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

Beijing Institute of Technology
Chinese Academy of Tropical Agricultural Sciences

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

11 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

UN SDGs

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

SDG 14 Life Below Water

Keywords

Acetylcholinesterase inhibition activity
Antibacterial activity
Azaphilones
Penicillium sclerotiorum
Structure elucidation

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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 - https://www.scopus.com/pages/publications/85140992078

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

UN SDGs

Keywords

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