Proposal for structural revision of several monosubstituted tricycloalternarenes
Cycloalternarenes are a group of meroterpenes isolated from epiphytic fungi with a mono-, bi, tri- or tetracyclic skeleton. We have detected in the bibliography a series of monosubstituted tricycloalternarenes with erroneous structures. Thus, in this work we make several proposals to correct the structures of nineteen 4-hydroxy-tricycloalternarenes, TCA 6a, TCA 11a2, (2E)- and (2Z)-TCA 12a, 2H-(2E)-TCA 12a, TCAs 9a and F2, methyl nor-tricycloalternarate, TCAs K, L, S–W, X2 and tricycloalterfurenes A-C, and four 6-hydroxy-tricycloalternarenes, TCA 12b, TCA 13b, tricycloalterfurene D and TCA F3. Moreover, the graphic representation of TCA 14b and TCAs 15b–18b had been corrected. In addition, we have suggested that mono-hydroxylated tricycloalternarenes can only exist in nature substituted at the 4α- or 6β-position (4R- or 6R-configuration), which could also be explained considering biogenetic reasons. We have also determined the C-4 and C-6 configuration of several monosubstituted tricycloalternarenes, whose planar structure had been previously determined.
| Main Authors: | , |
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| Format: | artículo biblioteca |
| Language: | English |
| Published: |
Elsevier BV
2022-03-01
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| Subjects: | Ascomycetes, epiphytic fungi, meroterpenes, monosubstituted tricycloalternarenes, structural revisions, |
| Online Access: | http://hdl.handle.net/10261/304203 |
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