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Mar. Drugs 2015, 13(4), 2407-2423; doi:10.3390/md13042407

Synthesis and Bioactivity of Luffarin I

1
Department of Organic Chemistry, Chemistry Faculty, University of Salamanca, Plaza de los Caídos 1-5, 37008 Salamanca, Spain
2
Nuclear Magnetic Resonance Service, University of Salamanca, Plaza de los Caídos 1-5, 37008 Salamanca, Spain
3
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
*
Author to whom correspondence should be addressed.
Academic Editor: Valeria Costantino
Received: 19 February 2015 / Revised: 20 March 2015 / Accepted: 7 April 2015 / Published: 20 April 2015
(This article belongs to the Special Issue Marine Secondary Metabolites)
View Full-Text   |   Download PDF [660 KB, uploaded 20 April 2015]   |  

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. View Full-Text
Keywords: luffarin I; sclareol; diastereoselective reduction; sponges; sesterterpenolide; marine metabolites luffarin I; sclareol; diastereoselective reduction; sponges; sesterterpenolide; marine metabolites
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Urosa, A.; Marcos, I.S.; Díez, D.; Lithgow, A.; Plata, G.B.; Padrón, J.M.; Basabe, P. Synthesis and Bioactivity of Luffarin I. Mar. Drugs 2015, 13, 2407-2423.

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