Abstract
Three unprecedented phloroglucinol-diterpene adducts, chlorabietols A-C (1-3), were isolated from the roots of the rare Chloranthaceae plant Chloranthus oldhamii. They represent a new class of compounds, featuring an abietane-type diterpenoid coupled with different alkenyl phloroglucinol units by forming a 2,3-dihydrofuran ring. Their structures were elucidated by detailed spectroscopic analysis, molecular modeling studies, and electronic circular dichroism calculations. Compounds 1-3 showed inhibitory activity against protein tyrosine phosphatase 1B (PTP1B) with IC50 values of 12.6, 5.3, and 4.9 μM, respectively.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Diterpenes / chemistry*
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Diterpenes / isolation & purification
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Furans / chemistry*
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Inhibitory Concentration 50
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Molecular Structure
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Phloroglucinol / chemistry*
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Phloroglucinol / isolation & purification
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Plant Roots
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Protein Tyrosine Phosphatase, Non-Receptor Type 1 / antagonists & inhibitors
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Protein Tyrosine Phosphatase, Non-Receptor Type 1 / chemistry
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Protein Tyrosine Phosphatase, Non-Receptor Type 1 / pharmacology*
Substances
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Diterpenes
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Furans
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chlorabietol A
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chlorabietol B
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chlorabietol C
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2,3-dihydrofuran
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Phloroglucinol
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Protein Tyrosine Phosphatase, Non-Receptor Type 1