Peunipyrone A, an Unexpected Highly Oxygenated γ-Pyrone with a 6/6/6/6/6 Pentacyclic Ring System from a Sponge-Derived Fungus <i>Aspergillus peuniceus</i>

A highly oxygenated γ-pyrone with an unprecedented carbon skeleton, peunipyrone A (<b>1</b>), was isolated from the sponge-derived fungus <i>Aspergillus peuniceus</i>. Compound <b>1</b> features a unique fused 6/6/6/6/6 pentacyclic ring system. The chemical structure of compound <b>1</b> was elucidated by comprehensive spectroscopic techniques and single-crystal X-ray diffraction. The plausible biosynthetic pathway of compound <b>1</b> was proposed. Compound <b>1</b> promoted leukemic cell apoptosis by increasing p53 expression.

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Publication Details

Journal
Organic Letters
Published
2025-05-06
DOI
https://doi.org/10.1021/acs.orglett.5c01274
Citations
3
Primary Topic
Microbial Natural Products and Biosynthesis
Type
article
Field-Weighted Citation Impact
4.18

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article

Peunipyrone A, an Unexpected Highly Oxygenated γ-Pyrone with a 6/6/6/6/6 Pentacyclic Ring System from a Sponge-Derived Fungus Aspergillus peuniceus

Peitao Zhang, Tongmei Xiao, Jian Yuan, Ruifang Zheng et al.
3 citations
Organic Letters
Microbial Natural Products and Biosynthesis
4.18
article

Peunipyrone A, an Unexpected Highly Oxygenated γ-Pyrone with a 6/6/6/6/6 Pentacyclic Ring System from a Sponge-Derived Fungus Aspergillus peuniceus

Peitao Zhang, Tongmei Xiao, Jian Yuan, Ruifang Zheng, Lian Li, Minghua Chen, Yu‐Chuan Chen, Bingjie Su, Shuyue Guo, Mingxuan Zhao, Shuyi Si
article en
3 citations

Abstract

A highly oxygenated γ-pyrone with an unprecedented carbon skeleton, peunipyrone A (<b>1</b>), was isolated from the sponge-derived fungus <i>Aspergillus peuniceus</i>. Compound <b>1</b> features a unique fused 6/6/6/6/6 pentacyclic ring system. The chemical structure of compound <b>1</b> was elucidated by comprehensive spectroscopic techniques and single-crystal X-ray diffraction. The plausible biosynthetic pathway of compound <b>1</b> was proposed. Compound <b>1</b> promoted leukemic cell apoptosis by increasing p53 expression.

Organic LettersVol. 27(19)
Tongji University (CN), Biotechnology Institute (US), University of Toronto (CA), Chinese Academy of Medical Sciences & Peking Union Medical College (CN), Lunenfeld-Tanenbaum Research Institute (CA), Peking Union Medical College Hospital (CN), Xinjiang Institute of Materia Medica (CN), Shanghai East Hospital (CN), Sinai Health System (US)
National Natural Science Foundation of China, Chinese Academy of Medical Sciences
Openalex Percentile: Top 7%
Microbial Natural Products and Biosynthesis
4.18
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Peunipyrone A, an Unexpected Highly Oxygenated γ-Pyrone with a 6/6/6/6/6 Pentacyclic Ring System from a Sponge-Derived Fungus <i>Aspergillus peuniceus</i> — Peitao Zhang, Tongmei Xiao, et al. · Organic Letters (2025) | TGRS Research Map | TGRS