Proposal for structural revision of several disubstituted tricycloalternarenes
Mono- and di-substituted tricycloalternarenes form a group of meroterpenes isolated from epiphytic fungi. In this work, we have made thirteen proposals to correct erroneous structures of disubstituted tricycloalternarenes, also known as guignardones. Thus, in this group of compounds, structures of g...
| Autores: | , |
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| Tipo de recurso: | artículo |
| Estado: | Versión aceptada para publicación |
| Fecha de publicación: | 2022 |
| País: | España |
| Institución: | Consejo Superior de Investigaciones Científicas (CSIC) |
| Repositorio: | DIGITAL.CSIC. Repositorio Institucional del CSIC |
| OAI Identifier: | oai:digital.csic.es:10261/304206 |
| Acceso en línea: | http://hdl.handle.net/10261/304206 |
| Access Level: | acceso abierto |
| Palabra clave: | Ascomycetes Epiphytic fungi Disubstituted tricycloalternarenes Guignardones Structural revisions |
| Sumario: | Mono- and di-substituted tricycloalternarenes form a group of meroterpenes isolated from epiphytic fungi. In this work, we have made thirteen proposals to correct erroneous structures of disubstituted tricycloalternarenes, also known as guignardones. Thus, in this group of compounds, structures of guignardones K, L3, M, W, tricycloalternarene B2, 15-hydroxy-tricycloalternarene 5 b, guignardiaene D, magnardones F–H and coibanols A-C, have been revised. Moreover, we have also explained why there are only two types of disubstituted tricycloalternarenes in nature, one with a –CH2-O- β-bridge between C-6 and C-4 (6R,4S-configuration), and the other with a –CH2-O- α-bridge between C-4 and C-6 (4R,6S-configuration). Finally, the relative and absolute configurations of phyllostictone A and the absolute structure of phyllostictone D have been established by comparison with those of magnardones I and D, respectively. |
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