Photosensitive carboxylic acid molecule and preparation thereof, and application of photosensitive carboxylic acid molecule in drug sustained release

Abstract

The invention relates to a preparation method for a carboxylic acid molecule, specifically to a photosensitive carboxylic acid molecule, and a preparation method and application thereof. According to the invention, 5-hydroxyl-nitrobenzaldehyde is used as a starting material to prepare o-nitrobenzyl-containing fatty acid through simple unit synthesis; light-degradable-unit-containing carboxylic acid is prepared through simple standard organic unit reactions like etherification, reduction and esterification; meanwhile, the method in the invention uses cheap raw materials and has simple synthetic process, so the photosensitive carboxylic acid molecule with different structures can be prepared with low cost; and an obtained target product can reach a level of hectogram and realize the purity of more than 98% through simple crystallization. In addition, the invention also discloses the application of the photosensitive carboxylic acid molecule in drug sustained release; meanwhile, drug-loading and photocontrolled release capacities of photosensitive phospholipid vesicles synthesized from light-degradable carboxylic acid prove that the photosensitive carboxylic acid molecule has good photoresponse performance.

Description

technical field [0001] The invention relates to a preparation method of carboxylic acid molecules, in particular to a photosensitive carboxylic acid molecule and its preparation method and application. Background technique [0002] The preparation of molecules containing photosensitive units has important application value in the design and preparation of molecular switches, intelligent drug loading and new materials. People try to introduce various photoresponsive units into organic molecules with different structures through different types of chemical bonds to construct photoresponsive units. Due to the strong structural modification and good biocompatibility of carboxylic acids, people have prepared a variety of carboxylic acids containing photosensitive units, but the reports of introducing photodegradable units into carboxylic acids are still very rare, and the reported photosensitive units Among the degradable carboxylic acids, the synthesis steps are cumbersome, and...

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Problems solved by technology

Due to the strong structural modification and good biocompatibility of carboxylic acids, people have prepared a variety of carboxylic acids containing photosensitive units, but the reports of introducing photodegradable units into carboxylic acids are still very rare, and the reported photosensitive units Among the degradable carboxylic acids, the synthesis steps are cumbersome, and the structural scalability is not strong, such as [1] Aurélien Blanc and Christian G.Bochet, J.Org.Chem., 2002, 67, 5567–5577. [2] Funing Yan, Liaohai Chen, Qiling Tang, and Rong Wang. Bioconjugate. Chem., 2004, 15, 1030–1036. [3] Mary Wilcox, Randall W. Viola, Katherine W. Johnson, Andrew P. Billington, Barry K. Carpenter ,James A.McCray,Anthony P.Guzikowski and George P.Hess,J.Org.Chem.,1990,55,1585–1589.[4]Youyong Xu,Yosuke Hoshi and Christopher K.Ober,J.Mater.Chem ., 2011, 21, 13789–13892.

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