中文
Earlier issues
Announcement
More
Progress in Chemistry 2006, Vol. 18 Issue (06): 734-742 Previous Articles   Next Articles

• Review •

Diversity-Oriented Synthesis of Natural Product-Like Libraries

Gang Liu1*; Yulin Li1; Fajun Nan2**   

  1. 1.Institute of Organic Chemistry,State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China; 2. Chinese National Center for Drug Screening, Shanghai Insitute of Materia Medica, Shanghai Institutes of Biological Sciences, Shanghai 201203, China
  • Received: Revised: Online: Published:
  • Contact: Fajun Nan
PDF ( 2995 ) Cited
Export

EndNote

Ris

BibTeX

Natural products provide the most important sources of lead compounds in drug discovery. With the development of high-throughput screening (HTS) technology and in depth studies in chemical biology, exploring pharmaceutically relevant chemical space of natural products is vital. Employing diversity-oriented synthesis (DOS) to construct skeletally complex natural product-like libraries and using it in the studies of chemical biology and lead discovery is becoming a tendency. The development of exceptionally efficient, stereoselective, and chemoselective reactions that can be applied to a wide range of substrates play key roles.
Key words: diversity-oriented synthesis (DOS), natural product-like libraries, target-oriented synthesis

CLC Number: 

[ 1 ] Newman D J , Cragg G M, Snader K M. J . Nat . Prod. , 2003 ,66 : 1022 —1037
[ 2 ] Hinterding K, Alonso-Diaz D , Waldmann H. Angew. Chem. Int .Ed. , 1998 , 37 : 688 —749
[ 3 ] Hung D T , Jamison T F , Schreiber S L. Chem. Biol . , 1996 , 3 :623 —639
[ 4 ] Khersonsky S M, Chang Y T. Chembiochem. , 2004 , 5 : 903 —908
[ 5 ] Mann J . Nat . Prod. Rep. , 2001 , 18 : 417 —430
[ 6 ] Crews C M. Curr. Opin. Chem. Biol . , 2000 , 4 : 47 —53
[ 7 ] 张礼和( Zhang L H) . 化学进展( Progress in Chemistry) ,2004 , 16 (2) : 313 —318
[ 8 ] Fergus S , Bender A , Spring D R. Curr. Opin. Chem. Biol . ,2005 , 9(3) : 304 —309
[ 9 ] Reayi A , Arya P. Curr. Opin. Chem. Biol . , 2005 , 9 ( 3) :240 —247
[10] Schreiber S L. Science , 2000 , 287 : 1964 —1969
[11] Stockwell B R. Nature , 2004 , 432 : 846 —854
[12] Messer R , Fuhrer C A , H? ner R. Curr. Opin. Chem. Biol . ,2005 , 9 : 259 —265
[13] Shang S Y, Tan D S. Curr. Opin. Chem. Biol . , 2005 , 9 (3) :248 —258
[14] Breinbauer R , Vetter I R , Waldmann H. Angew. Chem. Int .Ed. , 2002 , 41 : 2879 —2890
[15] 张礼和(Zhang L H) , 王梅祥(Wang M X) . 化学生物学进展(Progress in Chemical Biology) . 北京: 化学工业出版社(Beijing : Chemical Industry Press) , 2005. 129 —130
[16] Pelish H E , Westwood N J , Feng Y, Shair M D. et al . J . Am.Chem. Soc. , 2001 , 123 : 6740 —6741
[17] Pelish H E , Peterson J R , Salvarezza S B , Rodriguez-Boulan E ,Chen J L , Stamnes M, Macia E , Feng Y, Shair M D ,Kirchhausen T. Nature Chemical Biology , 2006 , 2 : 39 —46
[18] Lo M M C , Neumann C S , Nagayama S , Perlstein E O , Schreiber S L. J . Am. Chem. Soc. , 2004 , 126 : 16077 —16086
[19] Ding K, Lu Y P , Nikolovska-Coleska Z , Wang S M. et al . J .Am. Chem. Soc. , 2005 , 127 : 10130 —10131
[20] Koch M A , Wittenberg L O , Basu S , Jeyaraj D A , Gourzoulidou E , Reinecke K, Odermatt A , Waldmann H. Proc. Natl . Acad.Sci . USA , 2004 , 101 : 16721 —16726
[21] Nicolaou KC , Pfefferkorn J A , Roecker A J , Cao G Q , Barluenga S , Mitchell H J . J . Am. Chem. Soc. , 2000 , 122 : 9939 —9953
[22] Nicolaou K C , Pfefferkorn J A , Mitchell H J , Roecker A J ,Barluenga S , Cao GQ , Affleck R L , Lillig J E. J . Am. Chem.Soc. , 2000 , 122 : 9954 —9967
[23] Nicolaou K C , Pfefferkorn J A , Barluenga S , Mitchell H J ,Roecker A J , Cao G Q. J . Am. Chem. Soc. , 2000 , 122 :9968 —9976
[24] Nicolaou K C , Pfefferkorn J A , Cao G Q. Angew. Chem. Int .Ed. , 2000 , 39 : 734 —739
[25] Nicolaou K C , Cao G Q , Pfefferkorn J A. Angew. Chem. Int .Ed. , 2000 , 39 : 739 —743
[26] Nicolaou K C , Snyder S A , Bigot A , Pfefferkorn J A. Angew.Chem. Int . Ed. , 2000 , 39 : 1093 —1096
[27] Nicolaou K C , Pfefferkorn J A , Schuler F , Roecker A J , Cao G Q , Casida J E. Chem. Biol . , 2000 , 7 : 979 —992
[28] Nicolaou K C , Roecker A J , Barluenga S , Pfefferkorn J A , Cao G Q. Chembiochem, 2001 , 2 : 460 —465
[29] Nicolaou K C , Evans R M, Roecker A J , Hughes R , Downes M,Pfefferkorn J A. Org. Biomol . Chem. , 2003 , 1 : 908 —920
[30] Michael J P. Nat . Prod. Rep. , 2004 , 21 : 650 —668
[31] Arya P , Durieux P , Chen Z X, Joseph R , Leek D M. J . Comb.Chem. , 2004 , 6 : 54 —64
[32] Arya P , Couve-Bonnaire S , Durieux P , et al . J . Comb. Chem. ,2004 , 6 : 735 —745
[33] Khadem S , Joseph R , Rastegar M, Oudatchin K A , Arya P. J .Comb. Chem. , 2004 , 6 : 724 —734
[34] Slee D H , Bhat A S , Nguyen T N , Kish M, Lundeen K, Newman M J , McConnell S J . J . Med. Chem. , 2003 , 46 : 1120 —1122
[35] Barun O , Sommer S , Waldmann H. Angew. Chem. Int . Ed. ,2004 , 43 : 3195 —3199
[36] Sternson S M, Louca J B , Wong J C , Schreiber S L. J . Am.Chem. Soc. , 2001 , 123 : 1740 —1747
[37] Wong J C , Sternson S M, Louca J B , Hong R , Schreiber S L.Chem. Biol . , 2004 , 11 : 1279 —1291
[38] Kuruvilla F G, Shamji A F , Sternson S M, Hergenrother P J ,Schreiber S L. Nature , 2002 , 416 : 653 —657
[39] Haggarty S J , Koeller K M, Wong J C , Grozinger C M, Schreiber S L. Proc. Natl . Acad. Sci . USA , 2003 , 100 : 4389 —4394
[40] Burdine L , Kodadek T. Chem. Biol . , 2004 , 11 : 593 —597
[41] Evans M J , Saghatelian A , Sorensen E J , Cravatt B F. Nature Biotechnology , 2005 , 23 : 1303 —1307
[42] Nakajima H , Hori Y, Terano H , et al . J . Antibiot . ( Tokyo) ,1996 , 49 : 1204 —1211
[43] Kolb H C , Sharpless K B. Drug. Discov. Today , 2003 , 8 :1128 —1137
[44] Speers A E , Cravatt B F. Chem. Biol . , 2004 , 11 : 535 —546
[45] Taylor S J , Taylor A M, Schreiber S L. Angew. Chem. Int .Ed. , 2004 , 43 : 1681 —1685
[46] Weber L. Curr. Med. Chem. , 2002 , 9(23) : 2085 —2093
[47] Povarov L S , Mikhailov B M. Izvestiya Akademii Nauk SSSR ,Seriya Khimicheskaya , 1963 : 955 —956
[48] Andreana P R , Liu C C , Schreiber S L. Org. Lett . , 2004 , 6 :4231 —4233
[49] Tietze L F , Rackelmann N , Sekar G. Angew. Chem. Int . Ed. ,2003 , 42 : 4254 —4257
[50] Young I S , Kerr M A. Angew. Chem. Int . Ed. Engl . , 2003 ,42 : 3023 —3026
[51] Wipf P , Kendall C , Stephenson C R J . J . Am. Chem. Soc. ,2003 , 125 : 761 —768
[52] Itami K, Mineno M, Muraoka N , Yoshida J . J . Am. Chem.Soc. , 2004 , 126 : 11778 —11779
[53] Itami K, Kamei T , Yoshida J . J . Am. Chem. Soc. , 2003 , 125 :14670 —14671
[54] Moilanen S B , Tan D S. Org. Biomol . Chem. , 2005 , 3 : 798 —803
[55] Arya P , Joseph R , Gan Z G, Rakic B. Chemistry & Biology ,2005 , 12 : 163 —180
[56] Clardy J , Walsh C. Nature , 2004 , 432 : 829 —837
[57] Piggott A M, Karuso P. Comb. Chem. High Throughput Screening , 2004 , 7 : 607 —630
[58] 杜灿屏(Du C P) , 陈拥军(Chen Y J ) , 梁文平(Liang W P) .化学进展(Progress in Chemistry) , 2002 , 14 (5) : 405 —407
[1] Yao Xinsheng. Focus on Traditonal Chinese Medicine &mdash|Preface [J]. Progress in Chemistry, 2009, 21(01): 1-1.
[2] Ye Min|Guo Dean*. Strategies on the Quality Control and DMPK Studies of Traditional Chinese Medicine [J]. Progress in Chemistry, 2009, 21(01): 100-105.
[3] Xin Xianshuang|Zhu Qingshan**. Analyses of Solid Oxide Fuel Cells ( SOFCs) Stability [J]. Progress in Chemistry, 2009, 21(01): 227-234.
[4] Liu Yuanhai1 Wang Yongjian2 Yu Ao1** Zhang Xinrui1 Li Jiuhong1. Quantum Chemistry Computation on pKa Values of Organic Compounds in Solution [J]. Progress in Chemistry, 2008, 20(09): 1241-1250.
[5] Li Xin|Zhang Weiping**|Li Xiujie|Liu Shenglin. Heterogeneous Catalysts for Olefin Cross-Metathesis [J]. Progress in Chemistry, 2008, 20(0708): 1021-1031.
[6] Chai Xinsheng1,2** Fu Shiyu1 Mo Shuhuan2 Wan Shuangang2 Zhu Junyong3. Static Headspace-Gas Chromatography [J]. Progress in Chemistry, 2008, 20(05): 762-766.
[7]

Li Xiaobing** Liao Shijun

. Pore-filling type Proton Exchange Membrane for Fuel Cells [J]. Progress in Chemistry, 2008, 20(05): 767-770.
[8] Zhang Wenqiang| Yu Bo**| Chen Jing| Xu Jingming. Hydrogen Production through Solid Oxide Electrolysis at Elevated temperatures [J]. Progress in Chemistry, 2008, 20(05): 778-788.
[9] Cheng Changjian1,2 Ge Wei1**. Further Analysis on the Choking Criteria in the EMMS Model [J]. Progress in Chemistry, 2008, 20(04): 620-624.
[10]

Hu Jinfeng1,2**|Gary R.Eldridge1,Yu Yihua3,Mark O's Neil-Johnson2

. High-throughput Natural Product Chemistry Methods and the Application of the Capillary NMR Probe [J]. Progress in Chemistry, 2008, 20(04): 429-440.
[11]

Zheng Yao|Zhou Wei|Ran Ran|Shao Zongping**

. Perovskite as Anode Materials for Solid Oxide Fuel Cells [J]. Progress in Chemistry, 2008, 20(0203): 413-421.
[12] Ge Lei|Ran Ran|Cai Rui|Shao Zongping**. Solid-Acid Fuel Cells [J]. Progress in Chemistry, 2008, 20(0203): 405-412.
[13] Wen Xiaoyan. Modified Carbon Nanotube Gas Sensors [J]. Progress in Chemistry, 2008, 20(0203): 260-264.
[14] Chai Fenglan|Wang Xiangyu**|Tao Jingchao. Chiral Schiff Base Complexes for the Asymmetric Epoxidation [J]. Progress in Chemistry, 2008, 20(0203): 300-311.
[15]

M.G.Finn|Hartmuth C. Kolb|Valery V. Fokin|K.Barry Sharpless(author)|Zhang Xinhao|Wu Yundong(translator)*

. Click Chemistry - Definition and Aims [J]. Progress in Chemistry, 2008, 20(01): 1-5.