Chemistry and biology of the tetrahydroisoquinoline antitumor antibiotics

被引:1083
作者
Scott, JD [1 ]
Williams, RM [1 ]
机构
[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
关键词
D O I
10.1021/cr010212u
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The tetrahydroisoquinoline family of antitumor antibiotics constitutes a small yet growing and increasingly important family of chemotherapeutic agents. A diverse range of biochemical and biological activities are exhibited by this family of compounds. This review details a myriad of subtle structural and stereoelectronic issues. The information given provides for an interesting mechanistic playing field for the future design and synthesis of potentially biologically significant agents.
引用
收藏
页码:1669 / 1730
页数:62
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共 218 条
[71]   SAFRACINS, NEW ANTI-TUMOR ANTIBIOTICS .2. PHYSICOCHEMICAL PROPERTIES AND CHEMICAL STRUCTURES [J].
IKEDA, Y ;
MATSUKI, H ;
OGAWA, T ;
MUNAKATA, T .
JOURNAL OF ANTIBIOTICS, 1983, 36 (10) :1284-1289
[72]   SAFRAMYCIN MX1, A NEW NATURAL SAFRAMYCIN ISOLATED FROM A MYXOBACTERIUM [J].
IRSCHIK, H ;
TROWITZSCHKIENAST, W ;
GERTH, K ;
HOFLE, G ;
REICHENBACH, H .
JOURNAL OF ANTIBIOTICS, 1988, 41 (08) :993-998
[73]  
ISHIGURO K, 1981, J BIOL CHEM, V256, P2162
[74]   MODE OF ACTION OF SAFRAMYCIN-A, A NOVEL HETEROCYCLIC QUINONE ANTIBIOTIC - INHIBITION OF RNA-SYNTHESIS INVIVO AND INVITRO [J].
ISHIGURO, K ;
SAKIYAMA, S ;
TAKAHASHI, K ;
ARAI, T .
BIOCHEMISTRY, 1978, 17 (13) :2545-2550
[75]   NEW SEMI-SYNTHETIC ANTI-TUMOR ANTIBIOTICS, SF-1739 HP AND NAPHTHOCYANIDINE [J].
ITOH, J ;
OMOTO, S ;
INOUYE, S ;
KODAMA, Y ;
HISAMATSU, T ;
NIIDA, T ;
OGAWA, Y .
JOURNAL OF ANTIBIOTICS, 1982, 35 (05) :642-644
[76]   Diketopiperazines as advanced intermediates in the biosynthesis of ecteinascidins [J].
Jeedigunta, S ;
Krenisky, JM ;
Kerr, RG .
TETRAHEDRON, 2000, 56 (21) :3303-3307
[77]   Ecteinascidin 743, a transcription-targeted chemotherapeutic that inhibits MDR1 activation [J].
Jin, S ;
Gorfajn, B ;
Faircloth, G ;
Scotto, KW .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2000, 97 (12) :6775-6779
[78]   BIOLOGICAL-ACTIVITIES OF NEWLY PREPARED SAFRAMYCINS [J].
KANEDA, S ;
HOURYOUNG, C ;
YAZAWA, K ;
TAKAHASHI, K ;
MIKAMI, Y ;
ARAI, T .
JOURNAL OF ANTIBIOTICS, 1987, 40 (11) :1640-1642
[79]  
KANEDA S, 1986, JPN J CANCER RES, V77, P1043
[80]   SYNTHETIC STUDIES ON QUINOCARCIN AND ITS RELATED-COMPOUNDS .3. SYNTHESIS OF 5-SUBSTITUTED AND 3,5-DISUBSTITUTED-2-FORMYL-PYRROLIDINE DERIVATIVES, THE KEY D-RING FRAGMENTS OF ENANTIOMERIC PAIRS OF QUINOCARCIN AND 10-DECARBOXYQUINOCARCIN [J].
KATOH, T ;
NAGATA, Y ;
KOBAYASHI, Y ;
ARAI, K ;
MINAMI, J ;
TERASHIMA, S .
TETRAHEDRON, 1994, 50 (21) :6221-6238