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Benzene Mode is a new generation of anti-inflammatory drugs, currently mainly used to treat a variety of autoimmune diseases, such as psoriasis, psoriasis, eczema and other allergic diseases.
February 2020, The Jason M. Crawford team at Yale University isolated for the first time two benzene mod dialymer natural products in strong redox conditions and nutrient-rich P. Luminescens: carbocyclineone-534 and dutap-520, which have a certain effect of inhibiting mycobacterium growth, and the latter, which has significant anti-gold bacteria and enterosperus.
, the team proposed a possible source path for carbocyclinone-534 (Angewandte Chemie International Edition, 2020, 59, 7871-7880.
In recent years, deng Jun's team of natural products synthesis chemistry of Kunming Plant Research Institute of the Chinese Academy of Sciences has focused on the research of bionic whole synthesis of natural products of tantalum, taking into account the unique molecular structure and good biological activity of the above two molecules, the research group has carried out a full synthesis study on them.
research first through the Weismeier reaction, HWE reaction and other 6-step reaction of highly effective synthesis of triphenol intermediates, and then through potassium iron cyanide oxidation step by step to build an important intermediate hydroxyquinone secondary products, and finally through iodine and two-price copper catalytic dehydrogenation completed the full synthesis of carbocyclinone-534.
combined with a series of validation experiments to correct the origin path of the carbocyclinone-534 proposed by Jason M. Crawford's team, while completing the molecular bionic synthesis in eight steps in the longest linear step.
through F-C alkylation, HWE reaction and other 6-step reaction to efficiently synthesize phenylmod monoliths, and found that it and triphenol intermediates under the conditions of potassium iron cyanide and potassium hydroxide to complete the synthesis of duotap-520, the researchers also through a series of process verification reactions to verify the structure of the reaction.
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