Eremane, viscidane and isozizaene diterpenoids from the leaves of Eremophila rigida and their absolute configurations.

Eremane diterpenoid Eremophila rigida Chinnock High-resolution inhibition profiling Isozizaene diterpenoid Protein tyrosine phosphatase 1B inhibitors Scrophulariaceae Viscidane diterpenoid

Journal

Phytochemistry
ISSN: 1873-3700
Titre abrégé: Phytochemistry
Pays: England
ID NLM: 0151434

Informations de publication

Date de publication:
09 Jan 2024
Historique:
received: 01 08 2023
revised: 02 01 2024
accepted: 06 01 2024
medline: 12 1 2024
pubmed: 12 1 2024
entrez: 11 1 2024
Statut: aheadofprint

Résumé

Previously undescribed eremane, viscidane, and isozizaene diterpenoids, eremorigidanes A-F, along with six known O-methylated flavonoids and three known triterpenoids were isolated and identified from the leaves of Eremophila rigida Chinnock by combined use of high-resolution PTP1B inhibition profiling, semipreparative- and analytical-scale HPLC separations, HPLC-PDA-HRMS analysis, and NMR spectroscopy. The absolute configuration of the unreported diterpenoids were determined by comparison of their experimental and calculated ECD spectra as well as by biosynthetic arguments. All isolates were evaluated for their PTP1B inhibitory activities, which revealed the flavonoid penduletin (3) to show inhibition with an IC

Identifiants

pubmed: 38211848
pii: S0031-9422(24)00009-8
doi: 10.1016/j.phytochem.2024.113972
pii:
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

113972

Informations de copyright

Copyright © 2024. Published by Elsevier Ltd.

Déclaration de conflit d'intérêts

Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Auteurs

Chao Liang (C)

Department of Drug Design and Pharmacology, Faculty of Health and Medical Sciences, University of Copenhagen, Universitetsparken 2, DK-2100, Copenhagen, Denmark.

Chi Ndi (C)

Quality Use of Medicines and Pharmacy Research Centre, Clinical and Health Sciences, University of South Australia, Frome Road, Adelaide, 5000, Australia.

Susan J Semple (SJ)

Quality Use of Medicines and Pharmacy Research Centre, Clinical and Health Sciences, University of South Australia, Frome Road, Adelaide, 5000, Australia.

Bevan Buirchell (B)

Wise Owl Consulting, Como, Western Australia, 6152, Australia.

Sonia Coriani (S)

Department of Chemistry, Technical University of Denmark, Kemitorvet Building 207, DK-2800, Kongens Lyngby, Denmark.

Birger Lindberg Møller (BL)

Plant Biochemistry Laboratory, Department of Plant and Environmental Sciences, University of Copenhagen, Thorvaldsensvej 40, DK-1871, Frederiksberg C, Denmark.

Dan Staerk (D)

Department of Drug Design and Pharmacology, Faculty of Health and Medical Sciences, University of Copenhagen, Universitetsparken 2, DK-2100, Copenhagen, Denmark. Electronic address: ds@sund.ku.dk.

Classifications MeSH