Synthesis and biological evaluation of novel 7-O-lipophilic substituted baicalein derivatives as potential anticancer agents

Autor:	Ji-Zhen Feng, Ching-Hsein Chen, Hong-Jhih Lin, Lih Geeng Chen, Shao-Hung Wang, Yi-Wen Liu, Po-Ya Chang, Cheng-Deng Kuo, Jin-Yi Wu, Chih-Yu Lo, Ling-Ling Yang
Rok vydání:	2015
Předmět:	Pharmacology chemistry.chemical_classification Reactive oxygen species Organic Chemistry Pharmaceutical Science Biochemistry In vitro Baicalein chemistry.chemical_compound Wogonin chemistry Drug Discovery Molecular Medicine MTT assay Chrysin Growth inhibition IC50
Zdroj:	MedChemComm. 6:1864-1873
ISSN:	2040-2511 2040-2503
DOI:	10.1039/c5md00163c
Popis:	We synthesized derivatives of baicalein, wogonin, and chrysin through alkylation at the 7-O-position of the A ring with lipophilic terphenyl or long chain n-alkyl groups, and studied the in vitro anticancer activity of the derivatives through the growth inhibition MTT assay. We discovered that baicalein and two of its derivatives were good free radical scavengers. Among the 20 synthesized derivatives, 7-O-farnesylbaicalein (5d) and 7-O-dodecylbaicalein (5i) demonstrated stronger growth inhibition against human colon cancer SW480 cells compared with baicalein, with half maximal inhibitory concentration (IC50) values of 1.15 and 1.57 μM, respectively. Furthermore, 5d and 5i dose- and time-dependently inhibited the growth of SW480 cells. Cell cycle distribution analysis showed that 5d and 5i induced SW480 cell arrest at the S phase through an apoptotic mechanism, which was associated with an increase in the generation of reactive oxygen species. In conclusion, the potent anticancer activity of the baicalein derivatives (5d and 5i) suggested that the derivatives are potential anticancer agents for human colon cancer.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::b698ccdf41e963723a012ee460d91074 https://doi.org/10.1039/c5md00163c Zobrazit plný text záznamu