Publication | Closed Access
Sarcaglarols A—D, Lindenane−Monoterpene Heterodimers from <i>Sarcandra glabra</i> Based on Molecular Networks
32
Citations
26
References
2020
Year
Combinatorial ChemistryBioorganic ChemistryEngineeringMolecular BiologyOrganic ChemistryChemistryChemical BiologySarcaglarols A—dDiversity Oriented SynthesisLipid AccumulationLindenane−monoterpene HeterodimersBiochemistryPlanar StructuresDiversity-oriented SynthesisEcd SpectrumBio-orthogonal ChemistryBiomolecular EngineeringMolecular NetworksOrganic Material ChemistryNatural SciencesSynthetic Chemistry
Main observation and conclusion Sarcaglarols A—D ( 1 — 4 ), two pairs of lindenane−monoterpene heterodimers fused by a 1,2‐dioxane moiety, were discovered and isolated from the leaves of Sarcandra glabra guided by MS/MS molecular networking‐based strategy. Their planar structures, absolute configurations of basic skeleton and flexible polyhydric side chain were established by analysis of HRESIMS, NMR spectroscopic data, ECD spectrum, and the X‐ray diffraction study of isopropylidene derivatives. An intermolecular [2+2+2] cycloaddition may play a key role in the biosynthesis pathway of the 1,2‐dioxane moiety fused lindenane−monoterpene heterodimer skeleton, which can be recognized as the biogenetic precursors of our previous reported lindenane−normonoterpene conjugates. In addition, compounds 1 , 3 and 4 exhibited moderate inhibitory effects of lipid accumulation in free fatty acid‐exposed L02 cells.
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