Abstract
Six partially acylated pentasaccharide resin glycosides, cairicosides A-F, were isolated from the aerial parts of Ipomoea cairica. These compounds were characterized as a group of macrolactones of simonic acid A, partially acylated with different organic acids. The lactonization site of 11S-hydroxyhexadecanoic acid (jalapinolic acid) was bound to the second saccharide moiety at C-3 in cairicosides A-E, while at C-2 in cairicoside F. Structures were established by spectroscopic and chemical methods. Compounds cairicosides A-E exhibited moderate cytotoxicity against a small panel of human tumor cell lines with IC50 values in the range of 4.28-14.31μM.
Keywords:
Convolvulaceae; Cytotoxic activity; Ipomoea cairica; Pentasaccharide; Resin glycoside.
Copyright © 2013 Elsevier Ltd. All rights reserved.
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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Antineoplastic Agents, Phytogenic / therapeutic use
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Glycolipids / chemistry
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Glycolipids / isolation & purification
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Glycolipids / pharmacology
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Glycolipids / therapeutic use*
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Glycosides / chemistry
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Glycosides / isolation & purification
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Glycosides / pharmacology
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Glycosides / therapeutic use
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Humans
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Ipomoea / chemistry*
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Molecular Structure
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Neoplasms / drug therapy*
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Oligosaccharides / chemistry
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Oligosaccharides / isolation & purification
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Oligosaccharides / pharmacology
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Oligosaccharides / therapeutic use*
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Phytotherapy
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Plant Components, Aerial
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Plant Extracts / chemistry
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Plant Extracts / pharmacology
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Plant Extracts / therapeutic use
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Resins, Plant / chemistry
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Resins, Plant / isolation & purification
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Resins, Plant / pharmacology
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Resins, Plant / therapeutic use
Substances
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Antineoplastic Agents, Phytogenic
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Glycolipids
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Glycosides
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Oligosaccharides
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Plant Extracts
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Resins, Plant