Talaroterpenoids A–F: Six New Seco-Terpenoids from the Marine-Derived Fungus Talaromyces aurantiacus

Six new highly oxidized <i>seco</i>-terpenoids, including three 3-<i>nor</i>-labdane type diterpenes, talaroterpenoids A-C (<b>1</b>-<b>3</b>), and three meroterpenoids containing an orthoester group, talaroterpenoids D-F (<b>6</b>-<b>8</b>), together with five known compounds (<b>4</b>-<b>5</b> and <b>9</b>-<b>11</b>), were isolated from the marine-derived fungus <i>Talaromyces aurantiacus</i>. Their chemical structures were elucidated through 1D, 2D NMR, HRESIMS, <i>J</i>-based configuration analysis (JBCA), computational ECD calculations, and single-crystal X-ray diffraction analysis. Compounds <b>1</b> and <b>2</b> contain an unusual 6,20-<i>γ</i>-lactone-bridged scaffold. Compounds <b>10</b> and <b>11</b> presented inhibitory effects on NO release in lipopolysaccharide (LPS)-induced BV-2 cells with IC<sub>50</sub> values of 11.47 and 11.32 μM, respectively. Talaroterpenoid C (<b>3</b>) showed moderate antifungal activity against <i>A. alternata</i> and <i>P. theae</i> Steyaert.

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Publication Details

Journal
Marine Drugs
Published
2024-10-18
DOI
https://doi.org/10.3390/md22100475
Citations
7
Primary Topic
Microbial Natural Products and Biosynthesis
Type
article
Field-Weighted Citation Impact
3.13

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article

Talaroterpenoids A–F: Six New Seco-Terpenoids from the Marine-Derived Fungus Talaromyces aurantiacus

Jiang‐Ke Qin, Hui Jia, Zhongli Peng, Yan-Liang Luo et al.
7 citations
Marine Drugs
Microbial Natural Products and Biosynthesis
3.13
article

Talaroterpenoids A–F: Six New Seco-Terpenoids from the Marine-Derived Fungus Talaromyces aurantiacus

Jiang‐Ke Qin, Hui Jia, Zhongli Peng, Yan-Liang Luo, Guohai Zhang, Jun Li, Lijun Zhang, Wei‐Feng Xu, Rui‐Yun Yang, Y. G. Xie, Jia-Tong Zhou, Lijun Wang
article en
7 citations

Abstract

Six new highly oxidized <i>seco</i>-terpenoids, including three 3-<i>nor</i>-labdane type diterpenes, talaroterpenoids A-C (<b>1</b>-<b>3</b>), and three meroterpenoids containing an orthoester group, talaroterpenoids D-F (<b>6</b>-<b>8</b>), together with five known compounds (<b>4</b>-<b>5</b> and <b>9</b>-<b>11</b>), were isolated from the marine-derived fungus <i>Talaromyces aurantiacus</i>. Their chemical structures were elucidated through 1D, 2D NMR, HRESIMS, <i>J</i>-based configuration analysis (JBCA), computational ECD calculations, and single-crystal X-ray diffraction analysis. Compounds <b>1</b> and <b>2</b> contain an unusual 6,20-<i>γ</i>-lactone-bridged scaffold. Compounds <b>10</b> and <b>11</b> presented inhibitory effects on NO release in lipopolysaccharide (LPS)-induced BV-2 cells with IC<sub>50</sub> values of 11.47 and 11.32 μM, respectively. Talaroterpenoid C (<b>3</b>) showed moderate antifungal activity against <i>A. alternata</i> and <i>P. theae</i> Steyaert.

Marine DrugsVol. 22(10)
Guangxi Normal University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Guangxi Province, Guangxi Normal University, State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources
Life below water
Openalex Percentile: Top 8%
Microbial Natural Products and Biosynthesis
3.13
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