Abstract
Three new C-alkylated iminosugars, batzellasides A (3), B (4), and C (5), along with the known halitoxin (2) polymer were isolated from a Batzella sp. sponge, collected off the west coast of Madagascar. Although this class of azasugars is well known from terrestrial sources, our report represents the first examples of iminosugars from a marine organism. Comparison with the properties of known natural and synthetic iminosugars assisted in the structure determinations. Compounds 3-5 inhibited the growth of Staphylococcus epidermidis with MICs of < or =6.3 microg/mL.
Publication types
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Comparative Study
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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1-Deoxynojirimycin / analogs & derivatives
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Amino Sugars / chemistry
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Amino Sugars / isolation & purification*
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Amino Sugars / pharmacology
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Animals
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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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Glucosamine / analogs & derivatives*
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Glucosamine / chemistry
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Madagascar
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Microbial Sensitivity Tests
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Molecular Structure
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Porifera / chemistry*
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Pyridinium Compounds / chemistry
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Pyridinium Compounds / isolation & purification
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Staphylococcus epidermidis / drug effects*
Substances
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Amino Sugars
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Anti-Bacterial Agents
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Pyridinium Compounds
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batzellaside A
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batzellaside B
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batzellaside C
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halitoxin
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1-Deoxynojirimycin
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Glucosamine
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nojirimycin