Lanostanoid triterpenes from the fungus Rigidoporus microporus
| Autor: | Lucía Daniela Amado, Yuliet A. Rincón, Nahuel Francisco Schenone, Emanuel Grassi, Gastón E. Siless, Gabriela Myriam Cabrera, Maria Virginia Dansey |
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| Rok vydání: | 2020 |
| Předmět: |
Agonist
biology 010405 organic chemistry Chemistry medicine.drug_class Stereochemistry In silico Organic Chemistry Absolute configuration Rigidoporus microporus Plant Science Conjugated system biology.organism_classification 01 natural sciences Biochemistry 0104 chemical sciences Analytical Chemistry Terpene 010404 medicinal & biomolecular chemistry medicine Liver X receptor Microporus |
| Zdroj: | Natural Product Research. 35:3945-3954 |
| ISSN: | 1478-6427 1478-6419 |
| DOI: | 10.1080/14786419.2020.1752205 |
| Popis: | Five new lanostanoid triterpenes were isolated from the extract of R. microporus. Three of the metabolites (1-3) present a Δ8,9 skeleton with an uncommon keto functionality at C-1. Another compound (4) has an unprecedented rearranged skeleton in which methyl-19 was transposed to C-1, with conjugated double bonds at Δ1-10 and Δ8-9. All of the compounds have hydroxylated or furane-cyclized side-chains. The structures were elucidated by spectroscopic methods, and the absolute configuration of the hydroxyl-bearing carbon in the side chain of compound 5 was established in silico. The metabolites were evaluated for their antifungal activity and the bioactivity as agonist/antagonists of the liver X receptors (LXRs). Compound 4 presents antifungal activity and compounds 3 and 5 are the agonists of LXRs. |
| Databáze: | OpenAIRE |
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