Bisabolane, cadinane, and cyclonerane sesquiterpenes from an algicolous strain of Trichoderma asperelloides.
Bisabolane
Cadinane
Cyclonerane
Sesquiterpene
Trichoderma
Journal
Bioorganic chemistry
ISSN: 1090-2120
Titre abrégé: Bioorg Chem
Pays: United States
ID NLM: 1303703
Informations de publication
Date de publication:
10 2021
10 2021
Historique:
received:
10
05
2021
revised:
03
07
2021
accepted:
25
07
2021
pubmed:
3
8
2021
medline:
31
12
2021
entrez:
2
8
2021
Statut:
ppublish
Résumé
Ten new bisabolane derivatives, trichobisabolins Q-Z (1-10), one new cadinane derivative, cadin-4-en-11-ol (11), and three new cyclonerane derivatives, cycloner-3-en-7,11-diol (12), isoepicyclonerodiol oxide (13), and norepicyclonerodiol oxide (14), were isolated from the endophytic fungal strain RR-dl-6-11 of Trichoderma asperelloides that was obtained from a marine alga. Their structures along with relative configurations were established mainly by NMR and IR as well as MS techniques, and the absolute configurations of 10 and 11 were assigned by ECD and X-ray diffraction data, respectively. Sesquiterpenes from the fungus T. asperelloides are reported for the first time. It is interesting that half of the bisabolane derivatives are demethylated. Compound 12 represents the first the occurrence of cyclopentenyl-bearing cycloneranes, and 14 seems a cyclopentyl-degrading cyclonerane derivative. Several isolates feature potent inhibition of marine phytoplankton species.
Identifiants
pubmed: 34339977
pii: S0045-2068(21)00600-3
doi: 10.1016/j.bioorg.2021.105223
pii:
doi:
Substances chimiques
Monocyclic Sesquiterpenes
0
Polycyclic Sesquiterpenes
0
Sesquiterpenes
0
cadinane
0
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
105223Informations de copyright
Copyright © 2021 Elsevier Inc. All rights reserved.