Abstract
An efficient synthesis of the acid part of salvianolic acid E 2 is described. Compound 2 was obtained from vanillin in 10 steps and 21% overall yield. During the synthesis of 2 an unexpected 5-oxo-4b,9b-dihydroindano[1,2-b]benzofuran rac-12 was isolated. Both compounds together with the acid part of salvianolic acid D were active as HIV-1 integrase inhibitors at the submicromolar level. But they did not inhibit the replication of the virus on MT-4 cells.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Antiviral Agents / chemical synthesis*
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Antiviral Agents / pharmacology*
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Benzaldehydes / chemistry
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Bromides / chemistry
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Cell Line
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Chemistry, Pharmaceutical / methods*
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Drug Design
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Enzyme Inhibitors / pharmacology
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Flavonoids / chemical synthesis*
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Flavonoids / pharmacology*
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HIV Integrase Inhibitors / chemical synthesis
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HIV Integrase Inhibitors / pharmacology
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Humans
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Inhibitory Concentration 50
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Integrase Inhibitors / pharmacology
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Models, Chemical
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Phenols / chemical synthesis*
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Phenols / pharmacology*
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Plant Extracts / chemical synthesis*
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Plant Extracts / pharmacology*
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Polyphenols
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Salvia / metabolism*
Substances
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Antiviral Agents
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Benzaldehydes
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Bromides
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Enzyme Inhibitors
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Flavonoids
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HIV Integrase Inhibitors
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Integrase Inhibitors
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Phenols
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Plant Extracts
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Polyphenols
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vanillin