Gerhard Domagk

Grundmann, E.

doi:10.1007/s002920100469

Cited by 8 publications

(2 citation statements)

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“…Inspired by the remarkable antibacterial properties of an azo dye (prontosil red), which is actually a prodrug of sulfanilamide ( 1 , Figure 1), numerous sulfonamide‐based chemotherapeutics were developed and brought into the clinics 2. The success of the sulfa drugs, which culminated in the 1939 Nobel Prize in Medicine for Gerhard Domagk,3 is grounded in their potent inhibition of the folate pathway. Specifically, sulfonamides block dihydropteroate synthetase, which is essential for bacterial growth and development 4.…”

Section: Methodsmentioning

confidence: 99%

Bacterial Synthesis of Unusual Sulfonamide and Sulfone Antibiotics by Flavoenzyme‐Mediated Sulfur Dioxide Capture

et al. 2015

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Sulfa drugs, such as sulfonilamide and dapsone, are classical antibiotics that have been in clinical use worldwide. Despite the relatively simple architectures, practically no natural products are known to feature such aromatic sulfonamide or diarylsulfone substructures. We report the unexpected discovery of three fully unprecedented, sulfonyl‐bridged alkaloid dimers (sulfadixiamycins A–C) from recombinant Streptomyces species harboring the entire xiamycin biosynthesis gene cluster. Sulfadixiamycins exhibit moderate antimycobacterial activities and potent antibiotic activities even against multidrug‐resistant bacteria. Gene inactivation, complementation, and biotransformation experiments revealed that a flavin‐dependent enzyme (XiaH) plays a key role in sulfadixiamycin biosynthesis. XiaH mediates a radical‐based, three‐component reaction involving two equivalents of xiamycin and sulfur dioxide, which is reminiscent of radical styrene/SO2 copolymerization.

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Section: Methodsmentioning

confidence: 99%

Bacterial Synthesis of Unusual Sulfonamide and Sulfone Antibiotics by Flavoenzyme‐Mediated Sulfur Dioxide Capture

et al. 2015

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“…[1] Inspired by the remarkable antibacterial properties of an azo dye (prontosil red), which is actually ap rodrug of sulfanilamide (1, Figure 1), numerous sulfonamide-based chemotherapeutics were developed and brought into the clinics. [2] Thesuccess of the sulfa drugs,w hich culminated in the 1939 Nobel Prize in Medicine for Gerhard Domagk, [3] is grounded in their potent inhibition of the folate pathway.S pecifically,s ulfonamides block dihydropteroate synthetase,w hich is essential for bacterial growth and development. [4] Thes ame crucial pathway is targeted by numerous structural variants of sulfonamides,i ncluding ad iarylsulfone named dapsone (diaminodiphenylsulfone, 2).…”

mentioning

confidence: 99%

Bacterial Synthesis of Unusual Sulfonamide and Sulfone Antibiotics by Flavoenzyme‐Mediated Sulfur Dioxide Capture

et al. 2015

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Sulfa drugs, such as sulfonilamide and dapsone, are classical antibiotics that have been in clinical use worldwide. Despite the relatively simple architectures, practically no natural products are known to feature such aromatic sulfonamide or diarylsulfone substructures. We report the unexpected discovery of three fully unprecedented, sulfonyl-bridged alkaloid dimers (sulfadixiamycins A-C) from recombinant Streptomyces species harboring the entire xiamycin biosynthesis gene cluster. Sulfadixiamycins exhibit moderate antimycobacterial activities and potent antibiotic activities even against multidrug-resistant bacteria. Gene inactivation, complementation, and biotransformation experiments revealed that a flavin-dependent enzyme (XiaH) plays a key role in sulfadixiamycin biosynthesis. XiaH mediates a radical-based, three-component reaction involving two equivalents of xiamycin and sulfur dioxide, which is reminiscent of radical styrene/SO2 copolymerization.

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Wege zu neuen Medikamenten gegen Infektionskrankheiten

Fischer

Bacher

2013

Neue Und Alte Infektionskrankheiten

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Gerhard Domagk

Cited by 8 publications

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Bacterial Synthesis of Unusual Sulfonamide and Sulfone Antibiotics by Flavoenzyme‐Mediated Sulfur Dioxide Capture

Bacterial Synthesis of Unusual Sulfonamide and Sulfone Antibiotics by Flavoenzyme‐Mediated Sulfur Dioxide Capture

Bacterial Synthesis of Unusual Sulfonamide and Sulfone Antibiotics by Flavoenzyme‐Mediated Sulfur Dioxide Capture

Wege zu neuen Medikamenten gegen Infektionskrankheiten

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