SYNTHESIS AND BIOLOGICAL-ACTIVITY OF NOVEL 3-(2-PROPENYL)-CEPHALOSPORINS .1.

被引：4

作者：

KIM, WJ

KO, KY

KIM, H

OH, J

机构：

[1] Research Institute of Chemical Technology, Daejeon, P.O. Box 9, Daedeog-Danji

[2] Ajou University, Suwon

[3] Dongkuk University, Seoul

来源：

JOURNAL OF ANTIBIOTICS | 1991年 / 44卷 / 10期

关键词：

D O I：

10.7164/antibiotics.44.1073

中图分类号：

Q81 [生物工程学（生物技术）]; Q93 [微生物学];

学科分类号：

071005 ; 0836 ; 090102 ; 100705 ;

摘要：

The synthesis, antibacterial activity and oral absorption of novel cephalosporins (3a approximately 3d) having a 2-propenyl group at the C-3 position are described. Diphenylmethyl 7-amino-3-(2-propenyl)-3-cephem-4-carboxylate HCl (4) prepared from 7-aminocephalosporanic acid in 12 steps was acylated with various acid moieties to give cephems 3a approximately 3d. The cephems 3a approximately showed similar antibacterial activities as cefixime. However, these cephems were not well absorbed orally.

引用

收藏

页码：1073 / 1082

页数：10

相关论文

共 15 条

[1] CEFADROXIL, A NEW BROAD-SPECTRUM CEPHALOSPORIN [J].

BUCK, RE ;

PRICE, KE .

ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1977, 11 (02) :324-330

[2] CHEMISTRY OF CEPHALOSPORIN ANTIBIOTICS .30. 3-METHOXY-3-CEPHEMS AND 3-HALO-3-CEPHEMS [J].

CHAUVETTE, RR ;

PENNINGTON, PA .

JOURNAL OF MEDICINAL CHEMISTRY, 1975, 18 (04) :403-408

[3] CEPHALOSPORANIC ACIDS .4. 7-ACYLAMIDOCEPH-2EM-4-CARBOXYLIC ACIDS [J].

COCKER, JD ;

EARDLEY, S ;

GREGORY, GI ;

HALL, ME ;

LONG, AG .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1966, (13) :1142-&

[4] NEW CLASS OF SEMISYNTHETIC PENICILLINS AND CEPHALOSPORINS DERIVED FROM D-2-(1,4-CYCLOHEXADIENYL)GLYCINE [J].

DOLFINI, JE ;

APPLEGATE, HE ;

BACH, G ;

BASCH, H ;

BERNSTEIN, J ;

SCHWARTZ, J ;

WEISENBORN, FL .

JOURNAL OF MEDICINAL CHEMISTRY, 1971, 14 (02) :117-+

[5]

FECHTIG B, 1968, HELV CHIM ACTA, V51, P1109

[6] CHEMISTRY OF CEPHALOSPORIN ANTIBIOTICS .19. TRANSFORMATION OF DELTA2-CEPHEM TO DELTA3-CEPHEM BY OXIDATION-REDUCTION AT SULFUR [J].

KAISER, GV ;

COOPER, RDG ;

KOEHLER, RE ;

MURPHY, CF ;

WEBBER, JA ;

WRIGHT, IG ;

VANHEYNI.EM .

JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (07) :2430-&

[7]

KIM WJ, 1988, B KOR CHEM SOC, V9, P111

[8]

LEE CH, 1987, B KOR CHEM SOC, V8, P336

[9] SYNTHESIS AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF A NEW ORAL CEPHALOSPORIN, BMY-28100 AND RELATED-COMPOUNDS [J].

NAITO, T ;

HOSHI, H ;

ABURAKI, S ;

ABE, Y ;

OKUMURA, J ;

TOMATSU, K ;

KAWAGUCHI, H .

JOURNAL OF ANTIBIOTICS, 1987, 40 (07) :991-1005

[10] NEW BETA-LACTAM ANTIBIOTICS - CEPHEM DERIVATIVES WITH ELECTRON WITHDRAWING SUBSTITUENTS AT POSITION 3 [J].

PETER, H ;

MULLER, B ;

BICKEL, H .

HELVETICA CHIMICA ACTA, 1975, 58 (08) :2450-2469