5521-55-1Relevant articles and documents
Hederagenin compound H-X with anti-lung cancer effect and preparation method and application thereof
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Paragraph 0048; 0049; 0051; 0052; 0120; 0121, (2020/04/17)
The invention provides a hederagenin compound H-X with an anti-tumor effect and a preparation method and application thereof. The structural general formula 1 is shown in the specifications. Most of the derivatives provided by the invention have obvious inhibition effects on tumor cells A549, MCF-7 and HepG2, and the compound hederagenin-2, 6-dimethylpyrazine (H-08) shows good selectivity betweentumors and normal conditions, especially on lung cancer A549 cells. The IC50 of the compound to A549, MCF-7, HepG2, MDCK and H9c2 is 3.45+/-0.59 muM, 8.73+/-1.49 muM, 8.71+/-0.38 muM, 14.11+/-0.04 muM, and 16.69+/-0.12 muM, the inhibition effect on A549 cells is similar to that of a positive drug cis-platinum (IC50 is 3.85+/-0.63 muM), but the toxicity on MDCK and H9c2 is obviously lower than thatof cis-platinum.
Method for preparing 5-methylpyrazine-2-carboxylic acid by catalytic oxidation
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Paragraph 0023-0032, (2019/03/08)
The invention discloses a method for preparing 5-methylpyrazine-2-carboxylic acid by catalytic oxidation. According to the invention, Mn-W-Co/diatomite is used as a catalyst, 2,5-dimethylpyrazine is used as a raw material, oxygen is used as an oxidant, and 5-methylpyrazine-2-carboxylic acid is synthesized by catalytic oxidation. The method comprises the following steps: packing Mn-W-Co/diatomite catalyst into a fixed bed reactor with temperature of 200-400 DEG C, introducing the reaction raw material 2,5-dimethylpyrazine into a reaction tube of the fixed bed reactor packed with Mn-W-Co/diatomite supported catalyst by bubbling with high temperature water vapor, introducing oxygen separately into the reaction tube, carrying out catalytic oxidation of 2,5-dimethylpyrazine in the catalyst bedto produce 5-methylpyrazine-2carboxylic acid, carrying the product out of the reaction tube by water vapor, condensing, crystallizing, and collecting. In the invention, the preparation method of the Mn-W-Co/diatomite catalyst is simple. The method for preparing 5-methylpyrazine-2carboxylic acid by continuous catalytic oxidation in the fixed bed is environmentally friendly, pollution-free, simple in operation, easy in control, high in 5-methylpyrazine-2-carboxylic acid yield and easy in industrial production.
Design, synthesis, and cytotoxic analysis of novel hederagenin–pyrazine derivatives based on partial least squares discriminant analysis
Fang, Kang,Zhang, Xiao-Hua,Han, Yao-Tian,Wu, Gao-Rong,Cai, De-Sheng,Xue, Nan-Nan,Guo, Wen-Bo,Yang, Yu-Qin,Chen, Meng,Zhang, Xin-Yu,Wang, Hui,Ma, Tao,Wang, Peng-Long,Lei, Hai-Min
, (2018/10/20)
Hederagenin (He) is a novel triterpene template for the development of new antitumor compounds. In this study, 26 new He–pyrazine derivatives were synthetized in an attempt to develop potent antitumor agents; they were screened for in vitro cytotoxicity against tumor and non-tumor cell lines. The majority of these derivatives showed much stronger cytotoxic activity than He. Remarkably, the most potent was compound 9 (half maximal inhibitory concentration (IC50) was 3.45 ± 0.59 μM), which exhibited similar antitumor activities against A549 (human non-small-cell lung cancer) as the positive drug cisplatin (DDP; IC50 was 3.85 ± 0.63 μM), while it showed lower cytotoxicity on H9c2 (murine heart myoblast; IC50 was 16.69 ± 0.12 μM) cell lines. Compound 9 could induce the early apoptosis and evoke cell-cycle arrest at the synthesis (S) phase of A549 cells. Impressively, we innovatively introduced the method of cluster analysis modeled as partial least squares discriminant analysis (PLS-DA) into the structure–activity relationship (SAR) evaluation, and SAR confirmed that pyrazine had a profound effect on the antitumor activity of He. The present studies highlight the importance of pyrazine derivatives of He in the discovery and development of novel antitumor agents.