title: New antibacterial germacrene from Verbesina negrensis.
abstract: Several health benefits have been attributed to members of the Verbesina genus, including promotion of urinary and gastrointestinal health. Verbesina species are also reported to exhibit antibacterial, antiparasitic, and antioxidant activities. Although members of the Verbesina genus produce various pharmacologically relevant chemicals as secondary metabolites, including eudesmanes, flavonoids, guanidine alkaloids, acetylenic compounds, and germacrenes, the active compounds required for these benefits remain unknown. To investigate potential antimicrobial activities of Verbesina negrensis, crude extracts from plant aerial structures were evaluated. Following chemical fractionation, the chloroformic extract from Verbesina negrensis was subjected to bioassay-guided isolation using disk diffusion assays to determine antimicrobial activity. The active compound was characterized as 6β-cinnamoyloxy-1β-hydroxy-10α-metoxy-3-oxo-germacra-4,5Z-ene (1). Fractions containing 1 inhibited both Enterococcus faecalis (ATCC 29 212) and Staphylococcus aureus (ATCC 29213). The MIC for 1 was determined by microbroth dilution assay to be 64 µg/mL for both E. faecalis and S. aureus.
authors.affiliation: Department of Pharmaceutical Sciences, School of Pharmacy, Southern Illinois University Edwardsville, Edwardsville, IL 62026, USA.
authors.forename: Flor D
authors.initials: FD
authors.lastname: Mora
authors.forename: Lara
authors.initials: L
authors.lastname: Alpan
authors.forename: Nunziatina
authors.initials: N
authors.lastname: de Tommasi
authors.forename: Vance J
authors.initials: VJ
authors.lastname: McCracken
authors.forename: Marcelo
authors.initials: M
authors.lastname: Nieto
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013293:Enterococcus faecalis / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D045788:Sesquiterpenes, Germacrane / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013211:Staphylococcus aureus / Q000187:drug effects; D031208:Verbesina / Q000737:chemistry*
chemical_list: C585003:6beta-cinnamoyloxy-1beta-hydroxy-10alpha-metoxy-3-oxo-germacra-4,5Z-ene; D000900:Anti-Bacterial Agents; D045788:Sesquiterpenes, Germacrane