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A New α-Cyclopiazonic Acid Alkaloid Identified from the Weizhou Island Coral-Derived Fungus Aspergillus flavus GXIMD 02503

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Abstract

A new oxygenated tricyclic cyclopiazonic acid (CPA) alkaloid, asperorydine Q (1), along with seven known compounds, namely, asperorydines O (2) and J (3), speradine H (4), cyclopiamides A (5) and H (6), saadamysin (7), and pyrazinemethanol (8), were isolated from the coral-associated Aspergillus flavus GXIMD 02503. The structures were elucidated by physicochemical properties and comprehensive spectroscopic data analysis. Compounds 1–5 and 7–8 exhibited potent inhibition of lipopolysaccharide (LPS)-induced nuclear factor-κB (NF-κB) with the IC50 values ranging from 6.5 to 21.8 µmol L−1. In addition, the most potent one, pyrazinemethanol (8), dose-dependently suppressed receptor activator of NF-κB ligand (RANKL)-induced osteoclast differentiation without obvious cytotoxicity in bone marrow macrophages cells (BMMCs), suggesting it is a promising lead compound for the treatment of osteolytic diseases.

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Acknowledgements

This work was supported by the Natural Science Foundation of Guangxi (No. 2020GXNSFGA297002), the Specific Research Project of Guangxi for Research Bases and Talents (No. AD20297003), the Special Fund for Bagui Scholars of Guangxi (Y. Liu), the National Natural Science Foundation of China (Nos. U20A20101, 22007019), the Key State Laboratory Talent Project of Guangxi Normal University (No. CMEMR 2019-A05), and the Open Project of CAS Key Laboratory of Tropical Marine Bioresources and Ecology (No. LMB20211005).

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  1. The two authors contributed equally to this work.

Authors and Affiliations

  1. CAS Key Laboratory of Tropical Marine Bio-Resources and Ecology/Guangdong Key Laboratory of Marine Materia Medica, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou, 510301, China

    Jiamin Wang, Chunmei Chen, Weihao Chen & Yonghong Liu

  2. Institute of Marine Drugs, Guangxi University of Chinese Medicine, Nanning, 530200, China

    Yanting Zhang, Chenghai Gao, Yonghong Liu & Xiaowei Luo

  3. State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin, 541004, China

    Zhichao Li & Yanhui Tan

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  1. Jiamin Wang
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  2. Zhichao Li
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  3. Yanting Zhang
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  4. Chunmei Chen
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  5. Weihao Chen
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  7. Yonghong Liu
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  8. Yanhui Tan
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  9. Xiaowei Luo
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Correspondence to Xiaowei Luo.

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Wang, J., Li, Z., Zhang, Y. et al. A New α-Cyclopiazonic Acid Alkaloid Identified from the Weizhou Island Coral-Derived Fungus Aspergillus flavus GXIMD 02503. J. Ocean Univ. China 21, 1307–1312 (2022). https://doi.org/10.1007/s11802-022-4959-5

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  • DOI: https://doi.org/10.1007/s11802-022-4959-5

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