Seven unusual new ene-yne hydroquinones (1-3, 5-8), including three rare glycosylated derivatives named pestalotioquinosides A-C (6-8), were obtained from the marine-derived strain SCSIO41403 of the fungus Pestalotiopsis neglecta. Their structures including absolute configurations were elucidated by spectroscopic analysis and induced electronic circular dichroism experiments. In silico molecular docking and in vitro surface plasmon resonance studies showed that pestalotioquinoside C (8) could act as a liver X receptor alpha (LXRα) modulator. Further study showed that LXR target gene ABCA1 was significantly upregulated by 8, which revealed 8 as a potential LXRα agonist.
glycosides, Pestalotiopsis neglecta, hydroquinones, liver X receptor alpha, ABCA1
NCBI PubMed ID: 32283019Publication DOI: 10.1021/acs.jnatprod.0c00050Journal NLM ID: 7906882Publisher: American Society of Pharmacognosy
Correspondence: Tang L
; Zhou X ; Fang W
Institutions: University of Chinese Academy of Sciences, Beijing, China, 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, China, Biopharmaceutics, Guangdong Provincial Key Laboratory of New Drug Screening, School of Pharmaceutical Sciences, Southern Medical University, Guangzhou, China, Hubei Biopesticide Engineering Research Center, Hubei Academy of Agricultural Science, Wuhan, China
Methods: 13C NMR, 1H NMR, IR, TLC, acid hydrolysis, HPLC, UV, extraction, optical rotation measurement, CC, surface plasmon resonance (SPR), binding assays, cell growth, HR-ESI-MS, cytotoxicity assay, MTT, antiviral assay, ECD
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