http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CN-108473438-A

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assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_68c213ba9952360f439567152e047b18
classificationCPCAdditional http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/Y02P20-55
classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/A61K45-06
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http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C281-16
filingDate 2016-09-23-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_2636f162fbd5ac2b0d619d4c613b4c15
publicationDate 2018-08-31-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber CN-108473438-A
titleOfInvention Total synthesis of Glucosepane and compounds obtained therefrom
abstract Glucosepane is a structurally complex protein post-translational modification (PTM) thought to exist in all living organisms. Studies in humans have shown that glucosepane plays a key role in the pathophysiology of diabetes and human aging; however, comprehensive biological studies of this metabolite have been largely hampered by the lack of chemically homogeneous materials available for research . Glucosepane has a unique chemical structure that incorporates a surprising, never-before-prepared non-aromatic tautomer of imidazole (hereafter referred to as "isoimidazole"), making it a challenging candidate for chemical synthesis. sexual goals. In the present application, the inventors report the first total synthesis of glucosepane by developing a novel one-pot method for the preparation of iso-imidazole cores. The synthesis of the present invention is concise (8 steps from commercially available material), convergent, high yield (12% in total) and enantioselective. These results prove useful to the field and practice of heterocyclic chemistry and are crucial for the study of glucosepane and its role in the treatment of human health and disease, particularly diabetic disorders, or its impact on the aging process. Synthetic methods, compounds obtained therefrom, pharmaceutical compositions and methods of treatment are embodiments of the present invention.
isCitedBy http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CN-114736098-A
priorityDate 2015-09-25-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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