Sorbicitrinols A and B, Two Sorbicillinoids with Unprecedented Skeletons Uncovered from Sponge-Derived Fungus <i>Penicillium</i> sp. S4I4-3 by a Molecular Networking Strategy

Sorbicitrinol A (<b>1</b>) and its biosynthetic precursor sorbicitrinol B (<b>2</b>), two novel sorbicillinoids with unprecedented skeletons, were isolated from the sponge-derived fungus <i>Penicillium</i> sp. by molecular networking. Their structures were identified by spectroscopic analyses and quantum chemistry. Both of them exhibited an innovative fusion pattern of sorbicillinol and a citrinin derivative. Compound <b>1</b> was the first example of a sorbicillinoid featuring the unique cage-like 2,5-dioxa-pentacyclo[10.4.0<sup>3,11</sup>.0<sup>4,8</sup>.0<sup>4,15</sup>]tetradecane scaffold. Plausible biogenetic pathways were proposed, and their antitumor and antifungal activities were also evaluated.

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Publication Details

Journal
Organic Letters
Published
2025-03-24
DOI
https://doi.org/10.1021/acs.orglett.5c00595
Citations
7
Primary Topic
Microbial Natural Products and Biosynthesis
Type
article
Field-Weighted Citation Impact
9.76

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article

Sorbicitrinols A and B, Two Sorbicillinoids with Unprecedented Skeletons Uncovered from Sponge-Derived Fungus Penicillium sp. S4I4-3 by a Molecular Networking Strategy

Bing‐Xin Zhao, Dai‐Chun Li, Z P Chen, Xiaojian Liao et al.
7 citations
Organic Letters
Microbial Natural Products and Biosynthesis
9.76
article

Sorbicitrinols A and B, Two Sorbicillinoids with Unprecedented Skeletons Uncovered from Sponge-Derived Fungus Penicillium sp. S4I4-3 by a Molecular Networking Strategy

Bing‐Xin Zhao, Dai‐Chun Li, Z P Chen, Xiaojian Liao, Hui-Xian Liang, Wan‐Ying Guo, Guo‐Dong Chen, Shi‐Hai Xu
article en
7 citations

Abstract

Sorbicitrinol A (<b>1</b>) and its biosynthetic precursor sorbicitrinol B (<b>2</b>), two novel sorbicillinoids with unprecedented skeletons, were isolated from the sponge-derived fungus <i>Penicillium</i> sp. by molecular networking. Their structures were identified by spectroscopic analyses and quantum chemistry. Both of them exhibited an innovative fusion pattern of sorbicillinol and a citrinin derivative. Compound <b>1</b> was the first example of a sorbicillinoid featuring the unique cage-like 2,5-dioxa-pentacyclo[10.4.0<sup>3,11</sup>.0<sup>4,8</sup>.0<sup>4,15</sup>]tetradecane scaffold. Plausible biogenetic pathways were proposed, and their antitumor and antifungal activities were also evaluated.

Organic LettersVol. 27(13)
Jinan University (CN), Wuyi University (CN)
National Natural Science Foundation of China, Fundamental Research Funds for the Central Universities
Openalex Percentile: Top 2%
Microbial Natural Products and Biosynthesis
9.76
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