0000000000285006

AUTHOR

Joachim Rheinheimer

Total Synthesis of the Antifungal Natural Product Mollisin

Mollisin, a bioactive polyketide secondary metabolite of the fungus Mollisia caesia, was synthesized in nine linear steps from commercially available 2,6-dimethyl-γ-pyrone. A key transformation in this first total synthesis of mollisin was the ipso substitution of an arylstannane, which permitted the otherwise cumbersome introduction of the characteristic dichloroacetyl moiety. The fungal fungicide was obtained in an overall yield of 9 %.

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Coumarin derivatives from Pedilanthus tithymaloides as inhibitors of conidial germination in Magnaporthe oryzae

In a screening for inhibitors of infection-related morphogenesis in the rice blast fungus Magnaporthe oryzae, a series of 10 coumarin derivatives were isolated from Pedilanthus tithymaloides (Euphorbiaceae). Seven of these compounds turned out to be known while three represent previously unreported natural products. Their structures were established on the basis of spectroscopic data and X-ray crystallography. Nine out of 10 coumarin derivatives were found to inhibit conidial germination in the phytopathogenic fungus at low concentrations.

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ChemInform Abstract: Total Synthesis of the Antifungal Natural Product Mollisin.

The title compound is synthesized in nine steps from commercially available 2,6-dimethyl-γ-pyrone in an overall yield of 9%.

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CCDC 861603: Experimental Crystal Structure Determination

Related Article: Louis P. Sandjo, Andrew J. Foster, Joachim Rheinheimer, Heidrun Anke, Till Opatz, Eckhard Thines|2012|Tetrahedron Lett.|53|2153|doi:10.1016/j.tetlet.2012.02.056

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CCDC 945345: Experimental Crystal Structure Determination

Related Article: Sonja Schwolow, Horst Kunz, Joachim Rheinheimer, Till Opatz|2013|Eur.J.Org.Chem.|2013|6519|doi:10.1002/ejoc.201301088

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CCDC 945347: Experimental Crystal Structure Determination

Related Article: Sonja Schwolow, Horst Kunz, Joachim Rheinheimer, Till Opatz|2013|Eur.J.Org.Chem.|2013|6519|doi:10.1002/ejoc.201301088

research product

CCDC 945348: Experimental Crystal Structure Determination

Related Article: Sonja Schwolow, Horst Kunz, Joachim Rheinheimer, Till Opatz|2013|Eur.J.Org.Chem.|2013|6519|doi:10.1002/ejoc.201301088

research product

CCDC 945346: Experimental Crystal Structure Determination

Related Article: Sonja Schwolow, Horst Kunz, Joachim Rheinheimer, Till Opatz|2013|Eur.J.Org.Chem.|2013|6519|doi:10.1002/ejoc.201301088

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