The influence of di-acetylation of the hydroxyl groups on the anti-tumor-proliferation activity of lutein and zeaxanthin.
Lutein and zeaxanthin have various activities such as anti-age-related macular degeneration, anticataract, anticancer and cardiovascular diseases risk lowering, etc.; however, few studies have been reported on the role of free hydroxyl groups in the antitumor effects of lutein and zeaxanthin. The structure-activity relationship (SAR) of lutein and zeaxanthin di-acetylation derivatives has been investigated. The lutein and zeaxanthin were purified from corn protein residues and structurally modified by di-acetylation, which was characterized with UV/visible and HPLC/MS spectroscopy. The anti-proliferative effects of di-acetylated lutein or zeaxanthin on the human mouth epithelial cancer line KB cell were compared with controls of their original counterparts. Results showed that the anti-tumor activities of the di-acetylation of lutein and di-acetylation of zeaxanthin decreased significantly (p<0.05) at 50 micromol/L. Also the related IC50 dose was increased after di-acetylation. It was suggested that the hydroxyl groups contribute to the anti-tumor activity of lutein and zeaxanthin.
Sun
Zhen
Z
School of Food Science and Technology, Southern Yangtze University, 170 Huihe Road, Wuxi, Jiangsu Province, P. R. China 214036. zhsun@sytu.edu.cn
Yao
Huiyuan
H
D000970:Antineoplastic Agents / Q000737:chemistry / Q000494:pharmacology*; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D006801:Humans; D007624:KB Cells / Q000473:pathology / Q000648:ultrastructure; D014975:Lutein / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D024341:Xanthophylls / Q000737:chemistry / Q000494:pharmacology*; D065146:Zeaxanthins
D000970:Antineoplastic Agents; D024341:Xanthophylls; D065146:Zeaxanthins; D014975:Lutein