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Phytochemistry and antiproliferative activity of humulenes from asteriscus species of Canarian Islands

AuthorsLeón, Francisco ; Triana, Jorge ; Eiroa, José L.; Morales, Manuel; Brouard, Ignacio ; Quintana, José; Estévez, Francisco
Issue Date17-May-2015
CitationMedicinal Chemistry & Pharmacognosy Meeting-in-Miniature (2015)
AbstractAsteriscus Mill. is a genus belonging to the Inula-group of the family, Asteraceae, growing predominantly in the Mediterranean and North African regions. Around ten species are endemic to the Macaronesic region. A. graveolens subsp. stenophyllus (Link) Greuter (Synonym Nauplius stenophyllus (Link) Webb) collected in Gran Canaria and Asteriscus schultzii (Bolle) Pit & Proust (synonym Nauplius schultzii) collected in Lanzarote, Canary Island were studied. Their secondary metabolites were isolated by chromatographic methods and the structures were elucidated using spectroscopic and spectrometric methods and by comparison from literature. Four new humulen-type sesquiterpenoids were identified and a new asteriscanolide was isolated along with the known flavonoid, tricin, as well as four known sesquiterpenes, asteriscunolido C asteriscunolides A, asteriscanolide from A. graveolens subs stenophyllus. Seven known compounds were identified from A. schultzii, that included, stigmasterol, scoporone, scopoletin, 5,6,7-trimethoxycoumarin, dehydroabietic acid, 7-oxodehydroabietic acid, 1α,4β,6β-trihydroxyeudesmane, and teuclatriol. Compounds were assessed for cytotoxic activity against HL-60, U937 and U937/Bcl-2 cancer cell lines. Asteriscunolide C displayed cytotoxic properties at IC50 values of 14-19 M. On the other hand, the absence of humulen-type sesquiterpene derivatives in A. schultzii suggested the deviation of this species from the genus Asteriscus and placed it under the close genus Panellis. Further phylogenetic studies should be perform.
DescriptionTrabajo presentado en el Medicinal Chemistry & Pharmacognosy Meeting-in-Miniature, celebrado en Misisipi (Estados Unidos) del 17 al 19 de mayo de 2015.
Appears in Collections:(IPNA) Comunicaciones congresos
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