Abstract
Seven new ent-rosane diterpenoids, sagittines A-G (1-7), together with one new labdane diterpene, 13-epi-manoyl oxide-19-O-alpha-l-2',5'-diacetoxyarabinofuranoside (8), were isolated from the whole plant of Sagittaria sagittifolia. The structures and relative configurations of 1-8 were characterized using spectroscopic means, chemical methods, and X-ray crystallography. Compounds 1-4 exhibited antibacterial activity against the oral pathogens Streptococcus mutans ATCC 25175 and Actinomyces naeslundiis ATCC 12104, with MIC values between 62.5 and 125 microg/mL. Compound 5 was active against only A. naeslundiis ATCC 12104, with an MIC value of 62.5 microg/mL.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Actinomyces / drug effects
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Anti-Bacterial Agents / chemistry
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Anti-Bacterial Agents / isolation & purification*
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Anti-Bacterial Agents / pharmacology*
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Arabinose / analogs & derivatives*
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Arabinose / chemistry
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Arabinose / isolation & purification
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Arabinose / pharmacology
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Crystallography, X-Ray
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Diterpenes / chemistry
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Diterpenes / isolation & purification*
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Diterpenes / pharmacology*
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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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Microbial Sensitivity Tests
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Molecular Conformation
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Molecular Structure
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Plants, Medicinal / chemistry*
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Sagittaria / chemistry*
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Streptococcus mutans / drug effects
Substances
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13-epi-manoyl oxide-19-O-alpha-l-2',5'-diacetoxyarabinofuranoside
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Anti-Bacterial Agents
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Diterpenes
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Drugs, Chinese Herbal
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labdane
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Arabinose