Nucleoside adducts of vinylporphyrins and vinylchlorins

被引:18
作者
Jiang, XQ
Pandey, RK
Smith, KM
机构
[1] UNIV CALIF DAVIS,DEPT CHEM,DAVIS,CA 95616
[2] ROSWELL PK CANC INST,DEPT RADIAT BIOL,PDT CTR,DIV CHEM,BUFFALO,NY 14263
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1996年 / 13期
关键词
D O I
10.1039/p19960001607
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ethene-linked nucleoside derivatives of porphyrins and chlorins have been synthesized by palladium-catalysed coupling between acetylated 5-chloromercuriuridine and various vinylporphyrins and vinylchlorins. The formation of both the trans-(e.g. 22, 24, 29) and gem-(e.g. 23, 30) isomeric products was usually observed in these coupling reactions, and ratios of these isomers were dependent upon the particular substrate employed.
引用
收藏
页码:1607 / 1615
页数:9
相关论文
共 33 条
[1]  
ABRAHAM NG, 1989, BLOOD, V74, P139
[2]   NMR-SPECTRA OF PORPHYRINS .18. A RING-CURRENT MODEL FOR CHLOROPHYLL DERIVATIVES [J].
ABRAHAM, RJ ;
SMITH, KM ;
GOFF, DA ;
LAI, JJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (16) :4332-4337
[3]   PYRROMETHANES AND PORPHYRINS THEREFROM [J].
ARSENAULT, GP ;
BULLOCK, E ;
MACDONALD, SF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (16) :4384-4389
[4]   PALLADIUM-CATALYZED COUPLING REACTIONS OF URACIL NUCLEOSIDES AND NUCLEOTIDES [J].
BIGGE, CF ;
KALARITIS, P ;
DECK, JR ;
MERTES, MP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (06) :2033-2038
[5]   CHEMISTRY OF PYRROLIC COMPOUNDS .7. SYNTHESIS OF 5,5'-DIFORMYLDIPYRRYLMETHANES [J].
CHONG, R ;
CLEZY, PS ;
LIEPA, AJ ;
NICHOL, AW .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1969, 22 (01) :229-&
[6]   PORPHYRINYL-NUCLEOSIDES CONTAINING FLUORINATED NUCLEOBASES [J].
CZUCHAJOWSKI, L ;
PALKA, A ;
MORRA, M ;
WANDREKAR, V .
TETRAHEDRON LETTERS, 1993, 34 (34) :5409-5412
[7]  
CZUCHAJOWSKI L, 1992, BIOORG MED CHEM LETT, V2, P1645
[8]   PORPHYRINYL-URIDINES AS THE 1ST WATER-SOLUBLE PORPHYRINYL-NUCLEOSIDES [J].
CZUCHAJOWSKI, L ;
HABDAS, J ;
NIEDBALA, H ;
WANDREKAR, V .
TETRAHEDRON LETTERS, 1991, 32 (51) :7511-7512
[9]   3-DIMENSIONAL STRUCTURE-ACTIVITY ANALYSIS OF A SERIES OF PORPHYRIN DERIVATIVES WITH ANTI-HIV-1 ACTIVITY TARGETED TO THE V3 LOOP OF THE GP120 ENVELOPE GLYCOPROTEIN OF THE HUMAN-IMMUNODEFICIENCY-VIRUS TYPE-1 [J].
DEBNATH, AK ;
JIANG, S ;
STRICK, N ;
LIN, K ;
HABERFIELD, P ;
NEURATH, AR .
JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (08) :1099-1108
[10]   FACILE ELABORATION OF PORPHYRINS VIA METAL-MEDIATED CROSS-COUPLING [J].
DIMAGNO, SG ;
LIN, VSY ;
THERIEN, MJ .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (22) :5983-5993