title: Sesquiterpenes from the Brazilian red alga Laurencia dendroidea J. Agardh.
abstract: Two new chamigrane sesquiterpenes 1-2 and three known compounds 3-5 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 2-5 were evaluated. Compounds 3-5 inhibited the release of inflammatory mediator NO while TNF-α levels were only affected by 3. All compounds tested displayed moderate antimycobacterial action.
authors.affiliation: Instituto de Química, Universidade Federal do Rio de Janeiro, Avenida Athos da Silveira Ramos, 149, 21941-909, Rio de Janeiro, RJ, Brazil. lisiagestinari@macae.ufrj.br.
authors.forename: Fernanda Lacerda
authors.initials: FL
authors.lastname: da Silva Machado
authors.affiliation: Laboratório de Biologia do Reconhecer, Centro de Biociências e Biotecnologia, Universidade Estadual do Norte Fluminense Darcy Ribeiro, Avenida Alberto Lamego, 2000, 28013-602, Campos dos Goytacazes, RJ, Brazil. thativentura@yahoo.com.br.
authors.forename: Thatiana Lopes Biá
authors.initials: TL
authors.lastname: Ventura
authors.affiliation: Grupo de Produtos Naturais de Organismos Aquáticos (GPNOA), Núcleo de Estudos em Ecologia e Desenvolvimento Sócioambiental de Macaé, Universidade Federal do Rio de Janeiro - Campus Macaé, Av. São José do Barreto, 764, 27965-045, Macaé, RJ, Brazil. lisiagestinari@macae.ufrj.br.
authors.forename: Lísia Mônica de Souza
authors.initials: LM
authors.lastname: Gestinari
authors.affiliation: Laboratório de Algas Marinhas Professor Édison José de Paula, Departamento de Botânica, Universidade de São Paulo, Rua do Matão, 277, 05508-090, São Paulo, SP, Brazil. vcassano@usp.br.
authors.forename: Valéria
authors.initials: V
authors.lastname: Cassano
authors.affiliation: Laboratório Regional de Difração de Raios X (LDRX), Universidade Federal Fluminense, Avenida Litorânea, s/n, 24020-150, Niterói, RJ, Brazil. jresende@id.uff.br.
authors.forename: Jackson Antônio Lamounier Camargos
authors.initials: JA
authors.lastname: Resende
authors.affiliation: Instituto de Química, Universidade Federal do Rio de Janeiro, Avenida Athos da Silveira Ramos, 149, 21941-909, Rio de Janeiro, RJ, Brazil. kaiser.ufrj@gmail.com.
authors.forename: Carlos Roland
authors.initials: CR
authors.lastname: Kaiser
authors.affiliation: Laboratório de Biologia do Reconhecer, Centro de Biociências e Biotecnologia, Universidade Estadual do Norte Fluminense Darcy Ribeiro, Avenida Alberto Lamego, 2000, 28013-602, Campos dos Goytacazes, RJ, Brazil. elassounskaia@gmail.com.
authors.forename: Elena B
authors.initials: EB
authors.lastname: Lasunskaia
authors.affiliation: Laboratório de Produtos Naturais, Curso de Farmácia, Universidade Federal do Rio de Janeiro, Campus Macaé, Pólo Novo Cavaleiro - IMMT, Rua Alcides da Conceição, 159, 27933-378, Macaé, RJ, Brazil. mfmuzitano@yahoo.com.br.
authors.forename: Michelle Frazão
authors.initials: MF
authors.lastname: Muzitano
authors.affiliation: Instituto de Química, Universidade Federal do Rio de Janeiro, Avenida Athos da Silveira Ramos, 149, 21941-909, Rio de Janeiro, RJ, Brazil. angelica@iq.ufrj.br.
authors.forename: Angélica Ribeiro
authors.initials: AR
authors.lastname: Soares
mesh_terms: D000818:Animals; D002460:Cell Line; D020128:Inhibitory Concentration 50; D044722:Laurencia / Q000737:chemistry*; D008264:Macrophages / Q000187:drug effects / Q000276:immunology / Q000378:metabolism; D051379:Mice; D009569:Nitric Oxide / Q000096:biosynthesis; D019906:Nuclear Magnetic Resonance, Biomolecular; D010936:Plant Extracts / Q000737:chemistry*; D012717:Sesquiterpenes / Q000737:chemistry* / Q000494:pharmacology*; D014409:Tumor Necrosis Factor-alpha / Q000096:biosynthesis
chemical_list: D010936:Plant Extracts; D012717:Sesquiterpenes; D014409:Tumor Necrosis Factor-alpha; D009569:Nitric Oxide