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Toni Neuwirth Dr. Anne-Catrin Letzel Cedric Tank Dr. Keishi Ishida Michael Cyrulies Dr. Lisa Schmölz Prof. Dr. Stefan Lorkowski Prof. Dr. Christian Hertweck 《Chemistry (Weinheim an der Bergstrasse, Germany)》2020,26(68):15855-15858
The anaerobe Clostridium acetobutylicum belongs to the most important industrially used bacteria. Whereas genome mining points to a high potential for secondary metabolism in C. acetobutylicum, the functions of most biosynthetic gene clusters are cryptic. We report that the addition of supra-physiological concentrations of cysteine triggered the formation of a novel natural product, clostrisulfone ( 1 ). Its structure was fully elucidated by NMR, MS and the chemical synthesis of a reference compound. Clostrisulfone is the first reported natural product with a diphenylsulfone scaffold. A biomimetic synthesis suggests that pentamethylchromanol-derived radicals capture sulfur dioxide to form 1 . In a cell-based assay using murine macrophages a biphasic and dose-dependent regulation of the LPS-induced release of nitric oxide was observed in the presence of 1 . 相似文献
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M. M. Ghorab N. E. Amin M. S. A. El Gaby N. M. H. Taha M. A. Shehab I. M. I. Faker 《Phosphorus, sulfur, and silicon and the related elements》2013,188(12):2918-2928
The key intermediate diisothiocyanate 2 was allowed to react with 5-amino-3-methyl-pyrazole-4-carbonitrile 3, ethyl 5-amino-1-phenyl-pyrazole-4-carboxylate 6, 2-amino-tetrahydrobenzo[b]thiophene-3-car-bonitrile 9, ethyl-2-amino-tetra-hydrobenzo[b]thiophene-3-carboxylate 12, and/or 1,2,4-triazole 15 to give the corresponding biscompounds 4, 5, 7, 8, 10, 11, 13, 14, and 16, respectively. The structure of the synthesized compounds was elucidated by elemental analyses and spectral data. Some of the prepared compounds were tested for their antimicrobial and antitumor activities. 相似文献
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1,6,20,25‐Tetraaza[6.1.6.1]paracyclophane‐13,32‐disulfone D was synthesized under a very dilute condition by the cyclization between tetramethylene dibromide and N,N′‐di‐p‐tosylaminodiphenylsulfone B, which was prepared using N,N′‐diaminodiphenyl sulfone and p‐toluenesulfonyl as raw materials. 1,6,20,25‐Tetra‐sulfoferrocene‐1,6,20,25‐tetraaza[6.1.6.1]paracyclophane‐13,32‐disulfone E was prepared by modifying D with the bioactive unit ferrocene. The structures were confirmed by IR, 1H NMR, and elemental analysis. 相似文献
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