Abstract
A new oleanolic-type triterpene glycoside, (3β,21β)-21-[(β-d-glucopyranosyl-(1→2)-β-d-glucopyranosyl)oxy]-3-hydroxyolean-12-en-28-oic acid (1), together with five analogues, oleanazuroside 1 (2), oleanazuroside 2 (3), 24-hydroxytormentic acid ester glucoside (4), 24-epi-pinfaensin (5), and oleanolic acid 3-O-α-l-arabinoside (6) were isolated from the n-butyl alcohol extract of Anchusa italica. Their structures were determined spectroscopically and compared with previously reported spectral data. Compounds 3-4 and 6 were evaluated for their cytotoxic activities against five human cancer cell lines, but only compound 6 showed moderate cytotoxicity.
Keywords:
Anchusa italica; Boraginaceae; cytotoxicity; triterpene glycoside.
MeSH terms
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Antineoplastic Agents, Alkylating / chemistry
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Antineoplastic Agents, Alkylating / isolation & purification
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Antineoplastic Agents, Alkylating / pharmacology*
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Boraginaceae / chemistry*
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Cell Line, Tumor
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Drug Screening Assays, Antitumor / methods
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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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Inhibitory Concentration 50
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MCF-7 Cells / drug effects
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Molecular Structure
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Plant Extracts / chemistry
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Triterpenes / chemistry*
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Triterpenes / isolation & purification
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Triterpenes / pharmacology
Substances
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(3beta,21beta)-21-((beta-D-glucopyranosyl-(1-2)-beta-D-glucopyranosyl)oxy)-3-hydroxyolean-12-en-28-oic acid
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24-epi-pinfaensin
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Antineoplastic Agents, Alkylating
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Glycosides
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Plant Extracts
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Triterpenes
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oleanolic acid 3-O-alpha-L-arabinoside