Synthesis of a novel pentagastrin-drug conjugate for a targeted tumor therapy

Tietze LF; Panknin O; Major F; Krewer B

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Synthesis of a novel pentagastrin-drug conjugate for a targeted tumor therapy

机译：新型五肽胃泌素-药物偶联物的合成用于靶向肿瘤治疗

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The synthesis of the novel pentagastrin seco-CBI conjugate 3, which is based on the highly cytotoxic antitumor antibiotic (+)-duocarmycin SA (1), is reported. A key step in the synthesis is the palladium -catalyzed carbonylation of aryl bromide 7 to give the benzyl ester 16, which is transformed into the new seco-CBI derivative, 21 bearing a carboxylic acid ester moiety. Subsequent transformation of 21 into an activated ester followed by the introduction of beta-alanine and tetragastrin led to the new pentagastrin drug 3 that contains a peptide moiety for targeting cancer cells expressing CCK-B/gastrin receptors.

机译：报道了基于高度细胞毒性的抗肿瘤抗生素（+）-多卡霉素SA（1）的新型五肽胃泌素seco-CBI共轭物3的合成。合成中的关键步骤是钯催化的芳基溴化物7的羰基化反应，生成苄基酯16，该苄基酯16转化为新的seco-CBI衍生物21，带有羧酸酯部分。随后将21转化为活化的酯，然后引入β-丙氨酸和四胃泌素，导致产生新的五肽胃泌素药物3，该药物包含用于靶向表达CCK-B /胃泌素受体的癌细胞的肽部分。

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《Chemistry: A European journal》 |2008年第9期|共8页
作者
Tietze LF; Panknin O; Major F; Krewer B;
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正文语种 eng
中图分类化学;
关键词
antibiotics; antitumor agents; carbonylation; duocarmycins; pentagastrin; targeting; HORMONE-RELEASING HORMONE; ARYL RADICAL CYCLIZATION; SELECTIVE CANCER-THERAPY; SUBSTITUTED CBI ANALOGS; ENZYME PRODRUG THERAPY; CYTOTOXIC ANALOGS; DUOCARMYCIN ANALOGS; FUNCTIONAL REACTIVITY; BIOLOGICAL EVALUATION; EFFICIENT SYNTHESIS;

机译：抗生素;抗肿瘤药;羰基化;双卡霉素;喷他汀;靶向;荷尔蒙释放激素;芳基自由基循环;选择性癌治疗;取代的CBI模拟;酶促药物治疗;细胞毒性类似物;再结晶;再度;

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专利

1. Synthesis of a novel pentagastrin-drug conjugate for a targeted tumor therapy [J] . Tietze LF, Panknin O, Major F, Chemistry: A European journal . 2008,第9期

机译：新型五肽胃泌素-药物偶联物的合成用于靶向肿瘤治疗
2. Design and synthesis of aptamer AS1411-conjugated EG@TiO2@Fe(2)O(3)nanoparticles as a drug delivery platform for tumor-targeted therapy [J] . Mansouri Nahid, Jalal Razieh, Akhlaghinia Batool, New Journal of Chemistry . 2020,第37期

机译：设计和合成Aptamer AS1411-缀合的EG / TiO2 @ Fe（2）O（3）纳米粒子作为肿瘤靶向治疗的药物递送平台
3. Alginate-zinc (II) phthalocyanine conjugates: Synthesis, characterization and tumor-associated macrophages-targeted photodynamic therapy [J] . Tang Fengxiang, Xie Wei, Li Sicong, Carbohydrate Polymers: Scientific and Technological Aspects of Industrially Important Polysaccharides . 2020,第期

机译：藻酸锌 - 锌（II）酞菁缀合物：合成，表征和肿瘤相关的巨噬细胞靶向光动力治疗
4. NOVEL TUMOR-TARGETED PEPTIDE-CAMPTOTHECIN CONJUGATES; SYNTHESIS AND BIOLOGICAL EVALUATION [C] . Alma Dal Pozzo, Minghong Ni, Emiliano Esposito the European Peptide Symposium . 2007

机译：新型肿瘤靶向肽 - 喜树蛋白缀合物;合成与生物学评价
5. Part I. Design, synthesis and biological evaluation of novel 2,5,6-trisubstituted benzimidazoles targeting FtsZ as antitubercular agents. Part II. Development of novel taxoid-based drug conjugates and theranostic imaging agents towards tumor-targeted chemotherapy. [D] . Park, Bora. 2014

机译：第一部分：针对FtsZ作为抗结核药的新型2,5,6-三取代苯并咪唑的设计，合成和生物学评估。第二部分新型基于紫杉醇的药物结合物和治疗诊断剂在肿瘤靶向化疗中的应用。
6. Synthesis and Evaluation of Folate-Conjugated Phenanthraquinones for Tumor-Targeted Oxidative Chemotherapy [O] . Ajay Kumar, Venkatesh Chelvam, Mahalingam Sakkarapalayam, -1

机译：叶酸偶联的蒽醌类化合物在肿瘤靶向氧化化疗中的合成及评价
7. Design, Synthesis, and Biological Evaluations of Tumor-Targeting Dual-Warhead Conjugates for a Taxoid–Camptothecin Combination Chemotherapy [O] . Jacob G. Vineberg, Edison S. Zuniga, Anushree Kamath, 2014

机译：贩皮 - 靶向双弹头缀合物的设计，合成和生物学评价，用于脱果 - 牛皮氏素组合化疗

Synthesis of a novel pentagastrin-drug conjugate for a targeted tumor therapy

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