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Synthesis and biological evaluation of (+/-)-dinemasone C and analogues.

ABSTRACT: Dinemasone C was prepared in three steps (8% overall yield) from cis-tetrahydro-4-hydroxy-6-methyl-2-pyrone by aldol reaction with 2,4-hexadienal, epoxidation followed by cyclization, and epimerization of the ring fusion. Dinemasone C, epi-dinemasone C, anhydrodinemasone BC, and nor-dinemasone B are active against bacteria, including Legionella pneumophila Corby, algae, and fungi.

SUBMITTER: Stewart AM

PROVIDER: S-EPMC2975019 | biostudies-literature | 2010 Sep

REPOSITORIES: biostudies-literature

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Synthesis and biological evaluation of (+/-)-dinemasone C and analogues.

Stewart Amie M AM Meier Kathrin K Schulz Barbara B Steinert Michael M Snider Barry B BB

The Journal of organic chemistry 20100901 17

Dinemasone C was prepared in three steps (8% overall yield) from cis-tetrahydro-4-hydroxy-6-methyl-2-pyrone by aldol reaction with 2,4-hexadienal, epoxidation followed by cyclization, and epimerization of the ring fusion. Dinemasone C, epi-dinemasone C, anhydrodinemasone BC, and nor-dinemasone B are active against bacteria, including Legionella pneumophila Corby, algae, and fungi. ...[more]

PMID: 20684519

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