title: Naphthalene aglycones and glycosides from the Australian medicinal plant, Dianella callicarpa.
abstract: The crude extract of the roots from the Australian medicinal plant Dianella callicarpa (Liliaceae) displayed significant antimicrobial and antiviral activities. This prompted a chemical investigation, resulting in the isolation of the new naphthalene glycoside, dianellose (10), together with dianellin (1), dianellidin (2), dianellinone (3), stellalderol (9) and 5-hydroxydianellin (11). The structures for compounds 1, 9 and 10 were secured by detailed spectroscopic analyses, while compounds 2, 3 and 11 were identified on the basis of comparisons to literature data. Whilst the chemistry of the genus Dianella has previously been investigated, we report the first isolation of stellalderol (9) from this genus, together with the chemical and biological evaluation of the callicarpa species. Biological evaluation of the isolated compounds established that 2 showed antiviral and mild antimicrobial properties and that compounds 1, 9 and 10 displayed moderate antitumour activities.
authors.affiliation: School of Applied Sciences (Discipline of Applied Chemistry), RMIT University, Melbourne, Victoria, Australia.
authors.forename: Daniel Anthony
authors.initials: DA
authors.lastname: Dias
authors.forename: Claudio Andres
authors.initials: CA
authors.lastname: Silva
authors.forename: Sylvia
authors.initials: S
authors.lastname: Urban
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D000972:Antineoplastic Agents, Phytogenic / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D000998:Antiviral Agents / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D045744:Cell Line, Tumor; D006027:Glycosides / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D019668:Liliaceae / Q000737:chemistry*; D051379:Mice; D015394:Molecular Structure; D009281:Naphthalenes / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D009369:Neoplasms / Q000188:drug therapy; D010936:Plant Extracts / Q000302:isolation & purification / Q000494:pharmacology* / Q000627:therapeutic use; D018517:Plant Roots; D010946:Plants, Medicinal
chemical_list: D000900:Anti-Bacterial Agents; D000972:Antineoplastic Agents, Phytogenic; D000998:Antiviral Agents; D006027:Glycosides; D009281:Naphthalenes; D010936:Plant Extracts; C547864:dianellose; C031721:naphthalene