da Silva Machado Fernanda Lacerda, Ventura Thatiana Lopes Biá, Gestinari Lísia Mônica de Souza, Cassano Valéria, Resende Jackson Antônio Lamounier Camargos, Kaiser Carlos Roland, Lasunskaia Elena B, Muzitano Michelle Frazão, Soares Angélica Ribeiro
Instituto de Química, Universidade Federal do Rio de Janeiro, Avenida Athos da Silveira Ramos, 149, 21941-909, Rio de Janeiro, RJ, Brazil.
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.
Molecules. 2014 Mar 17;19(3):3181-92. doi: 10.3390/molecules19033181.
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.
从巴西东南部海岸采集的红藻二叉仙菜的亲脂性提取物中分离出两种新的菖蒲烷倍半萜1-2和三种已知化合物3-5。分别从里约热内卢安格拉杜斯雷斯的比斯凯亚湾以及圣埃斯皮里图州塞拉的曼吉尼奥斯海滩采集的样品中分离出二叉仙菜酮（1）和二叉仙菜二醇（2）。从里约热内卢帕拉蒂的韦尔梅利亚海滩采集的标本中获得了去溴埃拉托醇（3）、钝叶烷（4）和（1S*，2S*，3S*，5S*，8S*，9S*）-2,3,5,9-四甲基三环[6.3.0.0¹·⁵]十一烷-2-醇（5）。通过广泛的核磁共振（¹H-、¹³C-、COSY、HSQC、HMBC和NOESY）和高分辨率质谱分析阐明了新化合物的结构。此外，通过X射线分析确定了化合物2的绝对构型。首次描述了化合物3的完整光谱数据。评估了化合物2-5的抗炎和抗分枝杆菌活性。化合物3-5抑制炎症介质NO的释放，而TNF-α水平仅受3的影响。所有测试化合物均显示出中等程度的抗分枝杆菌作用。
