Synthesis and Bioactivity of Luffarin I
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 tumo...
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MDPI AG
2015-04-01
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Series: | Marine Drugs |
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Online Access: | http://www.mdpi.com/1660-3397/13/4/2407 |
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author | Aitor Urosa Isidro S. Marcos David Díez Anna Lithgow Gabriela B. Plata José M. Padrón Pilar Basabe |
author_facet | Aitor Urosa Isidro S. Marcos David Díez Anna Lithgow Gabriela B. Plata José M. Padrón Pilar Basabe |
author_sort | Aitor Urosa |
collection | DOAJ |
description | 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. |
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format | Article |
id | doaj.art-3cda19a8e89242b5af5add8d57c678f4 |
institution | Directory Open Access Journal |
issn | 1660-3397 |
language | English |
last_indexed | 2024-12-10T08:05:17Z |
publishDate | 2015-04-01 |
publisher | MDPI AG |
record_format | Article |
series | Marine Drugs |
spelling | doaj.art-3cda19a8e89242b5af5add8d57c678f42022-12-22T01:56:42ZengMDPI AGMarine Drugs1660-33972015-04-011342407242310.3390/md13042407md13042407Synthesis and Bioactivity of Luffarin IAitor Urosa0Isidro S. Marcos1David Díez2Anna Lithgow3Gabriela B. Plata4José M. Padrón5Pilar Basabe6Department of Organic Chemistry, Chemistry Faculty, University of Salamanca, Plaza de los Caídos 1-5, 37008 Salamanca, SpainDepartment of Organic Chemistry, Chemistry Faculty, University of Salamanca, Plaza de los Caídos 1-5, 37008 Salamanca, SpainDepartment of Organic Chemistry, Chemistry Faculty, University of Salamanca, Plaza de los Caídos 1-5, 37008 Salamanca, SpainNuclear Magnetic Resonance Service, University of Salamanca, Plaza de los Caídos 1-5, 37008 Salamanca, SpainBioLab, 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, SpainBioLab, 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, SpainDepartment of Organic Chemistry, Chemistry Faculty, University of Salamanca, Plaza de los Caídos 1-5, 37008 Salamanca, SpainThe 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.http://www.mdpi.com/1660-3397/13/4/2407luffarin Isclareoldiastereoselective reductionspongessesterterpenolidemarine metabolites |
spellingShingle | Aitor Urosa Isidro S. Marcos David Díez Anna Lithgow Gabriela B. Plata José M. Padrón Pilar Basabe Synthesis and Bioactivity of Luffarin I Marine Drugs luffarin I sclareol diastereoselective reduction sponges sesterterpenolide marine metabolites |
title | Synthesis and Bioactivity of Luffarin I |
title_full | Synthesis and Bioactivity of Luffarin I |
title_fullStr | Synthesis and Bioactivity of Luffarin I |
title_full_unstemmed | Synthesis and Bioactivity of Luffarin I |
title_short | Synthesis and Bioactivity of Luffarin I |
title_sort | synthesis and bioactivity of luffarin i |
topic | luffarin I sclareol diastereoselective reduction sponges sesterterpenolide marine metabolites |
url | http://www.mdpi.com/1660-3397/13/4/2407 |
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