Enantiomeric Natural Products: Occurrence and Biogenesis

被引:230
作者
Finefield, Jennifer M. [1 ]
Sherman, David H. [2 ,3 ,4 ,6 ]
Kreitman, Martin [5 ]
Williams, Robert M. [1 ,7 ]
机构
[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
[2] Univ Michigan, Inst Life Sci, Ann Arbor, MI 48109 USA
[3] Univ Michigan, Dept Med Chem, Ann Arbor, MI 48109 USA
[4] Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
[5] Univ Chicago, Dept Ecol & Evolut, Chicago, IL 60637 USA
[6] Univ Michigan, Dept Microbiol & Immunol, Ann Arbor, MI 48109 USA
[7] Univ Colorado, Ctr Canc, Aurora, CO 80045 USA
基金
美国国家卫生研究院;
关键词
biosynthesis; enantioselectivity; isolation; natural products; STREPTOMYCES-COELICOLOR A3(2); PRENYLATED INDOLE ALKALOIDS; BIOSYNTHETIC GENE-CLUSTER; SAGE SALVIA-OFFICINALIS; MARINE-DERIVED FUNGUS; PYRAN RING FORMATION; FIR ABIES-GRANDIS; MEDICAGO-SATIVA L; SPONGE-IRCINIA SP; CDNA ISOLATION;
D O I
10.1002/anie.201107204
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In nature, chiral natural products are usually produced in optically pure formhowever, occasionally both enantiomers are formed. These enantiomeric natural products can arise from a single species or from different genera and/or species. Extensive research has been carried out over the years in an attempt to understand the biogenesis of naturally occurring enantiomers; however, many fascinating puzzles and stereochemical anomalies still remain.
引用
收藏
页码:4802 / 4836
页数:35
相关论文
共 338 条
[1]   Search for bioactive natural products from medicinal plants of Bangladesh [J].
Ahmed, Firoj ;
Sadhu, Samir Kumar ;
Ishibashi, Masami .
JOURNAL OF NATURAL MEDICINES, 2010, 64 (04) :393-401
[2]   Decursin: A cytotoxic agent and protein kinase C activator from the root of Angelica gigas [J].
Ahn, KS ;
Sim, WS ;
Kim, IH .
PLANTA MEDICA, 1996, 62 (01) :7-9
[3]  
AKHILA A, 1980, PHYTOCHEMISTRY, V19, P1433, DOI 10.1016/0031-9422(80)80189-0
[4]   PENTAKETIDE METABOLITES OF FUNGUS PHIALOPHORA-LAGERBERGII [J].
ALDRIDGE, DC ;
DAVIES, AB ;
JACKSON, MR ;
TURNER, WB .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1974, (13) :1540-1541
[5]  
Allen DJ, 2000, ELECTROPHORESIS, V21, P2051, DOI 10.1002/1522-2683(20000601)21:10<2051::AID-ELPS2051>3.0.CO
[6]  
2-6
[7]  
ALONSO WR, 1992, J BIOL CHEM, V267, P7582
[8]   BIOSYNTHESIS OF NICOTINE ALKALOIDS IN NICOTIANA GLUTINOSA - INTERRELATIONSHIPS AMONG NICOTINE NORNICOTINE ANABASINE AND ANATABINE [J].
ALWORTH, WL ;
RAPOPORT, H .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1965, 112 (01) :45-&
[9]   ALKALOIDS FROM MACOUBEA-GUIANENSIS SEEDS [J].
ANDERSON, LA ;
BISSET, NG ;
PHILLIPSON, JD ;
ZARUCCHI, JL .
JOURNAL OF ETHNOPHARMACOLOGY, 1985, 14 (2-3) :187-192
[10]  
[Anonymous], PLANT METABOLISM BIO