title: Bioactive humulene derivatives from Asteriscus vogelii.
abstract: The bioactive fractions obtained from the extract of Asteriscus vogelii afforded a new humulene derivative, the 8-oxo-6,7,9,10-tetrahydrohumulen-1,12-olide (1), in addition to the known asteriscunolides A (2), C (3) and D (4), and the acids 8-oxo-alpha-humula-6Z,9Z-dien-12-oic acid (5), 8-oxo-alpha-humula-6E,9Z-dien- 12-oic acid (6) and 8-oxo-alpha-humula-6E,9E-dien-12-oic acid (7), characterized as their methyl esters. Evaluation of their phytotoxic and cytotoxic activities was accomplished. Compounds 3 and 4 gave the highest inhibition of plant cell cultures and of the plant Lemna paucicostata. Compound 4 was also the most active against P-338 lymphoma in mice, A-549 carcinoma of human lung, HT-29 carcinoma of human colon and MEL-28 human melanoma.
authors.affiliation: Departamento de Química e Bioquímica, Faculdade de Ciências, Universidade de Lisboa, Portugal. aprauter@mail.telepac.pt
authors.forename: A P
authors.initials: AP
authors.lastname: Rauter
authors.forename: I
authors.initials: I
authors.lastname: Branco
authors.forename: J
authors.initials: J
authors.lastname: Bermejo
authors.forename: A G
authors.initials: AG
authors.lastname: González
authors.forename: M D
authors.initials: MD
authors.lastname: García-Grávalos
authors.forename: A S
authors.initials: AS
authors.lastname: Feliciano
mesh_terms: D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D019684:Magnoliopsida / Q000737:chemistry*; D051379:Mice; D015394:Molecular Structure; D000081222:Monocyclic Sesquiterpenes; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013057:Spectrum Analysis; D014407:Tumor Cells, Cultured
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D000081222:Monocyclic Sesquiterpenes; D012717:Sesquiterpenes; C042686:humulene