Abstract
Pescapreins XXI-XXX (1-10), pentasaccharide resin glycosides, together with the known pescapreins I-IV and stoloniferin III were isolated from the aerial parts of Ipomoea pes-caprae (beach morning-glory). The pescapreins are macrolactones of simonic acid B, partially esterified with different fatty acids. The lactonization site of the aglycone, jalapinolic acid, was located at C-2 or C-3 of the second saccharide moiety. Their structures were established by a combination of spectroscopic and chemical methods. Compounds 1-10 were evaluated for their potential to modulate multidrug resistance in the human breast cancer cell line MCF-7/ADR. The combined use of these new compounds at a concentration of 5 μg/mL increased the cytotoxicity of doxorubicin by 1.5-3.7-fold.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Antineoplastic Agents, Phytogenic / chemistry
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Antineoplastic Agents, Phytogenic / isolation & purification*
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Antineoplastic Agents, Phytogenic / pharmacology
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Dose-Response Relationship, Drug
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Doxorubicin / pharmacology
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Drug Resistance, Multiple
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Drug Screening Assays, Antitumor
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Drugs, Chinese Herbal / chemistry
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Drugs, Chinese Herbal / isolation & purification*
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Drugs, Chinese Herbal / pharmacology*
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Fatty Acids / chemistry*
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Female
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Glycosides / chemistry
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Glycosides / isolation & purification*
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Glycosides / pharmacology
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Humans
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Ipomoea / chemistry*
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Lactones / chemistry*
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Molecular Structure
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Nuclear Magnetic Resonance, Biomolecular
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Oligosaccharides / chemistry
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Oligosaccharides / isolation & purification*
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Oligosaccharides / pharmacology*
Substances
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Antineoplastic Agents, Phytogenic
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Drugs, Chinese Herbal
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Fatty Acids
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Glycosides
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Lactones
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Oligosaccharides
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Doxorubicin