Comments on recent achievements in biomimetic organic synthesis

被引:99
作者
de la Torre, MC
Sierra, MA
机构
[1] CSIC, Inst Quim Organ, E-28006 Madrid, Spain
[2] Univ Complutense, Fac Quim, Dept Quim Organ, E-28040 Madrid, Spain
关键词
biomimetic synthesis; enzymes; natural products; organic synthesis;
D O I
10.1002/anie.200200545
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The appealing beauty of the routes that Nature uses to build natural products is breathtaking and the quest for laboratory syntheses that mimic these routes is longstanding. Since Robert Robinson introduced the concept of biomimetic synthesis in 1917, debates have been conducted about the participation of specific enzymes in every step of the biogenesis of every class of natural product. The successful synthesis of many natural products often follows routes analogous to processes that occur in the living cell with minimum enzyme participation. It should not be concluded, however, that we are only able to imitate biogenetic processes in which enzymes are not involved. Perhaps the most appealing facet of a biomimetic strategy is that it pursues the development of synthetic methodology inspired by biogenesis, even if the mimicked biogenetic route is only hypothetical. Improved biogenetic syntheses could be brought about by artificial enzymes that catalyze specific transformations.
引用
收藏
页码:160 / 181
页数:22
相关论文
共 235 条
[1]   ENZYMATIC CYCLIZATION OF SQUALENE AND OXIDOSQUALENE TO STEROLS AND TRITERPENES [J].
ABE, I ;
ROHMER, M ;
PRESTWICH, GD .
CHEMICAL REVIEWS, 1993, 93 (06) :2189-2206
[2]   Novel oxidized sorbicillin dimers with 1,1-diphenyl-2-picrylhydrazyl-radical scavenging activity from a fungus [J].
Abe, N ;
Murata, T ;
Hirota, A .
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1998, 62 (11) :2120-2126
[3]   TOTAL SYNTHESIS OF HALICHONDRIN-B AND NORHALICHONDRIN-B [J].
AICHER, TD ;
BUSZEK, KR ;
FANG, FG ;
FORSYTH, CJ ;
JUNG, SH ;
KISHI, Y ;
MATELICH, MC ;
SCOLA, PM ;
SPERO, DM ;
YOON, SK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (08) :3162-3164
[4]   The metabolites of Trichoderma longibrachiatum .2. The structures of trichodermolide and sorbiquinol [J].
Andrade, R ;
Ayer, WA ;
Trifonov, LS .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1996, 74 (03) :371-379
[5]  
ANDRIANTSIFERANA M, 1977, TETRAHEDRON LETT, P2587
[6]  
Arend M, 1998, ANGEW CHEM INT EDIT, V37, P1044, DOI 10.1002/(SICI)1521-3773(19980504)37:8<1044::AID-ANIE1044>3.0.CO
[7]  
2-E
[8]  
Arend M., 1998, ANGEW CHEM, V110, P1096, DOI DOI 10.1002/(SICI)1521-3757(19980420)110:8
[9]   Lovastatin nonaketide synthase catalyzes an intramolecular Diels-Alder reaction of a substrate analogue [J].
Auclair, K ;
Sutherland, A ;
Kennedy, J ;
Witter, DJ ;
Van den Heever, JP ;
Hutchinson, CR ;
Vederas, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (46) :11519-11520
[10]  
BARLETT PA, 1984, ASYMMETRIC SYNTHESIS, V3, P341