文献类型：期刊文献

英文题名：Degradation pathways and mechanisms insight of indigo and shikonin with experiments and quantum chemical calculations

作者：Zhou, Xudong[1];Guo, Yujie[1];Shi, Lei[3];Han, Qifeng[1];Lin, Chuhui[1];Zhang, Lingfan[1];Wu, Mengqi[2];Zhang, Wenqing[1]

机构：[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai Key Lab Funct Mat Chem, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China;[3]Thermofisher Sci Co Ltd, China Innovat Ctr, 27 Xinjinqiao Rd, Shanghai 201206, Peoples R China

年份：2023

卷号：218

外文期刊名：DYES AND PIGMENTS

收录：;EI(收录号：20232414220862);WOS:【SCI-EXPANDED(收录号:WOS:001028771500001)】；

基金：This work was supported by the Ministry of Science and Technology of the People's Republic of China (Grant number: 2020YFC1522501) . The authors thank Shanghai Museum for supplying the silk samples. The authors thank Research Centre of Analysis and Test of East China Uni-versity of Science and Technology for supplying UPLC-HRMS technique support. The authors also thank Prof. Y. Jin from Thermofisher Ltd. Co. for supplying UPLC technique support.

语种：英文

外文关键词：Indigo; Shikonin; Dyes oxidation; Degradation pathways; Quantum chemical calculation

摘要：The silk relics have been severely faded after being discovered due to the degradation of dyes and pigments, which presents significant challenges to the identification and preservation of the silk relics. Herein, indigo and shikonin were chosen as the representative of natural dyes to look into the degradation pathways and mechanisms under UV and thermal exposure with experiments and quantum chemical calculations. The fading processes and degradation products of indigo and shikonin were analyzed by color metrics, UV-Vis, UPLC and UPLCHRMS, respectively. In total, eight compounds in indigo and five compounds in shikonin were identified. In addition, a quantum chemical calculation (QCC) was employed to investigate the molecular frontier orbitals, reaction sites, transition states and Gibbs free energy for interpreting the & BULL;OH-mediated oxidation of two dyes under UV exposure. These results help to give us insights into the degradation pathways and mechanisms of dyes, providing a theoretical basis for the identification and protection of silk cultural relics.