The strain BAFC 2336 of Curvularia pallescens is a hyphomycete isolated from internal fungi present in leaves and stems of Baccharis coridifolia. Three compounds designated B, D1 and D2 which inhibited the replication of vesicular stomatitis virus (VSV) and herpes simplex virus type 1 (HSV-1) in tissue cultures were isolated from fluid cultures of Curvularia pallescens. The purification procedure of the compounds consisted first in an organic solvent extraction followed by chromatography through a silica gel column. Fractions eluted from the column with antiviral activity were pooled and then subjected to thin layer chromatography (TLC) in silica gel plates. Three isolated bands were recognized with Rf of 0.63, 0.36 y 0.33 for B, D1 and D2, respectively. The chromatographic characteristics of the isolated metabolites were determined by TLC and HPLC and their chemical structure by means of spectroscopic methods. Analysis of the data obtained indicated that compound D2 (MW: 280 Da) is identical with Brefeldin A a macrolide with antiviral activity isolated from other fungi but not reported to be present in Curvularia pallescens. Compound D1 is similar in structure to compound D2; however, the low amount obtained after purification unabled us to obtain complete structural characterization. Compound B (MW: 332 Da) has an aromatic ring and a chemical structure related to curvularins, a generic name for certain metabolites from Curvularia. This compound appears to be a novel compound with antiviral potency similar to Brefeldin A, but less toxic.
Documento: | Artículo |
Título: | Fungal metabolites with antiviral activity isolated from Curvularia pallescens |
Autor: | Lemos, C.; Couto, A.S.; Bertoni, M.D.; Coto, C.E. |
Filiación: | Laboratorio de Virologia, Departamento de Quimica Biologica, Universidad de Buenos Aires, Ciudad Universitaria, 1428 Buenos Aires, Argentina |
Palabras clave: | Antiviral; Curvularia pallescens; Fungal metabolites; Herpes simplex virus type 1; Vesicular stomatitis virus; alpha,beta dehydrocurvularin; curvularia pallescens extract; natural product; unclassified drug; antiviral activity; article; curvularia pallescens; cytotoxicity; herpes simplex virus 1; high performance liquid chromatography; hyphomycetes; nonhuman; purification; thin layer chromatography; vero cell; vesicular stomatitis virus; Antiviral Agents; Mitosporic Fungi |
Año: | 1999 |
Volumen: | 31 |
Número: | 4 |
Página de inicio: | 193 |
Página de fin: | 200 |
Título revista: | Revista Argentina de Microbiologia |
Título revista abreviado: | Rev. Argent. Microbiol. |
ISSN: | 03257541 |
CODEN: | RAMID |
CAS: | Antiviral Agents |
Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_03257541_v31_n4_p193_Lemos |