Article ; Online: Asperidines A-C, pyrrolidine and piperidine derivatives from the soil-derived fungus Aspergillus sclerotiorum PSU-RSPG178.
Bioorganic & medicinal chemistry
2018 Volume 26, Issue 15, Page(s) 4502–4508
Abstract: ... 2) and C (3), were isolated from the soil-derived fungus Aspergillus sclerotiorum PSU-RSPG178 ...
Abstract | One new pyrrolidine derivative, asperidine A (1), and two new piperidine derivatives, asperidines B (2) and C (3), were isolated from the soil-derived fungus Aspergillus sclerotiorum PSU-RSPG178 together with two known alkaloids. Compound 3 possessed an unprecedented 7-oxa-1-azabicyclo[3.2.1]octane skeleton with four chiral centers. Their structures were determined by spectroscopic evidence. The absolute configurations of compounds 2 and 3 were established using Mosher's method and further confirmed for compound 3 by X-ray crystallographic data. Compound 2 dose-dependently inhibited the CFTR-mediated chloride secretion in T84 cells with an IC |
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MeSH term(s) | Animals ; Aspergillus/chemistry ; Aspergillus/isolation & purification ; Aspergillus/metabolism ; Caco-2 Cells ; Cell Survival/drug effects ; Cercopithecus aethiops ; Crystallography, X-Ray ; Cystic Fibrosis Transmembrane Conductance Regulator/metabolism ; Humans ; Hydrogen Peroxide/toxicity ; Molecular Conformation ; Piperidines/chemistry ; Piperidines/isolation & purification ; Piperidines/pharmacology ; Pyrrolidines/chemistry ; Pyrrolidines/isolation & purification ; Pyrrolidines/pharmacology ; Reactive Oxygen Species/metabolism ; Soil Microbiology ; Vero Cells |
Chemical Substances | Piperidines ; Pyrrolidines ; Reactive Oxygen Species ; Cystic Fibrosis Transmembrane Conductance Regulator (126880-72-6) ; Hydrogen Peroxide (BBX060AN9V) |
Language | English |
Publishing date | 2018-07-23 |
Publishing country | England |
Document type | Journal Article ; Research Support, Non-U.S. Gov't |
ZDB-ID | 1161284-8 |
ISSN | 1464-3391 ; 0968-0896 |
ISSN (online) | 1464-3391 |
ISSN | 0968-0896 |
DOI | 10.1016/j.bmc.2018.07.036 |
Database | MEDical Literature Analysis and Retrieval System OnLINE |
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