Abstract
Vlasoulamine A (1), an unprecedented sesquiterpene lactone dimer featuring a fully hydrogenated pyrrolo[2,1,5- cd]indolizine core, and vlasoulones A and B (2 and 3), a pair of epimeric dimers formed from a proposed Diels-Alder [4 + 2] cycloaddition between a germacrane sesquiterpene lactone and a eudesmane sesquiterpene, were isolated from the roots of Vladimiria souliei. Their structures and absolute configurations were established by NMR, MS, and single-crystal X-ray spectroscopic analysis. Moreover, 1 exhibited neuroprotective activity when evaluated for glutamate-induced cytotoxicity, nuclear Hoechst 33258 staining, and measuring intracellular reactive oxygen species levels, using a rat pheochromocytoma PC12 cell-based model system.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / isolation & purification
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Antineoplastic Agents / pharmacology*
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Apoptosis / drug effects
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Asteraceae / chemistry*
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Cell Proliferation / drug effects
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Cell Survival / drug effects
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Crystallography, X-Ray
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Dose-Response Relationship, Drug
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Drug Screening Assays, Antitumor
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Glutamic Acid / pharmacology
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Lactones / chemistry
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Lactones / isolation & purification
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Lactones / pharmacology*
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Models, Molecular
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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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PC12 Cells
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Plant Roots / chemistry*
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Rats
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Reactive Oxygen Species / analysis
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Reactive Oxygen Species / metabolism
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Sesquiterpenes / chemistry
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Sesquiterpenes / isolation & purification
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Sesquiterpenes / pharmacology*
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Structure-Activity Relationship
Substances
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Antineoplastic Agents
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Lactones
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Neuroprotective Agents
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Reactive Oxygen Species
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Sesquiterpenes
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vlasoulamine A
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Glutamic Acid