1310461-23-4

Basic information

• Product Name: 5,6-dihydroxy-7-((3-methylbut-2-en-1-yl)oxy)-2-phenyl-4H-chromen-4-one
• Synonyms: 5,6-dihydroxy-7-((3-methylbut-2-en-1-yl)oxy)-2-phenyl-4H-chromen-4-one
• CAS NO: 1310461-23-4
• Molecular Weight: 338.36
• Mol File: 1310461-23-4.mol

Chemical Properties

• CAS DataBase Reference: 5,6-dihydroxy-7-((3-methylbut-2-en-1-yl)oxy)-2-phenyl-4H-chromen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-dihydroxy-7-((3-methylbut-2-en-1-yl)oxy)-2-phenyl-4H-chromen-4-one(1310461-23-4)
• EPA Substance Registry System: 5,6-dihydroxy-7-((3-methylbut-2-en-1-yl)oxy)-2-phenyl-4H-chromen-4-one(1310461-23-4)

Safety Data

• Hazardous Substances Data: 1310461-23-4(Hazardous Substances Data)

Upstream product

• 491-67-8 5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one 
• 870-63-3 prenyl bromide 
• 21967-41-9 baicalin 

Downstream Products

• 1310461-31-4 5,6-dihydroxy-8,8-dimethyl-2-phenyl-9,10-dihydropyrano[2,3-f]chromen-4(8H)-one 
• 1310461-30-3 5,6-dihydroxy-8,9,9-trimethyl-2-phenyl-8,9-dihydro-4H-furo[2,3-h]chromen-4-one 

Relevant articles and documents

Effects of a prenyl-baicalein derivative on ER (+) MCF-7 and ER (-) MDA-MB-231 breast tumor cell lines

The effect of a prenyl-baicalein derivative in the DNA synthesis of the estrogen-dependent ER (+) MCF-7 and the estrogen-independent ER (-) MDA-MB- 231 cell lines was evaluated using both complete and steroid- free medium. The results revealed a biphasic

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

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.

Anti-angiogenic and anticancer effects of baicalein derivatives based on transgenic zebrafish model

Angiogenesis leads to tumor neovascularization by promoting tumor growth and metastatic spread, therefore, angiogenesis is considered as an attractive target for potential small molecule anticancer drug discovery. Herein, we report the structural modification and biological evaluation of baicalein derivatives, among which compound 42 had potent in vivo anti-angiogenic activity and wide security treatment window in transgenic zebrafish model. Further, 42 exhibited the most potent inhibitory activity on HUVEC proliferation, migration and tube formation in vitro. Moreover, 42 significantly inhibited growth of human lung cancer A549 cells and weak influence on human normal fibroblast L929 cells. The present research demonstrated that the significant anti-angiogenic and anticancer effects, which provided the supportive evidence for 42 could be used as a potential compound of cancer therapy.

Prenylated derivatives of baicalein and 3,7-dihydroxyflavone: Synthesis and study of their effects on tumor cell lines growth, cell cycle and apoptosis

Fourteen baicalein and 3,7-dihydroxyflavone derivatives were synthesized and evaluated for their inhibitory activity against the in vitro growth of three human tumor cell lines. The synthetic approaches were based on the reaction with prenyl or geranyl br