Phytochemical study of Helichrysum italicum (Roth) G. Don: Spectroscopic elucidation of unusual amino-phlorogucinols and antimicrobial assessment of secondary metabolites from medium-polar extract. (December 2016)

• Record Type: Journal Article
• Authors: D'Abrosca, Brigida; Buommino, Elisabetta; Caputo, Pina; Scognamiglio, Monica; Chambery, Angela; Donnarumma, Giovanna; Fiorentino, Antonio
• Is Part Of: Phytochemistry. Volume 132(2016:Dec.)
• Page Start: 86
• Page End: 94
• Publication Date: 2016-12
• Subjects: Helichrysum italicum -- Amino-phloroglucinols -- Helichrytalicines A-C -- NMR analysis -- Antimicrobial properties -- Staphylococcus epidermidis -- Asteraceae; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2016.09.012
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: Three unusual amino-phloroglucinols, named helichrytalicines A-C, along with seventeen known compounds including acetophenones, tremetrone derivatives, low-molecular weight phenols, flavonol glucosides, have been isolated from the medium-polar extract of Helichrysum italicum (Roth) G. Don, a medicinal plant typical of the Mediterranean vegetation. The structures of the compounds have been elucidated based on extensive 2D-NMR spectroscopic analyses, including COSY, TOCSY, HSQC, CIGAR-HMBC, H2BC and HSQC-TOCSY, along with Q-TOF HRMS 2 analysis. Stereostructure of the new compounds has been elucidated by Mosher's method and NOESY experiment. Antimicrobial properties against Staphylococcus epidermidis of selected compounds have been evaluated. Graphical abstract: Highlights: Three unusual amino-phlorogucinols have been isolated from medicinal plant Helicrysum italicum . Structures were elucidated by 2D-NMR and Q-TOF HRMS 2 analyses. Selected compounds were evaluated for their anti-biofilm properties against Staphylococcus epidermidis.