile with lower aldehyde content. LC-ESI-MS analysis of infusion extracts demonstrated distinct flavonoid patterns, with avicularin as the major marker of P. linaria and quercetin derivatives predominant in P. macrocephalum. Two validated UHPLC-MS methods were developed for the quantification of avicularin and quercetin in the respective species. Aqueous extracts exhibited antihyperglycemic and radical-scavenging activities. Nutrient analysis revealed their high fiber and mineral content. This study expands the chemical diversity of the genus Porophyllum, reports new cyclopropane-derived wax constituents, and provides analytical markers to support species differentiation and quality control. Chemical diversity of plant wax constituents contributes novel structural motifs to the genus Porophyllum.

Chemistry & BiodiversityVol. 23(5)
Universidad Autónoma de la Ciudad de México (MX), Instituto Nacional de Cardiologia (BR), Instituto Nacional de Cardiología (MX), Universidad Nacional Autónoma de México (MX)
Zero hunger
Openalex Percentile: Top 12%
Plant Surface Properties and Treatments
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