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

Brigida D'Abrosca, Elisabetta Buommino, Pina Caputo, Monica Scognamiglio, Angela Chambery, Giovanna Donnarumma, Antonio Fiorentino

Journal: Phytochemistry 2017;132():86-94

PMID: 27745694

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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 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.

Address: Department of Environmental Biological and Pharmaceutical Sciences and Technologies, Second University of Naples, Via Vivaldi 43, 81100, Caserta, Italy. Electronic address: [email protected].; Department of Experimental Medicine, Second University of Naples, Via Costantinopoli 18, 80138, Naples, Italy.; Department of Environmental Biological and Pharmaceutical Sciences and Technologies, Second University of Naples, Via Vivaldi 43, 81100, Caserta, Italy.

DOI: 10.1016/j.phytochem.2016.09.012

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MeSH Terms: Acetophenones, Anti-Infective Agents, Glucosides, Helichrysum, Microbial Sensitivity Tests, Nuclear Magnetic Resonance, Biomolecular, Phenols, Phloroglucinol, Phytochemicals, Plants, Medicinal, Staphylococcus epidermidis