Abstract
Eight new meroterpenoids with different types of monoterpene units, namely, magmenthanes A-H (1-8), were identified from the bark of Magnolia officinalis var. biloba. Magmenthane A (1) possesses a 1,3-dioxabicyclo [4.3.01,5] nonane skeleton, 1-5 possess five pairs of enantiomers and 6 possesses a 1,1'-diallyl-biphenyl fragment. The structures of 1-8 were elucidated on the basis of 1D and 2D NMR, HRESIMS and electronic circular dichroism (ECD) calculations. Compounds 5 and 8 displayed significant PTP1B inhibitory activities with IC50 values of 4.38 and 3.88 μM, respectively.
Keywords:
Magnolia officinalis var. biloba; Meroterpenoid; PTP1B inhibitory.
Copyright © 2019 Elsevier Inc. All rights reserved.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Cell Line, Tumor
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Cell Survival / drug effects
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Dose-Response Relationship, Drug
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Enzyme Inhibitors / chemistry
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Enzyme Inhibitors / isolation & purification
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Enzyme Inhibitors / pharmacology*
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Glutamic Acid / pharmacology
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Humans
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Magnolia / chemistry*
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Molecular Structure
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Neuroprotective Agents / chemistry
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Neuroprotective Agents / isolation & purification
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Neuroprotective Agents / pharmacology*
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Plant Bark / chemistry*
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Plant Extracts / chemistry
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Plant Extracts / isolation & purification
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Plant Extracts / pharmacology*
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Protein Tyrosine Phosphatase, Non-Receptor Type 1 / antagonists & inhibitors*
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Protein Tyrosine Phosphatase, Non-Receptor Type 1 / metabolism
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Structure-Activity Relationship
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Terpenes / chemistry
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Terpenes / isolation & purification
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Terpenes / pharmacology*
Substances
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Enzyme Inhibitors
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Neuroprotective Agents
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Plant Extracts
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Terpenes
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Glutamic Acid
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PTPN1 protein, human
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Protein Tyrosine Phosphatase, Non-Receptor Type 1