title: A new glucosidic phthalide from Helichrysum microphyllum subsp. tyrrhenicum from La Maddalena Island (Sardinia, Italy).
abstract: In this study, we reported the analysis of the medium polarity fraction obtained from an accession of Helichrysum microphyllum subsp. tyrrhenicum from La Maddalena Island. Besides several compounds already evidenced in this species and related genera, i.e. micropyrone (1), arzanol (2), helipyrone (3), acetyl-bitalin derivatives (4, 5), gnaphaliol (6), caffeic acid (7), ursolic acid (8), 7-O-β-(D-glucopyranosyl)-5-methoxy-1(3H)-isobenzofuranone (9), gnaphaliol-9-O-β-D-glucopyranoside (11) and gnaphaliol-3-O-β-D-glucopyranoside (12), the presence of a new glycosidic phthalide, 6-O-β-(D-glucopyranosyl)-4-methoxy-1(3H)-benzofuranone (10), was evidenced for the first time, which resulted in a structural isomer of compound (9). The occurrence of this new benzofuranone derivative is an additional evidence of the deep intraspecific variability expressed by this species, which was also stated for the non-volatile components, and may be a distinctive trait of the population growing on La Maddalena Island.
authors.affiliation: a Dipartimento di Chimica , Università di Roma "La Sapienza" , Piazzale Aldo Moro, 5 00185 Roma , Italy.|b Dipartimento Biologia Ambientale , Università di Roma "La Sapienza" , Piazzale Aldo Moro, 5, 00185 Roma , Italy.
authors.forename: Alessandro
authors.initials: A
authors.lastname: Venditti
authors.affiliation: a Dipartimento di Chimica , Università di Roma "La Sapienza" , Piazzale Aldo Moro, 5 00185 Roma , Italy.
authors.forename: Claudia
authors.initials: C
authors.lastname: Lattanzi
authors.affiliation: a Dipartimento di Chimica , Università di Roma "La Sapienza" , Piazzale Aldo Moro, 5 00185 Roma , Italy.|d CoSMeSe, Dipartimento di Scienze della Vita e dell'Ambiente, Università di Cagliari , Via S. Ignazio da Laconi 11, 09123 Cagliari , Italy.
authors.forename: Luigi
authors.initials: L
authors.lastname: Ornano
authors.affiliation: c Scuola di Scienze del Farmaco e dei Prodotti della Salute, Università di Camerino , Italy.
authors.forename: Filippo
authors.initials: F
authors.lastname: Maggi
authors.affiliation: d CoSMeSe, Dipartimento di Scienze della Vita e dell'Ambiente, Università di Cagliari , Via S. Ignazio da Laconi 11, 09123 Cagliari , Italy.|e Dipartimento di Scienze della Vita e dell'Ambiente , Università di Cagliari , Via S. Ignazio da Laconi 11, 09123 Cagliari , Italy.
authors.forename: Cinzia
authors.initials: C
authors.lastname: Sanna
authors.affiliation: d CoSMeSe, Dipartimento di Scienze della Vita e dell'Ambiente, Università di Cagliari , Via S. Ignazio da Laconi 11, 09123 Cagliari , Italy.|e Dipartimento di Scienze della Vita e dell'Ambiente , Università di Cagliari , Via S. Ignazio da Laconi 11, 09123 Cagliari , Italy.
authors.forename: Mauro
authors.initials: M
authors.lastname: Ballero
authors.affiliation: a Dipartimento di Chimica , Università di Roma "La Sapienza" , Piazzale Aldo Moro, 5 00185 Roma , Italy.
authors.forename: Antonello
authors.initials: A
authors.lastname: Alvino
authors.affiliation: b Dipartimento Biologia Ambientale , Università di Roma "La Sapienza" , Piazzale Aldo Moro, 5, 00185 Roma , Italy.
authors.forename: Mauro
authors.initials: M
authors.lastname: Serafini
authors.affiliation: a Dipartimento di Chimica , Università di Roma "La Sapienza" , Piazzale Aldo Moro, 5 00185 Roma , Italy.
authors.forename: Armandodoriano
authors.initials: A
authors.lastname: Bianco
mesh_terms: D001572:Benzofurans / Q000737:chemistry* / Q000302:isolation & purification; D002109:Caffeic Acids / Q000737:chemistry / Q000302:isolation & purification; D005960:Glucosides / Q000737:chemistry* / Q000302:isolation & purification; D036562:Helichrysum / Q000737:chemistry*; D007558:Italy; D015394:Molecular Structure; D009005:Monosaccharides / Q000737:chemistry / Q000302:isolation & purification; D010696:Phloroglucinol / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification; D011753:Pyrones / Q000737:chemistry / Q000302:isolation & purification; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification; D000097245:Ursolic Acid
chemical_list: D001572:Benzofurans; D002109:Caffeic Acids; D005960:Glucosides; D009005:Monosaccharides; D010696:Phloroglucinol; D011753:Pyrones; D014315:Triterpenes; D000097245:Ursolic Acid; C000610667:6-O-beta-(D-glucopyranosyl)-4-methoxy-1(3H)-benzofuranone; C517830:arzanol; C576490:micropyrone; C082022:phthalide; C040048:caffeic acid
keywords: Helichrysum microphyllum subsp. tyrrhenicum; La Maddalena Island; glycosidic isobenzofuranones; glycosidic phthalides