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Fast Assembly and High-Throughput Screening of Structure and Antioxidant Relationship of Carotenoids

Author:
Kim, Dahye, Shi, Gaosheng, Kim, YunJi, Koo, Sangho
Source:
Organic letters 2019 v.21 no.3 pp. 714-718
ISSN:
1523-7052
Subject:
2,2-diphenyl-1-picrylhydrazyl, aldehydes, antioxidant activity, antioxidants, beta-carotene, chemical reactions, chemical structure, cluster analysis, diphosphonates, lycopene, screening
Abstract:
C₂₀ heptaenyl diphosphonate 4 was prepared for one-pot synthesis of carotenoids 1. Olefination with various aromatic aldehydes allowed fast assembly of the corresponding carotenoids. The SAR of carotenoids was investigated by high-throughput screening of ABTS and DPPH assays and their hierarchical clustering analysis. Antioxidant activity of carotenoids increased with the number of electron-donating substituents. Carotene 1a with multiple electron-donating substituents was most proficient, which showed better radical scavenging activities than β-carotene and lycopene.
Agid:
6296645