夏文水, 段廷汉, 李明华. 半合成头孢菌素抗生素的研究——Ⅱ.7-(7-或8-取代香豆素-3-甲酰胺基)头孢菌素的合成J. 药学学报, 1986, 21(11): 816-822.
引用本文: 夏文水, 段廷汉, 李明华. 半合成头孢菌素抗生素的研究——Ⅱ.7-(7-或8-取代香豆素-3-甲酰胺基)头孢菌素的合成J. 药学学报, 1986, 21(11): 816-822.
XIA Wen-Shui, DUAN Ting-Han , LI Ming-Hua, . STUDIES ON ANTIBIOTICS OF SEMISYNTHETIC CEPHALOSPORINS. Ⅱ. SYNTHESIS OF 7-(7- OR 8-SUBSTITUTED COUMARIN-3-FORMAMIDO)-CEPHALOSPORINSJ. Acta Pharmaceutica Sinica, 1986, 21(11): 816-822.
Citation: XIA Wen-Shui, DUAN Ting-Han , LI Ming-Hua, . STUDIES ON ANTIBIOTICS OF SEMISYNTHETIC CEPHALOSPORINS. Ⅱ. SYNTHESIS OF 7-(7- OR 8-SUBSTITUTED COUMARIN-3-FORMAMIDO)-CEPHALOSPORINSJ. Acta Pharmaceutica Sinica, 1986, 21(11): 816-822.

半合成头孢菌素抗生素的研究——Ⅱ.7-(7-或8-取代香豆素-3-甲酰胺基)头孢菌素的合成

STUDIES ON ANTIBIOTICS OF SEMISYNTHETIC CEPHALOSPORINS. Ⅱ. SYNTHESIS OF 7-(7- OR 8-SUBSTITUTED COUMARIN-3-FORMAMIDO)-CEPHALOSPORINS

  • 摘要: 本文报道了以7-或8-取代香豆素-3-羧酸为侧链酸,用酰氯法和Vilsmeier试剂法与7-ADCA,7-ACA和7-ACT缩合,合成了17个7-或8-取代香豆素-3-甲酰胺头孢菌素类衍生物,通过有机溶媒、葡聚糖凝胶(Sephadex LH-20)及离心薄层层析纯化精制,得到纯品。初步抑菌试验结果表明:化合物V2,V3,V8,V9,V14和V15对耐药性金黄色葡萄球菌有较强的作用。

     

    Abstract: A series of new 7-(7- or 8-substituted coumarin-3-formamido)-cephalosporins has been prepared by acylation of the 7-amino group of 7-ADCA, 7-ACA and 7-ACT with 7- or 8-substituted coumarin-3-carboxylic acids which were made from 3-or 4-substituted salicylaldehyde and malonic acid orbits ester by Knovenagel condensation. Acyl chloride method anti Vilsmeier reagent method were adopted in the reactions. Isolation and purification were fulfilled with the combined methods of Sephadex LH-20 column chromatography and centrifugal-TLC technique. Sixteen new cephalosporin derivatives were synthesized. Their structures have been confirmed by elemental analysis, IR and 1HNMR. The preliminary antibacterial sensitivity tests showed that V2, V3, V8, V9, V14 and V15 of these new derivatives exhibited high sensitivity to staphylococcus aureus which was resistant to eight other antibiotics. Further biological evaluation for these compounds was expected to be carried out.

     

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