Geranyl phenyl ethers from Illicium micranthum and their anti-HBV activity / 中国天然药物

Fourteen new geranyl phenyl ethers (1-14) along with three known compounds (15-17) were isolated from Illicium micranthum, and their structures were elucidated by comprehensive spectroscopic methods. Illimicranins A-H (1-8) were characterized as geranyl vanillin ethers, while 9 and 10 were dimethyl acetal derivatives. Illimicranins I and J (11 and 12) were rare geranyl isoeugenol ethers. Illimicranins K and L (13 and 14) represented the first example of geranyl guaiacylacetone ether and geranyl zingerone ether, respectively. Compounds 1, 2 and 15 exhibited anti-HBV (hepatitis B virus) activity against HBsAg (hepatitis B surface antigen) and HBeAg (hepatitis B e antigen) secretion, and HBV DNA replication.

Alcaloides aporfínicos con actividad antituberculosa aislados de Ocotea discolor Kunth (Lauraceae) / Aporphine alkaloids with antitubercular activity isolated from Ocotea discolor Kunth (Lauraceae) / Alcalóides aporfirínicos com atividade antituberculosa isolados de Ocotea discolor Kunth (Lauraceae)

Resumen La tuberculosis causa miles de muertes a nivel mundial y, actualmente, los fármacos usados no son suficientes y en ocasiones son obsoletos para su tratamiento. Por tanto, se hace necesaria la búsqueda de nuevos compuestos que ayuden a combatirla. Se evaluó la actividad antituberculosis de los alcaloides ocoxilonina (1), ocoteina (2), dicentrina (3) y 1,2-metilendioxi-3, 10,11-trimetoxiaporfina (4), aislados de la madera de Ocotea discolor. Las estructuras fueron identificadas por medio del análisis de los datos espectroscópicos de resonancia magnética nuclear (NMR 1D - 1H, 13C, 2D -COSY, HSQC y HMBC), espectros de masas y comparación con datos de la literatura. Todos los compuestos aislados demostraron actividad antituberculosa, con un rango de variación en la concentración mínima inhibitoria entre 140 y 310 μM, siendo la ocoteina (2) la más activa contra la cepa virulenta de Mycobacterium tuberculosis H37Rv.

Abstract Tuberculosis disease causes thousands of deaths worldwide and, currently, the used drugs are either not enough or obsolete for its treatment Therefore, new compounds that combat this disease are been seek Thus, the antituberculosis activity of the alkaloids ocoxilonine (1), ocoteine (2), dicentrine (3) and 1,2-methylenedioxy-3,10,11-trimethoxy aporphine (4), isolated from Ocotea discolor wood was evaluated Their structures were identified by analysis of nuclear magnetic resonance spectroscopic data (NMR 1D - 1H, 13C, 2D - COSY, HSQC and HMBC), mass spectra, and comparison with literature data All the isolated compounds showed antituberculosis activity, with a variation range in the minimum inhibitory concentration between 140 to 310 μM, being ocoteine (2) the most active compound against the virulent strain Mycobacterium tuberculosis H37Rv.

Resumo Devido a que a tuberculose provoca milhares de mortes em todo o mundo e a que, atualmente os medicamentos usados são inadequados e obsoletos para o tratamento desta doença, é preciso buscar novos compostos que ajudem a combatê-la. Assim, foi avaliada a atividade antituberculosis dos alcaloides ocoxilonina (1), ocoteina (2), dicentrina (3) y 1,2-metilendioxi-3,10,11-trimetoxiaporfina (4), isolados a partir da madeira de Ocotea discolor. Estas estruturas foram identificadas pela elucidação dos dados espectroscópicos (NMR 1D - 1H, 13C, 2D -COSY, HSQC e HMBC), espectros de massas e por comparação com os dados da literatura. Todos os compostos isolados demonstraram atividade antituberculosis, com um intervalo de variação na concentração inibitória mínima entre 140 e 310 μM sendo a ocoteína (2) o composto mais ativo contra a variedade virulenta Mycobacterium tuberculosis H37Rv.