title: Sesquiterpenoid derivatives from Gonospermum elegans and their cytotoxic activity for HL-60 human promyelocytic cells.
abstract: Four new compounds, a sesquiterpene, eleganodiol (1), and three sesquiterpene lactones, eleganolactone A (2), eleganolactone B (3), and elegain (4), were isolated from Gonospermum elegans along with 16 known compounds. The structures of 1, 2, and 4 were determined on the basis of MS and NMR studies of their acetate derivatives (1a, 2a, 4a). The structure of the acetate derivative (3a) of 3 was determined on the basis of spectroscopic data interpretation and by single-crystal X-ray diffraction. Compounds 2a and 3a were used to study their biological activities on the HL-60 human promyelocytic leukemia cell line. These compounds induced morphological changes and internucleosomal DNA fragmentation characteristic of apoptotic cell death.
authors.affiliation: Departamento de Química, Universidad de Las Palmas de Gran Canaria, Campus de Tafira, 35017 Las Palmas de Gran Canaria, Canary Islands, Spain.
authors.forename: Jorge
authors.initials: J
authors.lastname: Triana
authors.forename: Mariana
authors.initials: M
authors.lastname: López
authors.forename: Milagros
authors.initials: M
authors.lastname: Rico
authors.forename: Javier
authors.initials: J
authors.lastname: González-Platas
authors.forename: José
authors.initials: J
authors.lastname: Quintana
authors.forename: Francisco
authors.initials: F
authors.lastname: Estévez
authors.forename: Francisco
authors.initials: F
authors.lastname: León
authors.forename: Jaime
authors.initials: J
authors.lastname: Bermejo
mesh_terms: D000972:Antineoplastic Agents, Phytogenic; D017209:Apoptosis; D019659:Asteraceae / Q000737:chemistry*; D001266:Atlantic Islands; D018360:Crystallography, X-Ray; D053938:DNA Fragmentation; D004354:Drug Screening Assays, Antitumor; D018922:HL-60 Cells / Q000187:drug effects; D006801:Humans; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D014407:Tumor Cells, Cultured / Q000187:drug effects
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D007783:Lactones; D012717:Sesquiterpenes; C480051:eleganodiol