RESUMEN
Phytochemical investigations of the twigs of Avicennia marina yielded three new abietane diterpenoids 11-hydroxy-8,11,13-abietatriene 12- O-beta-xylopyranoside ( 1), and a pair of inseparable epimers 6 Halpha-11,12,16-trihydroxy-6,7-secoabieta-8,11,13-triene-6,7-dial 11,6-hemiacetal ( 2) and 6 Hbeta-11,12,16-trihydroxy-6,7-secoabieta-8,11,13-triene-6,7-dial 11,6-hemiacetal ( 3), as well as the new lignan (7' S,8' R)-4,4',9'-trihydroxy-3,3',5,5'-tetramethoxy-7,8-dehydro-9-al-2,7'-cyclolignan ( 5), together with 6,11,12,16-tetrahydroxy-5,8,11,13-abitetetraen-7-one ( 4), lyoniresinol ( 6), lyoniresinol 9'- O-beta- D-glucopyranoside ( 7), and diacetylmartynoside ( 8). Structure elucidation of the new compounds was accomplished by analysis of their spectroscopic data. Compounds 2 - 4 showed moderate cytotoxic and antimicrobial activities.
Asunto(s)
Abietanos/química , Avicennia/química , Antibacterianos/química , Antibacterianos/farmacología , Antineoplásicos Fitogénicos/química , Antineoplásicos Fitogénicos/farmacología , Estructura MolecularRESUMEN
Sanionins A (1) and B (2) were isolated from the moss Sanionia georgico-uncinata, collected on the Antarctic Livingston Island. The compounds 1 and 2 were purified by solvent extraction, silica gel column chromatography, and preparative HPLC, consecutively. The structures of the both compounds were elucidated by 1D and 2D NMR experiments and mass spectrometric investigations. These compounds showed activity against important Gram-positive pathogens, such as mycobacteria, multiresistant staphylococci, and vancomycin resistant enterococci. This activity is combined with antiinflammatoric activity and low cytotoxicity.
Asunto(s)
Antibacterianos/farmacología , Antibacterianos/toxicidad , Antiinflamatorios/farmacología , Antiinflamatorios/toxicidad , Bibencilos/farmacología , Bibencilos/toxicidad , Briófitas/química , Plantas Medicinales/química , Animales , Regiones Antárticas , Antibacterianos/aislamiento & purificación , Antiinflamatorios/aislamiento & purificación , Bibencilos/aislamiento & purificación , Proliferación Celular/efectos de los fármacos , Cromatografía en Gel , Cromatografía Líquida de Alta Presión , Células Epiteliales/efectos de los fármacos , Fibroblastos/efectos de los fármacos , Bacterias Grampositivas/efectos de los fármacos , Células HeLa , Humanos , Células K562 , Células L , Leucemia Eritroblástica Aguda/tratamiento farmacológico , Espectrometría de Masas , Ratones , Pruebas de Sensibilidad Microbiana , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular , Solubilidad , Solventes/química , Espectrometría de Masa por Ionización de ElectrosprayRESUMEN
In a continuing search for novel bioactive compounds from marine mangrove plants, seven new naphthoquinone derivatives were isolated from Avicennia marina, namely, avicennone A (1), avicennone B (2), avicennone C (3), avicennone D (4), avicenone E (5), avicennone F (6), and avicennone G (7), along with the known compounds avicequinone A (8), stenocarpoquinone B (9), avicequinone C (10), avicenol A (11), and avicenol C (12). The chemical structures of 1-7 were elucidated by spectroscopic methods. Compounds 8-10, and a mixture of 4 and 5, which all contain a 4,9-dione group, showed strong antiproliferative and moderate cytotoxic activities, as well as antibacterial effects.
Asunto(s)
Antibacterianos/aislamiento & purificación , Antineoplásicos Fitogénicos/química , Antineoplásicos Fitogénicos/aislamiento & purificación , Avicennia/química , Medicamentos Herbarios Chinos/aislamiento & purificación , Naftoquinonas/química , Naftoquinonas/aislamiento & purificación , Plantas Medicinales/química , Animales , Antibacterianos/química , Antibacterianos/farmacología , Antineoplásicos Fitogénicos/farmacología , Ensayos de Selección de Medicamentos Antitumorales , Medicamentos Herbarios Chinos/química , Medicamentos Herbarios Chinos/farmacología , Humanos , Ratones , Estructura Molecular , Naftoquinonas/farmacología , Tallos de la Planta/química , Relación Estructura-ActividadRESUMEN
The phytochemical investigation of the stem of Bruguiera gymnorrhiza yielded five new aromatic compounds (1-5), of which the bruguierols A - C (1-3) represent a new structural skeleton in natural product chemistry. All structures have been determined by NMR spectroscopic studies. Among them, 3 showed moderate activity against Gram-positive and Gram-negative bacteria including mycobacteria and resistant strains (MICs 12.5 microg/mL).