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Efficient synthesis of eudistomin U and evaluation of its cytotoxicity.

ABSTRACT: Eudistomin U is a member of a subclass of naturally occurring indole alkaloids known as ?-carbolines. These molecules are reported to have diverse biological activity and high binding affinity to DNA, which make them attractive targets for total synthesis. We describe an efficient, five-step synthesis of eudistomin U by employing two key reactions: a Bischler-Napieralski cyclization and a Suzuki cross coupling. We also describe the cytotoxicity of eudistomin U against various cancer cell lines and human pathogens, in which we observed potent antibacterial activity against Gram-positive bacteria.

SUBMITTER: Roggero CM

PROVIDER: S-EPMC4116134 | biostudies-literature | 2014 Aug

REPOSITORIES: biostudies-literature

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Efficient synthesis of eudistomin U and evaluation of its cytotoxicity.

Roggero Chad M CM Giulietti Jennifer M JM Mulcahy Seann P SP

Bioorganic & medicinal chemistry letters 20140527 15

Eudistomin U is a member of a subclass of naturally occurring indole alkaloids known as β-carbolines. These molecules are reported to have diverse biological activity and high binding affinity to DNA, which make them attractive targets for total synthesis. We describe an efficient, five-step synthesis of eudistomin U by employing two key reactions: a Bischler-Napieralski cyclization and a Suzuki cross coupling. We also describe the cytotoxicity of eudistomin U against various cancer cell lines a ...[more]

PMID: 24930832

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Efficient synthesis of eudistomin U and evaluation of its cytotoxicity.

Publications

Efficient synthesis of eudistomin U and evaluation of its cytotoxicity.

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