852333-34-7Relevant academic research and scientific papers
Design, synthesis, and primary activity assays of baicalein derivatives as cyclin-dependent kinase 1 inhibitors
Mou, Jiajia,Qiu, Shuang,Chen, Danghui,Deng, Yanru,Tekleab, Teka
, p. 639 - 654 (2021/07/26)
Malignant tumor is a disease with high mortality. Traditional treatment methods have many disadvantages, such as side-effects, drug resistance. Because cyclin-dependent kinase 1 (CDK1) plays an indispensable role in cell cycle regulation, it became an att
Synthesis and structure confirmation of 7-ester-8-aminomethylene-substituted baicalein derivatives
Mou, Jiajia,Wang, Qiang,Deng, Yanru,Chen, Danghui,Qiu, Shuang
, p. 1598 - 1603 (2021/08/23)
Twelve baicalein derivatives, derivatized with 7-ester and 8-aminomethylene groups, were synthesized as cyclin-dependent kinase 1 (CDK1) inhibitors, by the addition of one of four secondary amines to C-8, using the Mannich reaction, followed by mono-esterification with one of three carboxylic acids. Analysis by 1H-, 13C-NMR, and HMBC spectra, as well as a chemical test, confirmed that the esterification occurred at the 7-phenolic hydroxyl position of baicalein but not at the 5- or 6-positions.
Nitrogen-containing flavonoid analogues as CDK1/cyclin B inhibitors: Synthesis, SAR analysis, and biological activity
Zhang, Shixuan,Ma, Jigang,Bao, Yongming,Yang, Puwen,Zou, Liang,Li, Kangjian,Sun, Xiaodan
, p. 7128 - 7133 (2008/12/22)
A series of nitrogen-containing flavonoid analogues were designed and synthesized by Mannich reaction, and screened for the inhibitory activities of cyclin-dependent kinases using a FRET-based biochemical assay method. The results showed that C-8 nitrogen-containing baicalein analogues 3a-3f exhibited potent CDK1/Cyclin B inhibitory activities. 5,6,7-Trihydroxy-8-(dimethylaminomethyl)-2-phenyl-4H-chromen-4-one 3a, 5,6,7-trihydroxy-8-(pyrrolid inylmethyl)-2-phenyl-4H-chromen-4-one 3b, and 5,6,7-trihydroxy-8-(piperidinylmethyl)-2-phenyl-4H-chromen-4-one 3c (IC50 1.05-1.28 μM) were about sixfold more potent than baicalein 2 (IC50 6.53 μM). 5,6,7-Trihydroxy-8-(morpholinomethyl)-2-phenyl-4H-chromen-4-one 3d, 5,6,7-trihydroxy-8-(thiomorpholinomethy)-2-phenyl-4H-chrom en-4-one 3e, and 5,6,7-trihydroxy-8-(4-methylpiperazinylmethyl)-2-phenyl-4H-chromen-4-one 3f (IC50 0.27-0.38 μM) were about 20-fold more potent than baicalein, and were at the same level as flavopiridol (IC50 0.33 μM).
