title: Synthesis and bioactivity of Luffarin I.
abstract: The first synthesis of Luffarin I, sesterterpenolide isolated from sponge Luffariella geometrica, has been accomplished from commercially available sclareol. The key strategy involved in this synthesis is the diastereoselective reduction of an intermediate ketone. Luffarin I against human solid tumor cell lines showed antiproliferative activities (GI50) in the range 12-17 μM.
authors.affiliation: Department of Organic Chemistry, Chemistry Faculty, University of Salamanca, Plaza de los Caídos 1-5, 37008 Salamanca, Spain. aitor_ug@usal.es.
authors.forename: Aitor
authors.initials: A
authors.lastname: Urosa
authors.affiliation: Department of Organic Chemistry, Chemistry Faculty, University of Salamanca, Plaza de los Caídos 1-5, 37008 Salamanca, Spain. ismarcos@usal.es.
authors.forename: Isidro S
authors.initials: IS
authors.lastname: Marcos
authors.affiliation: Department of Organic Chemistry, Chemistry Faculty, University of Salamanca, Plaza de los Caídos 1-5, 37008 Salamanca, Spain. ddm@usal.es.
authors.forename: David
authors.initials: D
authors.lastname: Díez
authors.affiliation: Nuclear Magnetic Resonance Service, University of Salamanca, Plaza de los Caídos 1-5, 37008 Salamanca, Spain. tille1962@usal.es.
authors.forename: Anna
authors.initials: A
authors.lastname: Lithgow
authors.affiliation: BioLab, University Institute of Bio-Organic "Antonio González" (IUBO-AG), Centre of Biomedicine Research of Canarias (CIBICAN), University of La Laguna, C/Astrofísico Francisco Sánchez 2, 38206 La Laguna, Spain. g.b.plata@gmail.com.
authors.forename: Gabriela B
authors.initials: GB
authors.lastname: Plata
authors.affiliation: BioLab, University Institute of Bio-Organic "Antonio González" (IUBO-AG), Centre of Biomedicine Research of Canarias (CIBICAN), University of La Laguna, C/Astrofísico Francisco Sánchez 2, 38206 La Laguna, Spain. jmpadron@ull.es.
authors.forename: José M
authors.initials: JM
authors.lastname: Padrón
authors.affiliation: Department of Organic Chemistry, Chemistry Faculty, University of Salamanca, Plaza de los Caídos 1-5, 37008 Salamanca, Spain. pbb@usal.es.
authors.forename: Pilar
authors.initials: P
authors.lastname: Basabe
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001315:Australia; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004224:Diterpenes / Q000737:chemistry; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D007202:Indicators and Reagents / Q000737:chemistry; D008968:Molecular Conformation; D015394:Molecular Structure; D009369:Neoplasms / Q000188:drug therapy* / Q000473:pathology; D009994:Osmolar Concentration; D010140:Pacific Ocean; D011161:Porifera / Q000737:chemistry; D054830:Sesterterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013237:Stereoisomerism
chemical_list: D000970:Antineoplastic Agents; D004224:Diterpenes; D005663:Furans; D007202:Indicators and Reagents; D054830:Sesterterpenes; C000603851:luffarin I; C070760:sclareol; D015107:4-Butyrolactone