Molecules 2014, 19(3), 3181-3192; doi:10.3390/molecules19033181
Article

Sesquiterpenes from the Brazilian Red Alga Laurencia dendroidea J. Agardh

1,2email, 3email, 2email, 4email, 5email, 1email, 3email, 6email and 1,2,* email
Received: 15 January 2014; in revised form: 3 March 2014 / Accepted: 5 March 2014 / Published: 17 March 2014
(This article belongs to the Section 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.
Abstract: Two new chamigrane sesquiterpenes 12 and three known compounds 35 were isolated from a lipophilic extract of the red alga Laurencia dendroidea collected from the Southeastern Brazilian coast. Dendroidone (1) and dendroidiol (2) were isolated from samples collected at Biscaia Inlet, Angra dos Reis, Rio de Janeiro and at Manguinhos Beach, Serra, Espírito Santo, respectively. Debromoelatol (3), obtusane (4) and (1S*,2S*,3S*,5S*,8S*,9S*)-2,3,5,9-tetramethyltricyclo[6.3.0.01.5]undecan-2-ol (5) were obtained from specimens collected at Vermelha Beach, Parati, Rio de Janeiro. The structures of new compounds were elucidated by extensive NMR (1H-, 13C-, COSY, HSQC, HMBC and NOESY) and high resolution mass spectrometry analysis. Additionally, the absolute configuration of compound 2 was assigned by X-ray analysis. Full spectroscopic data is described for the first time for compound 3. Anti-inflammatory and antimycobacterial activities of compounds 25 were evaluated. Compounds 35 inhibited the release of inflammatory mediator NO while TNF-α levels were only affected by 3. All compounds tested displayed moderate antimycobacterial action.
Keywords: chamigrane; Laurencia dendroidea; anti-inflammatory; antimycobacterial
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MDPI and ACS Style

da Silva Machado, F.L.; Ventura, T.L.B.; Gestinari, L.M.S.; Cassano, V.; Resende, J.A.L.C.; Kaiser, C.R.; Lasunskaia, E.B.; Muzitano, M.F.; Soares, A.R. Sesquiterpenes from the Brazilian Red Alga Laurencia dendroidea J. Agardh. Molecules 2014, 19, 3181-3192.

AMA Style

da Silva Machado FL, Ventura TLB, Gestinari LMS, Cassano V, Resende JALC, Kaiser CR, Lasunskaia EB, Muzitano MF, Soares AR. Sesquiterpenes from the Brazilian Red Alga Laurencia dendroidea J. Agardh. Molecules. 2014; 19(3):3181-3192.

Chicago/Turabian Style

da Silva Machado, Fernanda L.; Ventura, Thatiana L.B.; Gestinari, Lísia M.S.; Cassano, Valéria; Resende, Jackson A.L.C.; Kaiser, Carlos R.; Lasunskaia, Elena B.; Muzitano, Michelle F.; Soares, Angélica R. 2014. "Sesquiterpenes from the Brazilian Red Alga Laurencia dendroidea J. Agardh." Molecules 19, no. 3: 3181-3192.

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