Thieno[2,3-d]pyrimidines in the Synthesis of Antitumor and Antioxidant Agents

Ashraf A. Aly Alan B. Brown; Mohamed Ramadan; Amira M. Gamal-Eldeen; Mohamed Abdel-Aziz; Gamal El-Din A. A. Abuo-Rahma; Mohamed F. Radwan

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Thieno[2,3-d]pyrimidines in the Synthesis of Antitumor and Antioxidant Agents

机译：噻吩并[2,3-d]嘧啶类化合物在抗肿瘤和抗氧化剂的合成中

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摘要

Dimethyl acetylenedicarboxylate, ethyl propiolate, and E-dibenzoylethylene react with thienopyrimidines (cyclo-pentyl, -hexyl, and -heptyl) derivatives to form thiazolo[3,2-a]thieno-[2,3-d]pyrimidin-2-ylidene) acetates, thieno[2,3-d]pyrimidin-2-ylthioacrylates, and thieno[2′,3′:4,5]pyrimido[2,1-b][1,3]thiazin-6-ones, respectively. Reactions proceed via cyclization and thio-addition processes. Some derivatives of thienopyrimidines showed high inhibition of Hep-G2 cell growth compared with the growth of untreated control cells. However, the fused heptyl of thienopyrimidothiazines indicates a promising specific antitumor agent against Hep-G2 cells with IC₅₀ 20 μM.

机译：乙炔二甲酸二甲酯，丙酸乙酯和E-二苯甲酰基乙烯与噻吩并嘧啶类（环戊基，-己基和-庚基）衍生物反应形成噻唑并[3,2-a]噻吩并-[2,3-d]嘧啶-2-亚吡啶）乙酸盐，噻吩并[2,3-d]嘧啶-2-基硫代丙烯酸酯和噻吩并[2'，3'：4,5]嘧啶[2,1-b] [1,3]噻嗪-6-一。反应通过环化和硫代加成过程进行。与未处理的对照细胞的生长相比，硫代嘧啶的一些衍生物显示出对Hep-G2细胞生长的高度抑制。然而，噻吩并吡喃咪嗪的融合的庚基表明具有前瞻性的针对IC _{50 <20μM的Hep-G2细胞的特异性抗肿瘤药。}

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《Archiv der Pharmazie》 |2010年第5期|p.301-309|共9页
作者
Ashraf A. Aly Alan B. Brown; Mohamed Ramadan; Amira M. Gamal-Eldeen; Mohamed Abdel-Aziz; Gamal El-Din A. A. Abuo-Rahma; Mohamed F. Radwan;
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作者单位

Chemistry Department, Florida Institute of Technology, Melbourne, FL, USA;

Department of Medicinal Chemistry, Faculty of Pharmacy, El-Minia University, El-Minia, Egypt;

Department of Biochemistry, Division of Genetic Engineering and Biotechnology, National Research Centre, Dokki, Giza, Egypt;

Department of Medicinal Chemistry, Faculty of Pharmacy, El-Minia University, El-Minia, Egypt;

Department of Medicinal Chemistry, Faculty of Pharmacy, El-Minia University, El-Minia, Egypt;

Department of Medicinal Chemistry, Faculty of Pharmacy, El-Minia University, El-Minia, Egypt;

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正文语种 eng
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关键词
Antitumor activity; Cyclization; Dimethyl acetylenedicarboxylate; E-Dibenzoylethylene; Thienopyrimidines;

机译：抗肿瘤活性环化乙炔二羧酸二甲酯E-二苯甲酰基乙烯硫嘧啶;

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1. Thieno[2,3-d]pyrimidines in the synthesis of new fused heterocyclic compounds of prospective antitumor and antioxidant agents (Part II) [J] . Aly A.A., Ramadan M., Mohamed A.M., Journal of Heterocyclic Chemistry: The International Journal of Heterocyclic Chemistry . 2012,第5期

机译：噻吩并[2,3-d]嘧啶类化合物合成新的预期抗肿瘤和抗氧化剂的稠合杂环化合物（第二部分）
2. Thieno(2,3-d)pyrimidines in the synthesis of antitumor and antioxidant agents. [J] . Aly AA, Brown AB, Ramadan M, Archiv der Pharmazie . 2010,第5期

机译：Thieno（2,3-d）pyrimidines在抗肿瘤和抗氧化剂的合成中。
3. Synthesis, Cytotoxic Activity and Molecular Docking Studies of New Condensed Thieno[2,3-d]Pyrimidines as Antitumor Agents [J] . Kaliraj S., Jeyalakshmi R., Kathiravan M. K. Pharmaceutical Chemistry Journal . 2020,第3期

机译：新浓缩噻吩的合成，细胞毒性活性和分子对接研究作为抗肿瘤剂作为抗肿瘤剂
4. Efficient Synthesis of Thieno 2,3-d Pyrimidin-4(4H)-ones by the Aza-Wittig Methodology [C] . Hong Chen, Kai Yan, Ming-Guo Liu SSITE International Conference on Future Material Research and Industry Application . 2012

机译：AZA-Wittig方法的高效合成Thieno 2,3-D嘧啶-4（4H） - 酮
5. Synthesis of substituted pyrrolo[2,3-d]pyrimidines as microtubule-binding agents and HSP90 inhibitors [D] . Lin, Lu 2013

机译：取代吡咯并[2,3-d]嘧啶类化合物作为微管结合剂和HSP90抑制剂的合成
6. Design Synthesis and X-ray Crystal Structure of Classical and Nonclassical 2-Amino-4-oxo-5-substituted-6-ethyl-thieno23-dpyrimidines as Dual Thymidylate Synthase and Dihydrofolate Reductase Inhibitors and as Potential Antitumor Agents [O] . Aleem Gangjee, Wei Li, Roy L. Kisliuk, -1

机译：设计合成和古典X射线晶体结构和非经典2-氨基-4-氧代-5-取代-6-乙基 - 噻吩并23-d嘧啶类如双胸苷酸合成酶和二氢叶酸还原酶抑制剂和潜在的抗肿瘤药物
7. Synthesis of thiophene and N-substituted thieno[3,2-d]pyrimidine derivatives as potent antitumor and antibacterial agents [O] . HAFEZ, HEND N., ALSALAMAH, SULAIMAN A., EL-GAZZAR, ABDEL-RHMAN B. A. 2017

机译：噻吩和N-取代的噻吩并[3,2-d]嘧啶衍生物的合成作为有效的抗肿瘤和抗菌剂

Thieno[2,3-d]pyrimidines in the Synthesis of Antitumor and Antioxidant Agents

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