Structures and biological activities of brominated azaphilones produced by Penicillium sclerotiorum E23Y–1A

Zhi Wang; Yanbo Zeng; Weibo Zhao; Haofu Dai; Wenjun Chang; Fang Lv

doi:10.1016/j.phytol.2022.10.005

Structures and biological activities of brominated azaphilones produced by Penicillium sclerotiorum E23Y–1A

Zhi Wang, Yanbo Zeng, Weibo Zhao, Haofu Dai, Wenjun Chang, Fang Lv^*

^*Corresponding author for this work

School of Life Science

Research output: Contribution to journal › Article › peer-review

9 Citations (Scopus)

Abstract

Two new brominated azaphilones, 5-bromoisorotiorin (1) and penicilazaphilones H (2), along with a known azaphilone, 5-bromosclerotiorin (3) were isolated from the marine-derived fungus Penicillium sclerotiorum E23Y–1A cultivated on the solid rice medium with 3.3%NaBr. The structures of three compounds were elucidated based on 1D and 2D NMR spectra as well as HRESIMS data. Their absolute configurations were determined by ECD spectra analysis. Compounds 1-3 showed moderate antibacterial activities against Staphylococcus aureus ATCC 25923 with diameter of the inhibition zones of 8.08 ± 0.01, 7.50 ± 0.05 and 8.17 ± 0.05 mm, respectively, as well as compound 3 exhibited weak inhibitory activity against AChE.

Original language	English
Pages (from-to)	138-142
Number of pages	5
Journal	Phytochemistry Letters
Volume	52
DOIs	https://doi.org/10.1016/j.phytol.2022.10.005
Publication status	Published - Dec 2022

Keywords

Acetylcholinesterase inhibition activity
Antibacterial activity
Azaphilones
Penicillium sclerotiorum
Structure elucidation

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.phytol.2022.10.005

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@article{b84f467f556d40869516d13f05b13cb5,

title = "Structures and biological activities of brominated azaphilones produced by Penicillium sclerotiorum E23Y–1A",

abstract = "Two new brominated azaphilones, 5-bromoisorotiorin (1) and penicilazaphilones H (2), along with a known azaphilone, 5-bromosclerotiorin (3) were isolated from the marine-derived fungus Penicillium sclerotiorum E23Y–1A cultivated on the solid rice medium with 3.3%NaBr. The structures of three compounds were elucidated based on 1D and 2D NMR spectra as well as HRESIMS data. Their absolute configurations were determined by ECD spectra analysis. Compounds 1-3 showed moderate antibacterial activities against Staphylococcus aureus ATCC 25923 with diameter of the inhibition zones of 8.08 ± 0.01, 7.50 ± 0.05 and 8.17 ± 0.05 mm, respectively, as well as compound 3 exhibited weak inhibitory activity against AChE.",

keywords = "Acetylcholinesterase inhibition activity, Antibacterial activity, Azaphilones, Penicillium sclerotiorum, Structure elucidation",

author = "Zhi Wang and Yanbo Zeng and Weibo Zhao and Haofu Dai and Wenjun Chang and Fang Lv",

note = "Publisher Copyright: {\textcopyright} 2022",

year = "2022",

month = dec,

doi = "10.1016/j.phytol.2022.10.005",

language = "English",

volume = "52",

pages = "138--142",

journal = "Phytochemistry Letters",

issn = "1874-3900",

publisher = "Elsevier Ltd.",

}

TY - JOUR

T1 - Structures and biological activities of brominated azaphilones produced by Penicillium sclerotiorum E23Y–1A

AU - Wang, Zhi

AU - Zeng, Yanbo

AU - Zhao, Weibo

AU - Dai, Haofu

AU - Chang, Wenjun

AU - Lv, Fang

PY - 2022/12

Y1 - 2022/12

N2 - Two new brominated azaphilones, 5-bromoisorotiorin (1) and penicilazaphilones H (2), along with a known azaphilone, 5-bromosclerotiorin (3) were isolated from the marine-derived fungus Penicillium sclerotiorum E23Y–1A cultivated on the solid rice medium with 3.3%NaBr. The structures of three compounds were elucidated based on 1D and 2D NMR spectra as well as HRESIMS data. Their absolute configurations were determined by ECD spectra analysis. Compounds 1-3 showed moderate antibacterial activities against Staphylococcus aureus ATCC 25923 with diameter of the inhibition zones of 8.08 ± 0.01, 7.50 ± 0.05 and 8.17 ± 0.05 mm, respectively, as well as compound 3 exhibited weak inhibitory activity against AChE.

AB - Two new brominated azaphilones, 5-bromoisorotiorin (1) and penicilazaphilones H (2), along with a known azaphilone, 5-bromosclerotiorin (3) were isolated from the marine-derived fungus Penicillium sclerotiorum E23Y–1A cultivated on the solid rice medium with 3.3%NaBr. The structures of three compounds were elucidated based on 1D and 2D NMR spectra as well as HRESIMS data. Their absolute configurations were determined by ECD spectra analysis. Compounds 1-3 showed moderate antibacterial activities against Staphylococcus aureus ATCC 25923 with diameter of the inhibition zones of 8.08 ± 0.01, 7.50 ± 0.05 and 8.17 ± 0.05 mm, respectively, as well as compound 3 exhibited weak inhibitory activity against AChE.

KW - Acetylcholinesterase inhibition activity

KW - Antibacterial activity

KW - Azaphilones

KW - Penicillium sclerotiorum

KW - Structure elucidation

UR - http://www.scopus.com/inward/record.url?scp=85140992078&partnerID=8YFLogxK

U2 - 10.1016/j.phytol.2022.10.005

DO - 10.1016/j.phytol.2022.10.005

M3 - Article

AN - SCOPUS:85140992078

SN - 1874-3900

VL - 52

SP - 138

EP - 142

JO - Phytochemistry Letters

JF - Phytochemistry Letters

ER -

Structures and biological activities of brominated azaphilones produced by Penicillium sclerotiorum E23Y–1A

Abstract

Keywords

UN SDGs

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