Abstract
The concise syntheses of two natural diphyllin glycosides Cleistanthin-A (CA), Cleistanthoside-A (CleA) and its derivative, Cleistanthoside-A tetraacetate (CleT), have been achieved. They were evaluated for their in vitro anti-proliferative activities against MCF-7, HeLa, HepG2, HCT-116, U251 cancer cell lines by MTT assay. Both of CA and CleT were anti-proliferative to these cancer cells at nanomolar concentrations. They have been shown to inhibit the activity of vacuolar H(+)-ATPase (V-ATPase) in HepG2 cells and neutralize the pH of lysosomes at nanomolar concentrations.
Keywords:
Cleistanthin-A; Cleistanthoside-A; Inhibitor; Synthesis; Vacuolar H(+)-ATPase.
Copyright © 2014 Elsevier Masson SAS. All rights reserved.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Antineoplastic Agents / chemical synthesis
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / pharmacology*
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Benzofurans / chemical synthesis
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Benzofurans / chemistry
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Benzofurans / pharmacology*
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Cell Line, Tumor
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Cell Proliferation / drug effects
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Disaccharides / chemical synthesis
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Disaccharides / chemistry
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Disaccharides / pharmacology*
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Dose-Response Relationship, Drug
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Drug Screening Assays, Antitumor
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Enzyme Inhibitors / chemical synthesis
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Enzyme Inhibitors / chemistry
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Enzyme Inhibitors / pharmacology*
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Glycosides / chemical synthesis
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Glycosides / chemistry
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Glycosides / pharmacology*
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HCT116 Cells
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HeLa Cells
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Hep G2 Cells
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Humans
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Hydrogen-Ion Concentration
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Lignans / chemical synthesis
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Lignans / chemistry
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Lignans / pharmacology*
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Lysosomes / drug effects
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MCF-7 Cells
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Molecular Conformation
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Structure-Activity Relationship
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Vacuolar Proton-Translocating ATPases / antagonists & inhibitors*
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Vacuolar Proton-Translocating ATPases / metabolism
Substances
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Antineoplastic Agents
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Benzofurans
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Disaccharides
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Enzyme Inhibitors
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Glycosides
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Lignans
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cleistanthoside A tetraacetate
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cleistanthin
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Vacuolar Proton-Translocating ATPases