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filingDate 2020-04-30-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_dcb327cd4c4c979d868a96e0ecb676ec
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publicationDate 2020-07-24-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber CN-111440138-A
titleOfInvention Synthesis of Novel Urushiol-Based Hydroxamic Acid Derivatives with HDAC Inhibitory and Antitumor Activity
abstract The present invention relates to a method for synthesizing a novel urushiol-based hydroxamic acid derivative with HDAC inhibitory and antitumor activity. Using trienyl urushiol as raw material, the oxidative polymerization of urushiol is blocked by etherification reaction, and the hydroxamic acid group is introduced into the tail of urushiol alkyl side chain through reactions such as Diels-Alder, hydrolysis and condensation. Reactions such as chemistry, Schiemann, oxidation, and reduction introduce carbonyl groups into the alkyl chain of urushiol, and introduce different pharmacological groups such as F, Cl, amino, sulfonamido, triazole, benzamide, and hydroxyl into the benzene ring. Eight new urushiol-based hydroxamic acid derivatives were synthesized, all of which could bind well to the active pocket of HDAC, and their IC 50 values for inhibiting HDAC 2/8 and 4 types of tumor cells were all the same. The IC 50 value is lower than or equivalent to the FDA-approved HDAC inhibitor SAHA, which has good HDAC2/8 inhibitory activity and anti-tumor activity, and can develop new urushiol-based HDAC inhibitors for anti-tumor drugs, with extremely high added value high.
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