Abstract
Three pairs of new enantiomeric alkaloids with an unprecedented spiro indolinone-naphthofuran skeleton were isolated from a marine Streptomyces sp. The pure enantiomers had a marked difference in the enantiomerization processes for the three compounds. DFT calculations in combination with chemical derivatization were performed to corroborate the racemization process via a keto-enol-type tautomerism.
MeSH terms
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / isolation & purification
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Antineoplastic Agents / pharmacology
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Cell Line, Tumor
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Furans / chemistry*
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Furans / isolation & purification
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Furans / pharmacology
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Humans
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Indole Alkaloids / chemistry*
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Indole Alkaloids / isolation & purification
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Indole Alkaloids / pharmacology
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Models, Chemical
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Stereoisomerism
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Streptomyces / chemistry
Substances
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Antineoplastic Agents
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Furans
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Indole Alkaloids