Strophasterols E and F: Rearranged ergostane-type sterols from Pleurotus eryngii.

Animals Dose-Response Relationship, Drug Lipopolysaccharides / antagonists & inhibitors Mice Molecular Structure Nitric Oxide / antagonists & inhibitors Pleurotus / chemistry RAW 264.7 Cells Structure-Activity Relationship
Ergostane Nitric oxide production inhibitor Pleurotus eryngii Steroid

Journal

Bioorganic chemistry
ISSN: 1090-2120
Titre abrégé: Bioorg Chem
Pays: United States
ID NLM: 1303703

Informations de publication

Date de publication:
08 2019
Historique:
received: 08 04 2019
revised: 17 05 2019
accepted: 22 05 2019
pubmed: 4 6 2019
medline: 23 9 2020
entrez: 3 6 2019
Statut: ppublish

Résumé

Strophasterols E (1) and F (2) were isolated from the fruiting bodies of Pleurotus eryngii, together with four new ergostane-type sterols (3-6). Single-crystal X-ray diffraction analysis performed on the tris-p-bromobenzoate derivatives of compounds 1 and 2 allowed these two compounds to be identified as the structurally rare (22S,23R)- and (22S,23S)-5α,6α-epoxy-3β,7β,23-trihydroxy-15(14 → 22)-abeo-ergost-8-en-14-one, respectively. The inhibitory effects on nitric oxide production of the six new steroids thus isolated from the fruiting bodies of P. eryngii were also evaluated.

Identifiants

DOI: 10.1016/j.bioorg.2019.103011 PMID: 31154097
pubmed: 31154097
pii: S0045-2068(19)30542-5
doi: 10.1016/j.bioorg.2019.103011
pii:
doi:

Substances chimiques

Lipopolysaccharides 0
Nitric Oxide 31C4KY9ESH

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

103011

Informations de copyright

Copyright © 2019 Elsevier Inc. All rights reserved.

Auteurs

Takashi Kikuchi (T)

Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan. Electronic address: t.kikuchi@gly.oups.ac.jp.

Maya Isobe (M)

Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan.

Sawako Uno (S)

Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan.

Yasuko In (Y)

Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan.

Jie Zhang (J)

School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing 211198, PR China.

Takeshi Yamada (T)

Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan.

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Classifications MeSH

questionsmedicales.fr › Eucaryotes › Animaux › Strophasterols E and F: Rearranged...
questionsmedicales.fr › Phénomènes physiologiques › Phénomènes pharmacologiques et toxicologiques › Phénomènes toxicologiques › Relation dose-effet des médicaments › Strophasterols E and F: Rearranged...
questionsmedicales.fr › Facteurs biologiques › Toxines biologiques › Toxines bactériennes › Endotoxines › Lipopolysaccharides › Strophasterols E and F: Rearranged...
questionsmedicales.fr › Eucaryotes › Animaux › Chordés › Vertébrés › Mammifères › Eutheria › Rodentia › Muridae › Murinae › Souris › Strophasterols E and F: Rearranged...
questionsmedicales.fr › Phénomènes chimiques › Structure moléculaire › Strophasterols E and F: Rearranged...
questionsmedicales.fr › Produits chimiques inorganiques › Composés de l'oxygène › Oxydes › Oxydes d'azote › Monoxyde d'azote › Strophasterols E and F: Rearranged...
questionsmedicales.fr › Eucaryotes › Champignons › Basidiomycota › Agaricales › Pleurotus › Strophasterols E and F: Rearranged...
questionsmedicales.fr › Cellules › Cellules RAW 264.7 › Strophasterols E and F: Rearranged...
questionsmedicales.fr › Phénomènes physiologiques › Phénomènes pharmacologiques et toxicologiques › Phénomènes pharmacologiques › Relation structure-activité › Strophasterols E and F: Rearranged...