SYNTHESIS AND PROPERTIES OF A BILIRUBIN ANALOG WITH PROPIONIC-ACID GROUPS REPLACED BY CARBOXYL

被引:17
作者
BYUN, YS
LIGHTNER, DA
机构
[1] Department of Chemistry, University of Nevada, Reno, Nevada
关键词
D O I
10.1002/jhet.5570280707
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The unnatural bile pigment analog of bilirubin-IX-alpha, 2,3,7,13,17,18-hexamethyl-(10H,21H,23H,24H)-bilin-1,19-dione-8,12-dicarboxylic acid (1), was synthesized as its diethyl ester by coupling 4,4'-dimethyl-3,3'-dicarboethoxydipyrrylmethane-5,5'dialdehyde with 3,4-dimethylpyrrolin-2-one.
引用
收藏
页码:1683 / 1692
页数:10
相关论文
共 19 条
[1]  
DEGROOT JA, 1982, THESIS U LEIDEN, P82
[2]  
Falk H., 1989, CHEM LINEAR OLIGOPYR
[3]  
FISCHER H, 1934, CHEM PYRROLS, V1, P255
[4]   SULFOXIDES AS CHIRAL COMPLEXATION AGENTS - CONFORMATIONAL ENANTIOMER RESOLUTION AND INDUCED CIRCULAR-DICHROISM OF BILIRUBINS [J].
GAWRONSKI, JK ;
POLONSKI, T ;
LIGHTNER, DA .
TETRAHEDRON, 1990, 46 (24) :8053-8066
[5]  
GHERA E, 1960, J AM CHEM SOC, V82, P4949
[6]   SYNTHESES OF BILE-PIGMENTS .6. TOTAL SYNTHESIS OF (+)(4R,16R)-(18-VINYL)MESOUROBILIN AND (-)(4R,16S)-[18-VINYL]MESOUROBILIN IXALPHA-DIMETHYL ESTERS [J].
GOSSAUER, A ;
WELLER, JP .
CHEMISCHE BERICHTE-RECUEIL, 1978, 111 (02) :486-501
[7]  
HULL FR, 1983, ISRAEL J CHEM, V23, P211
[8]   A NOVEL ROUTE TO CERTAIN 2-PYRROLECARBOXYLIC ESTERS AND NITRILES [J].
KLEINSPEHN, GG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (06) :1546-1548
[9]   SYNTHESES AND SINGLET OXYGEN REACTIVITY OF OXODIPYRROMETHENE MODELS FOR BILIRUBIN [J].
LIGHTNER, DA ;
PARK, YT .
TETRAHEDRON, 1979, 35 (04) :463-471
[10]   MOLECULAR MECHANISMS OF PHOTOTHERAPY FOR NEONATAL JAUNDICE [J].
LIGHTNER, DA ;
MCDONAGH, AF .
ACCOUNTS OF CHEMICAL RESEARCH, 1984, 17 (12) :417-424