5533-06-2Relevant academic research and scientific papers
Synthesis of non-prenyl analogues of baccharin as selective and potent inhibitors for aldo-keto reductase 1C3
Endo, Satoshi,Hu, Dawei,Matsunaga, Toshiyuki,Otsuji, Yoko,El-Kabbani, Ossama,Kandeel, Mahmoud,Ikari, Akira,Hara, Akira,Kitade, Yukio,Toyooka, Naoki
, p. 5220 - 5233 (2014)
Inhibitors of a human member (AKR1C3) of the aldo-keto reductase superfamily are regarded as promising therapeutics for the treatment of prostatic and breast cancers. Baccharin [3-prenyl-4-(dihydrocinnamoyloxy)cinnamic acid], a component of propolis, was shown to be both potent (Ki56 nM) and highly isoform-selective inhibitor of AKR1C3. In this study, a series of derivatives of baccharin were synthesized by replacing the 3-prenyl moiety with aryl and alkyl ether moieties, and their inhibitory activities for the enzyme were evaluated. Among them, two benzyl ether derivatives, 6m and 6n, showed an equivalent inhibitory potency to baccharin. The molecular docking of 6m in AKR1C3 has allowed the design and synthesis of (E)-3-{3-[(3-hydroxybenzyl)oxy]-4-[(3-phenylpropanoyl)oxy]phenyl}acrylic acid (14) with improved potency (Ki6.4 nM) and selectivity comparable to baccharin. Additionally, 14 significantly decreased the cellular metabolism of androsterone and cytotoxic 4-oxo-2-nonenal by AKR1C3 at much lower concentrations than baccharin.
Alkaloids from Oxytropis ochrocephala and antiproliferative activity of sophoridine derivatives against cancer cell lines
Tan, Cheng-Jian,Zhao, Yu,Goto, Masuo,Hsieh, Kan-Yen,Yang, Xiao-Ming,Morris-Natschke, Susan L.,Liu, Li-Na,Zhao, Bao-Yu,Lee, Kuo-Hsiung
, p. 1495 - 1497 (2016)
Ten alkaloids (1-10), with sophoridine (1) as the most abundant component, were obtained from the whole plants of Oxytropis ochrocephala Bunge. Furthermore, eight new sophoridine derivatives (11-16, 20, 21), with modification on the C-14 position of 1 wer
(E)-1-(5-METHOXY-2,2-DIMETHYL-2H-CHROMEN-8-YL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE AND ANALOGS THEREOF, AS WELL AS PREPARATION METHOD AND USE THEREOF
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Paragraph 0168; 0169; 0184; 0185, (2015/05/26)
The present invention relates to millepachine ((E)-1-(5-methoxy-2,2-dimethyl-2H-chromen-8-yl)-3-(4-methoxyphenyl)prop-2-en-1-one) and its analogues. The present invention provides methods for preparing these compounds, pharmaceutical compositions includin
Design, synthesis, and structure-activity relationship studies of novel millepachine derivatives as potent antiproliferative agents
Wang, Guangcheng,Wu, Wenshuang,Peng, Fei,Cao, Dong,Yang, Zhuang,Ma, Liang,Qiu, Neng,Ye, Haoyu,Han, Xiaolei,Chen, Jinying,Qiu, Jingxiang,Sang, Yun,Liang, Xiaolin,Ran, Yan,Peng, Aihua,Wei, Yuquan,Chen, Lijuan
experimental part, p. 793 - 803 (2012/09/08)
In this paper, 38 millepachine derivatives have been designed, synthesized and evaluated for their in vitro and in vivo antiproliferative activity. Among these novel derivatives, 15 displayed more potent antiproliferative activity than millepachine agains
