Coumarin fluorescent probe and preparation method and application thereof

• Main Authors: WANG JIN, CUI HUIHUI, WANG CHUN, SHEN LUJIE, SUN TONGMING, WANG MIAO, TANG YANFENG, CHEN QIANYU, WANG MINMIN
• Format: Patent
• Language: Chinese; English
• Published: 30.10.2020
• Subjects: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM; ADHESIVES; CHEMISTRY; DYES; INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIRCHEMICAL OR PHYSICAL PROPERTIES; MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FORELSEWHERE; MEASURING; METALLURGY; MISCELLANEOUS APPLICATIONS OF MATERIALS; MISCELLANEOUS COMPOSITIONS; NATURAL RESINS; ORGANIC CHEMISTRY; PAINTS; PHYSICS; POLISHES; TESTING

The invention belongs to the field of fluorescent molecular probes, and discloses a coumarin fluorescent probe and a preparation method and application thereof. The preparation method comprises the following steps: synthesizing an intermediate 7-hydroxy-8-coumarin aldehyde by taking 7-hydroxycoumarin as a raw material, and synthesizing a second intermediate product 8-(benzo[d]thiazolyl-2-yl)-7-hydroxy-2H-benzopyran-2-one by taking the intermediate 7-hydroxy-8-coumarin aldehyde as a raw material, and performing substitution reaction on the second intermediate product 8-(benzo[d]thiazolyl-2-yl)-7-hydroxy-2H-benzopyran-2-one and 2, 4-dinitrobenzenesulfonyl chloride to synthesize the coumarin fluorescent probe. The fluorescent probe disclosed by the invention has specific selectivity on ONOO<-> and can be applied to in-vitro fluorescence detection of peroxynitrite. 本发明属于荧光分子探针领域，公开了一种香豆素类荧光探针及其制备方法与应用。本发明的制备方法包括以7-羟基香豆素为原料合成中间体7-羟基-8-香豆素醛，再以中间体7-羟基-8-香豆素醛为原料合成第二中间产物8-(苯并[d]噻唑-2-基)-7-羟基-2H-苯并吡喃-2-酮，再与2,4-二硝基苯磺酰氯通过