Ochracines A-E, chamigrane-related norsesquiterpene derivatives from the basidiomycete Steccherinum ochraceum HFG119
| Autor: | Ji-Kai Liu, He-Ping Chen, Zhen-Zhu Zhao, Weisheng Feng, Xu-Bo Liang, Ying-Ying Si, Gui-Min Xue |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
Pharmacology
Steccherinum ochraceum China Molecular Structure biology 010405 organic chemistry Stereochemistry Chemistry Absolute configuration General Medicine biology.organism_classification 01 natural sciences 0104 chemical sciences 010404 medicinal & biomolecular chemistry Cell Line Tumor Drug Discovery Humans Polyporales Cytotoxicity Nuclear Magnetic Resonance Biomolecular Sesquiterpenes Human cancer |
| Zdroj: | Fitoterapia. 139:104362 |
| ISSN: | 0367-326X |
| DOI: | 10.1016/j.fitote.2019.104362 |
| Popis: | Ochracines A-E, five previously undescribed norsesquiterpenes featured by unusual scaffolds biogenetically related to chamigrane, were isolated from the cultures of Steccherinum ochraceum. Ochracines A (1) and B (2) represent the first examples of norsesquiterpenes with an unprecedented 1,2-6,7-diseco-1,8-cyclochamigrane scaffold. Ochracines C-D (3–5) possess an unusual 1,2-6,7-diseco-chamigrane skeleton. Their structures were elucidated by analysis of spectroscopic data. The absolute configuration of ochracine A (1), and the relative configuration of ochracine B (2) were determined by ECD and/or NMR calculations. The biosynthetic pathways for the norsesquiterpenes were proposed. All isolates were evaluated for their cytotoxicity against the five human cancer cell lines HL-60, SMMC-7721, A549, MCF-7, and SW-480. |
| Databáze: | OpenAIRE |
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