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Progress in Chemistry 2009, Vol. 21 Issue (01): 47-54 Previous Articles   Next Articles

• Special issues •

Syntheses of Biological Active Natural Products and Natural Product-Like Molecules

Yang Zhen*   

  1. (College of Chemistry, Peking University, Beijing 100871, China)
  • Received: Revised: Online: Published:
  • Contact: Yang Zhen E-mail:zyang@pku.edu.cn
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Natural products are the richest known source of small molecules that bind proteins with high specificity, thanks to millions of years of evolution and selection. Many natural products, such as Taxol, erythromycin and rifamycin have helped scientists to understand biological processes. Synthetic chemists have long been fascinated by natural products, but have until now focused on precisely copying what is available in nature. Recently, chemists have become aware that it is now possible to make "natural-product-like" compounds that are comparable to true natural products in size and complexity. When this insight is combined with the strategy of diversity oriented synthesis, which allows large numbers of compounds to be made quickly, it becomes possible to think of "evolving" our traditionally specific synthetic tools to synthesize "natural-product-like" molecules for probing the important biological events. The ability to find specific small molecule ligands that modulate the biological molecular functions would be extremely valuable both in basic research and in drug design.

Contents
1 Introduction
2 Diversity-oriented synthesis of guanacastepenes
3 Diversity-oriented oriented synthesis of neuraminidase inhibitors
4 Conclusion

Key words: biologicalactive natural products, natural product-like compounds, diversity-oriented synthesis

CLC Number: 

[ 1 ] 　Vuorelaa P , Leinonenb M, Saikkuc P , Tammelaa P , Rauhad J P ,Wennberge T, Vuorela H. Curr. Med. Chem. , 2004 , 11 : 1375 —1389
[ 2 ] 　Breinbauer R , Manger M, Scheck M, Waldmann H. Curr. Med.Chem. , 2002 , 9 : 2129 —2145
[ 3 ] 　Liu J , Farmer J D , Lane W S , Friedman J , Weissman I , Schreiber S L. Cell , 1991 , 66 : 807 —815
[ 4 ] 　Taunton J , Hassig C A , Schreiber SL. Science , 1996 , 272 : 408 —411
[ 5 ] 　Correia J . J . Pharmacol . Ther. , 1991 , 52 : 127 —132
[ 6 ] 　Watson J D , Crick F H. Nature , 1953 , 171 : 737 —738
[ 7 ] 　Crick F H , Barnett L , Brenner S , Watts-Tobin RJ . Nature , 1961 ,192 : 1227 —1232
[ 8 ] 　Crick F H. Science , 1963 , 139 : 461 —464
[ 9 ] 　Baltimore D. Nature , 1970 , 226 : 1209
[10 ] 　Temin H M, Mizutani S. Nature , 1970 , 226 : 1211 —1213
[11 ] 　Cohen S N , Chang A C , Boyer H W, Helling R B. Proc. Natl .Acad. Sci . USA , 1973 , 70 : 3240 —3244
[12 ] 　Saiki R K, Scharf S , Faloona F , Mullis K B , Horn G T, Erlich H A , Amheim N. Science , 1985 , 230 : 1350 —1354
[13 ] 　Breinbauer R , Vetter I R , Waldmann H. Angew. Chem. Int . Ed. ,2002 , 41 : 2878 —2882
[14 ] 　Clardy J , Walsh C. Nature , 2004 , 432 : 829 —837
[15 ] 　Paterson I , Anderson A A. Science , 2005 , 310 : 451 —453
[16 ] 　Schmitz R. Pharm. Hist . , 1985 , 27 : 61 —72
[17 ] 　Nicolaou K C , Sorensen E J . Classic in Total Synthesis. D269451 Weiheim: VCH Verlagsgellschaft mbH , 1996
[18 ] 　Neu H C. Science , 1992 , 257 : 1064 —1073
[19 ] 　Singh M P , Janso J E , Luckman S W, Brady S F , Clardy J ,Greenstein M, Maiese WM. J . Antibiot . , 2000 , 53 : 256 —261
[20 ] 　Moscona A. New Engl . J . Med. , 2005 , 353 : 1363 —1373
[21 ] 　O′Brien D P , Entress R M H , Cooper M A , O′Brien S W,Hopkinson A , Williams D H. J . Am. Chem. Soc. , 1999 , 121 :5259 —5265
[22 ] 　Nicolaou K C , Hughes R , Cho S Y, Wingssinger N , Smethurst C ,Labischinski H , Endermann R. Angew. Chem. Int . Ed. , 2000 ,39 : 3823 —3832
[23 ] 　Chiosis G, Boneca I G. Science , 2001 , 293 : 1484 —1487
[24 ] 　Liu H T, Sadamoto R , Sears P S , Wong C H. J . Am. Chem. Soc. ,2001 , 123 : 9916 —9917
[25 ] 　Kohli R M, Walsh C T, Burkart M D. Nature , 2002 , 418 : 658 —661
[26 ] 　Schreiber S L. Science , 2000 , 287 : 1964 —1969
[27 ] 　Brady S F , Singh M P , Janso J E , Clardy J . Science , 2000 , 287 :1964 —1969
[28 ] 　Brady S F , Bondi SM, Clardy J . J . Am. Chem. Soc. , 2001 , 123 :9900 —9901
[29 ] 　Shipe W D , Sorensen E J . J . Am. Chem. Soc. , 2006 , 128 :7025 —7035
[30 ] 　Shenvi R A , Guerrero C A , Shi J , Li C C , Baran P S. J . Am.Chem. Soc. , 2008 , 130 : 7241 —7243
[31 ] 　Li C , Liang S , Zhang X, Xie Z, Chen J , Wu Y, Yang Z. Org.Lett . , 2005 , 7 : 3709 —3712
[32 ] 　Li C , Wang C , Liang B , Zhang X, Deng L , Liang S , Chen J , Wu Y, Yang Z. J . Org. Chem. , 2006 , 71 : 6892 —6897
[33 ] 　Kim C U , Lew W, Williams M A , Liu H , ZhangL , Swaminathan S ,Bischofberger N , Chen M S , Mendel D B , Tai C Y, Laver W G,Stevens R C. J . Am. Chem. Soc. , 1997 , 119 : 681 —690
[34 ] 　Farina V , Brown J D. Angew. Chem. Int . Ed. , 2006 , 45 : 7330 —7332
[35 ] 　Collins P J , Haire L F , Lin Y P , Liu J , Russell R J , Walker P A ,Skehel J J , Martin S R , Hay AJ , Gamblin SJ . Nature , 2008 , 453 :1258 —1261
[36 ] 　Wang G T, Chen Y, Wang S , Gentles R , Sowin T, Kati W,Muchmore S , Giranda V , Stewart K, Sham H , Kempf D I , Laver W G. J . Med. Chem. , 2001 , 44 : 1192 —1201
[1] Gang Liu1*|Yulin Li1|Fajun Nan2**. Diversity-Oriented Synthesis of Natural Product-Like Libraries [J]. Progress in Chemistry, 2006, 18(06): 734-742.