Multioxidized aromatic polyketides produced by a soil-derived fungus Penicillium canescens.

HL-60 Cells Humans Molecular Structure Penicillium Polyketides / pharmacology Soil
Aromatic polyketides Cytotoxicity OSMAC Penicillium canescens Trichocomaceae

Journal

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

Informations de publication

Date de publication:
Jan 2022
Historique:
received: 29 08 2021
revised: 06 11 2021
accepted: 06 11 2021
pubmed: 14 11 2021
medline: 15 12 2021
entrez: 13 11 2021
Statut: ppublish

Résumé

Under OSMAC strategy, seven unreported multioxidized aromatic polyketides, penicanesins A‒G, were discovered from a soil-derived fungus Penicillium canescens along with seven known compounds. Their structures were assigned by extensive 1D and 2D NMR spectra in combination with HRESIMS and single crystal X-ray diffraction. Absolute stereochemistry of penicanesins A and D were elucidated by theoretical ECD calculation. (±)-Penicanesins A and B are two pairs of racemic aromatic polyketides with an unusual 6/6/6/6 heterotetracyclic ring core. In bioassay, (-)-penicanesin A shows potential cytotoxicity against human cancer cell lines HL-60 and SW480 with IC

Identifiants

DOI: 10.1016/j.phytochem.2021.113012 PMID: 34773753
pubmed: 34773753
pii: S0031-9422(21)00361-7
doi: 10.1016/j.phytochem.2021.113012
pii:
doi:

Substances chimiques

Polyketides 0
Soil 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

113012

Informations de copyright

Copyright © 2021. Published by Elsevier Ltd.

Auteurs

Yi Zang (Y)

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China; Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Key Laboratory of Agricultural Microbiomics and Precision Application, Ministry of Agriculture and Rural Affairs, State Key Laboratory of Applied Microbiology Southern China, Institute of Microbiology, Guangdong Academy of Sciences, Guangzhou, 510070, People's Republic of China.

Yihua Gong (Y)

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China.

Zhengyi Shi (Z)

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China.

Changxing Qi (C)

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China.

Chunmei Chen (C)

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China.

Qingyi Tong (Q)

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China.

Junjun Liu (J)

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China.

Jianping Wang (J)

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China.

Hucheng Zhu (H)

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China. Electronic address: zhangyh@mails.tjmu.edu.cn.

Yonghui Zhang (Y)

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China. Electronic address: zhuhucheng@hust.edu.cn.

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Classifications MeSH

questionsmedicales.fr › Cellules › Cellules myéloïdes › Cellules HL-60 › Multioxidized aromatic polyketides produced by...
questionsmedicales.fr › Eucaryotes › Animaux › Chordés › Vertébrés › Mammifères › Eutheria › Primates › Haplorhini › Catarrhini › Hominidae › Humains › Multioxidized aromatic polyketides produced by...
questionsmedicales.fr › Phénomènes chimiques › Structure moléculaire › Multioxidized aromatic polyketides produced by...
questionsmedicales.fr › Eucaryotes › Champignons › Deuteromycota › Penicillium › Multioxidized aromatic polyketides produced by...
questionsmedicales.fr › Composés polycycliques › Composés macrocycliques › Polycétides › Multioxidized aromatic polyketides produced by...
questionsmedicales.fr › Environnement et santé publique › Environnement › Sol › Multioxidized aromatic polyketides produced by...