Penicillactonin and preaustinoid C, lactone-containing metabolites from a hot spring sediment Penicillium sp.

Lactones Meroterpenoids NO production Penicillium Polyketides Trichocomaceae

Journal

Fitoterapia
ISSN: 1873-6971
Titre abrégé: Fitoterapia
Pays: Netherlands
ID NLM: 16930290R

Informations de publication

Date de publication:
Nov 2022
Historique:
received: 22 08 2022
revised: 05 10 2022
accepted: 06 10 2022
pubmed: 12 10 2022
medline: 7 12 2022
entrez: 11 10 2022
Statut: ppublish

Résumé

Phytochemical investigation of Penicillium sp. RO-11 strain, collected from the sediments of a hydrothermal spring located in the southwestern area of Saudi Arabia, afforded, along with previously isolated compounds, the undescribed polyketides penicillactonin (1), penipyranicin D (4) and isopyrenulin B (5) and the undescribed meroterpenoid preaustinoid C (7). The structures of these compounds were elucidated based on data from mass spectrometry, 1D and 2D NMR, and comparison between experimental and calculated ECD spectra. Penicillactonin and preaustinoid C bring unprecedented structural features, for which a biosynthetic rationale is proposed, further extending the chemodiversity associated to Penicillium fungi. Preaustinoid C showed significant activity against LPS-induced NO production and selective effect on IL-2 and IFN-γ gene regulation in activated Jurkat cells.

Identifiants

pubmed: 36220499
pii: S0367-326X(22)00208-8
doi: 10.1016/j.fitote.2022.105330
pii:
doi:

Substances chimiques

Lactones 0
Polyketides 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

105330

Informations de copyright

Copyright © 2022 Elsevier B.V. All rights reserved.

Déclaration de conflit d'intérêts

Declaration of Competing Interest The authors declare that the research was conducted in the absence of any commercial or financial relationships that could be construed as a potential conflict of interest.

Auteurs

Raha Orfali (R)

Department of Pharmacognosy, College of Pharmacy, King Saud University, P. O. Box 22452, Riyadh 11495, Saudi Arabia.

Shagufta Perveen (S)

Department of Chemistry, School of Computer, Mathematical and Natural Sciences, Morgan State University, Baltimore, MD 21251, USA.

Jiangnan Peng (J)

Department of Chemistry, School of Computer, Mathematical and Natural Sciences, Morgan State University, Baltimore, MD 21251, USA.

Ali S Alqahtani (AS)

Department of Pharmacognosy, College of Pharmacy, King Saud University, P. O. Box 22452, Riyadh 11495, Saudi Arabia.

Fahd A Nasr (FA)

Department of Pharmacognosy, College of Pharmacy, King Saud University, P. O. Box 22452, Riyadh 11495, Saudi Arabia.

Mohammad Z Ahmed (MZ)

Department of Pharmacognosy, College of Pharmacy, King Saud University, P. O. Box 22452, Riyadh 11495, Saudi Arabia.

Paolo Luciano (P)

Department of Pharmacy, School of Medicine and Surgery, University of Naples Federico II, Via Montesano 49, 80131 Naples, Italy.

Giuseppina Chianese (G)

Department of Pharmacy, School of Medicine and Surgery, University of Naples Federico II, Via Montesano 49, 80131 Naples, Italy.

Areej M Al-Taweel (AM)

Department of Pharmacognosy, College of Pharmacy, King Saud University, P. O. Box 22452, Riyadh 11495, Saudi Arabia.

Orazio Taglialatela-Scafati (O)

Department of Pharmacy, School of Medicine and Surgery, University of Naples Federico II, Via Montesano 49, 80131 Naples, Italy. Electronic address: scatagli@unina.it.

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Classifications MeSH