Detection, Isolation, and 1 H NMR Quantitation of the Nitrile Glycoside Sarmentosin from a Bryophyllum pinnatum Hydro-Ethanolic Extract.

Autor: Fernandes JM; Grupo de Pesquisa em Produtos Naturais Bioativos, Departamento de Farmácia, Universidade Federal do Rio Grande do Norte, 59.012-570 Natal, Brazil., Termentzi A; Laboratory of Pesticides' Toxicology, Department of Pesticides Control & Phytopharmacy, Benaki Phytopathological Institute, 14561 Athens, Greece., Mandova T; Equipe Produits naturels, analyse, synthèse, UMR CNRS 8038, Faculté de Pharmacie, Université Paris Descartes/Université de Paris, 75006 Paris, France., Hammad K; Equipe Produits naturels, analyse, synthèse, UMR CNRS 8038, Faculté de Pharmacie, Université Paris Descartes/Université de Paris, 75006 Paris, France., Machera K; Laboratory of Pesticides' Toxicology, Department of Pesticides Control & Phytopharmacy, Benaki Phytopathological Institute, 14561 Athens, Greece., Magiatis P; Laboratory of Pharmacognosy and Natural Products Chemistry, Department of Pharmacy, National and Kapodistrian University of Athens, Panepistimiopolis Zografou, 15771 Athens, Greece., Michel S; Equipe Produits naturels, analyse, synthèse, UMR CNRS 8038, Faculté de Pharmacie, Université Paris Descartes/Université de Paris, 75006 Paris, France., Zucolotto SM; Grupo de Pesquisa em Produtos Naturais Bioativos, Departamento de Farmácia, Universidade Federal do Rio Grande do Norte, 59.012-570 Natal, Brazil., Grougnet R; Equipe Produits naturels, analyse, synthèse, UMR CNRS 8038, Faculté de Pharmacie, Université Paris Descartes/Université de Paris, 75006 Paris, France.
Jazyk: angličtina
Zdroj: Journal of agricultural and food chemistry [J Agric Food Chem] 2021 Jul 28; Vol. 69 (29), pp. 8081-8089. Date of Electronic Publication: 2021 Jul 19.
DOI: 10.1021/acs.jafc.1c01414
Abstrakt: Bryophyllum pinnatum (Lam) Pers. (Crassulaceae) is widely used in folk medicine as leaf juice, aqueous, or hydro-ethanolic extracts. It is also listed as a medicinal plant in several countries such as France and Brazil. The main reported constituents are flavone glycosides, especially those with the rare 3-O-α-l-arabinopyranosyl-(1 → 2)-α-l-rhamnopyranoside moiety. Despite several phytochemical screenings indicating the presence of cyanide derivatives or alkaloids, there are no reports of nitrogenous metabolite characterization from this plant species. Nevertheless, the occurrence and the type of such compounds are of particular interest, as they may account for some of the numerous biological activities and ethnomedicinal uses described for B. pinnatum and could be regarded as chemical/taxonomic markers. Consequently, a hydro-ethanolic extract of B. pinnatum was investigated by using UHPLC-HRMS/MS and the nitrile glucoside sarmentosin was detected for the first time within the genus Bryophyllum/Kalanchoe . Considering the wide use of B. pinnatum and its closely related species for health purposes, the target metabolite was isolated by a combination of centrifugal partition chromatography in elution/extrusion mode and MPLC in order to confirm its structure. A linear, selective, precise, fast, and reliable 1 H NMR quantitation method was then developed and validated and may become a tool for easy quality assessment of the plant species. The amount of sarmentosin was determined as 2.07% of the examined sample. Sarmentosin was also detected in Kalanchoe laciniata, confirming the occurrence of this compound within the genus.
Databáze: MEDLINE