高等学校化学学报

高等学校化学学报 ›› 2000, Vol. 21 ›› Issue (S1): 449.

• Synthetic Sciences • 上一篇    下一篇

Synthesis and Antibacterial Activities of 7 β-Heterocyclyl-3-(2-substituted 1,3,4-thiadiazol-5-thiometbyl)Cephalosporin

HUI Xin-Ping1, ZHANG Yan1, GUAN Zuo-Wu2, ZHANG Zi-Yi1   

  1. 1. Department of Chemistry, National Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000;
    2. Institute of Applied Pharmacy, Beijing Medical University, Beijing 100083
  • 出版日期:2000-12-31 发布日期:2000-12-31

Synthesis and Antibacterial Activities of 7 β-Heterocyclyl-3-(2-substituted 1,3,4-thiadiazol-5-thiometbyl)Cephalosporin

HUI Xin-Ping1, ZHANG Yan1, GUAN Zuo-Wu2, ZHANG Zi-Yi1   

  1. 1. Department of Chemistry, National Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000;
    2. Institute of Applied Pharmacy, Beijing Medical University, Beijing 100083
  • Online:2000-12-31 Published:2000-12-31

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摘要：

Cephalosporin derivatives are an interesting class of β-lactam antibiotics because of their power against a large number of both Gram-positive and Gram-negative organisms. Many efforts have been made to synthesize cephalosporin by varying the substituents. Further pharmacological research indicated the inhibitory activity, broad-spectrum biological activity and β-lactamase resistance determined by the side chain at 7β position of 7-ACA and the structure of substituted group at C3 position. Actually, most of its applications in clinic are the derivatives linked with heterocyclic at C3 and 7β position of cephalosporin skeleton. Literature[1] also revealed that cephalosporin containing aminothiazoloxime at the 7β position of 7-ACA used as antibiotics with obvious applications. Moreover, some compounds bearing 1,2,3-triazole ring at the C3 position of 7-ACA have been reported to possess better antibacterial activity. For these purpose, we synthesized new cephalosporin 3a-c and 5a-c by the reaction of 7-ACA with 2-arylamino-1,3,4-thiadiazol-5-thioles, and then reacted with 1 -aryl-5-methyl-1H-1,2,3-triazol-4-formyl chloride 2 or aminothiazoloxime active ester 4,respectively.

Abstract:

Cephalosporin derivatives are an interesting class of β-lactam antibiotics because of their power against a large number of both Gram-positive and Gram-negative organisms. Many efforts have been made to synthesize cephalosporin by varying the substituents. Further pharmacological research indicated the inhibitory activity, broad-spectrum biological activity and β-lactamase resistance determined by the side chain at 7β position of 7-ACA and the structure of substituted group at C3 position. Actually, most of its applications in clinic are the derivatives linked with heterocyclic at C3 and 7β position of cephalosporin skeleton. Literature[1] also revealed that cephalosporin containing aminothiazoloxime at the 7β position of 7-ACA used as antibiotics with obvious applications. Moreover, some compounds bearing 1,2,3-triazole ring at the C3 position of 7-ACA have been reported to possess better antibacterial activity. For these purpose, we synthesized new cephalosporin 3a-c and 5a-c by the reaction of 7-ACA with 2-arylamino-1,3,4-thiadiazol-5-thioles, and then reacted with 1 -aryl-5-methyl-1H-1,2,3-triazol-4-formyl chloride 2 or aminothiazoloxime active ester 4,respectively.

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