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Talaromynoids A–I, Highly Oxygenated Meroterpenoids from the Marine-Derived Fungus <i>Talaromyces purpureogenus</i> SCSIO 41517 and Their Lipid Accumulation Inhibitory Activities

Zhonghui Huang, Liang Xiao, Chanjuan Li, Qiong Gu, Xuan Ma, Shu‐Hua Qi

2021Journal of Natural Products39 citationsDOIOpen Access PDF

Abstract

Nine new highly oxygenated 3,5-dimethylorsellinic acid-derived meroterpenoids, talaromynoids A–I (1–9), were isolated from the marine-derived fungus Talaromyces purpureogenus SCSIO 41517. Their structures including absolute configurations were elucidated by HRMS, NMR, single-crystal X-ray diffraction analysis, and electronic circular dichroism calculations. Compounds 1 and 7–9 possessed unprecedented 5/7/6/5/6/6, 6/7/6/6/6/5, 6/7/6/5/6/5/4, and 7/6/5/6/5/4 polycyclic systems, respectively. Biologically, compound 5 showed selective inhibitory activity against phosphatase CDC25B with an IC50 value of 13 μM. Moreover, 7–9 and 12 exhibited the activity of reducing triglyceride in 3T3-L1 adipocytes in a dosage-dependent manner.

Topics & Concepts

StereochemistryTriglycerideInhibitory postsynaptic potentialIC50Circular dichroismChemistryFungusTerpenoidAbsolute configurationBiochemistryBiologyIn vitroCholesterolBotanyNeuroscienceMicrobial Natural Products and BiosynthesisMarine Sponges and Natural ProductsPlant biochemistry and biosynthesis
Talaromynoids A–I, Highly Oxygenated Meroterpenoids from the Marine-Derived Fungus <i>Talaromyces purpureogenus</i> SCSIO 41517 and Their Lipid Accumulation Inhibitory Activities | Litcius