Nicolaou, K.C. - Rice University - Department of Chemistry

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Nicolaou, K.C. Professor 收藏完善纠错
Rice University Department of Chemistry
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个人简介

K.C. Nicolaou was born on July 5, 1946, in Cyprus where he grew up and went to school until the age of 18. In 1964, he went to England where he spent two years learning English and preparing to enter the University. He studied chemistry at the University of London. (B.Sc., 1969, Bedford College; Ph.D. 1972, University College, with Professors F. Sondheimer and P.J. Garratt) In 1972, he moved to the United States and, after postdoctoral appointments at Columbia University (1972-1973, Professor T.J. Katz) and Harvard University (1973-1976, Professor E.J. Corey), he joined the faculty at the University of Pennsylvania where he rose through the ranks to become the Rhodes-Thompson Professor of Chemistry. In 1989, he accepted joint appointments at the University of California, San Diego, where he was Distinguished Professor of Chemistry, and The Scripps Research Institute where he was the Darlene Shiley Professor of Chemistry, and Chairman of the Department of Chemistry. In 1996, he was appointed Aline W. and L.S. Skaggs Professor of Chemical Biology in The Skaggs Institute for Chemical Biology, The Scripps Research Institute. In May 2013, Dr. Nicolaou joined Rice University as the Harry C. and Olga K. Wiess Professor of Chemistry in the BioScience Research Collaborative. He serves on the Scientific Advisory Board of numerous scientific journals and is an advisor to several biotechnology and pharmaceutical companies. K.C. Nicolaou's research interests include the chemistry, biology, and medicine of natural and designed molecules. The group's research activities are centered around the total synthesis of architecturally novel and biologically important natural products which serve as opportunities for discovery and invention of novel synthetic strategies, methods, and enabling technologies for biology and medicine. He is the author or co-author of more than 760 publications, 73 patents and 5 books. Among K.C. Nicolaou's Awards and Honors are the ACS A.C. Cope Scholar Award (USA), the ACS Award for Creative Work in Synthetic Organic Chemistry (USA), the Janssen Prize (Belgium), the ACS Nichols Medal (USA), the ACS Guenther Award in the Chemistry of Natural Products (USA), the Inhoffen Medal (Germany), the ACS Linus Pauling Medal (USA), the ACS Esselen Award for Chemistry in the Public Interest (USA), the Yamada Prize (Japan), the Aspirin Prize for Solidarity through Chemistry (Spain), the Max Tishler Prize (Harvard University, USA), the Paul Karrer Gold Medal (Switzerland), the Ernst Schering Prize (Germany), the Nagoya Gold Medal of Organic Chemistry (Nagoya University, Japan), the Tetrahedron Prize for Creativity in Organic Chemistry (International), the Centenary Prize (Royal Society of Chemistry, UK), the ACS Nobel Laureate Signature Award for Graduate Education in Chemistry (USA), the ACS A.C. Cope Award (USA), the Benjamin Franklin Medal (USA), the Rolf Sammet Guest Professorship (Germany), the Chinese Academy of Sciences Einstein Professorship, the Nemitsas Prize in Chemistry (Cyprus) and several honorary degrees. He is a Member of the New York Academy of Sciences, a Fellow of the American Academy of Arts and Sciences, a Member of the National Academy of Sciences (USA), a Corresponding Member of the Academy of Athens, a Member of the German Academy of Sciences Leopoldina, a Member of the American Philosophical Society, and a Foreign Member of the Royal Society of London.

研究领域

The advent of organic synthesis and the understanding of the structure of the molecule stand as two of the most profound developments of all time. Their advancement and exploitation led to the development of the molecular sciences including chemistry, biology and medicine. Total synthesis—the art of constructing the molecules of living nature in the laboratory—has played a crucial role in these developments by challenging and driving forward organic synthesis, thereby facilitating the drug discovery and development process, material sciences, biotechnology and nanotechnology, among other disciplines. Today the synthesis of biologically active molecules—natural or designed—is at the center of biomedical research, manifesting itself as a creative art and a precise science that enables biology and medicine as well as striving to advance itself to higher levels of sophistication and efficiency. In our laboratories we are pursuing both the advancement of synthesis and its application to chemical biology and pharmaceutical research. Thus, we strive to discover and develop new synthetic strategies and technologies and employ them in the synthesis of molecular complexity and diversity relevant to biology and medicine. Emphasis is placed on collaborative biomedical research with academic and industrial laboratories around the world. Current research programs include the synthesis and investigation of biologically active substances, including antitumor, antibacterial and antiviral agents, and marine neurotoxins, among others. Examples of past accomplishments from the group include the synthesis of the endiandric acids (plant secondary metabolites), amphotericin B (antifungal drug), calicheamicin γ1I (anticancer drug), rapamycin (immunosuppressive and anticancer drug), Taxol® (anticancer drug), brevetoxins B and A (marine neurotoxins), epothilones A and B (anticancer agents), vancomycin (antibiotic of last resort), azaspiracids (marine neurotoxins), and thiostrepton (veterinary antibiotic). We have also produced educational tools for graduate and undergraduate students such as the Classics in Total Synthesis series (I, II, and III) and Molecules That Changed the World.

近期论文

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After 2010 706. Synthesis of Functionalized Maoecrystal V Core Structures, K.C. Nicolaou, L. Dong, L. Deng, A.C. Talbot, D.Y.-K. Chen, Chem. Commun. 2010, 46, 70–72. 707. Cell Volume Decrease as a Link Between Azaspiracid-Induced Cytotoxicity and c-jun-N-Terminal Kinase Activation in Cultured Neurons, C. Vale, K.C. Nicolaou, M.O. Frederick, M.R. Vieytes, L.M. Botana, Toxicol. Sci. 2010, 113, 158–168. 708. Involvement of Capsase Activation in Azaspiracid-Induced Neurotoxicity in Neocortical Neurons, Z. Cao, K.T. Lepage, M.O. Frederick, K.C. Nicolaou, T.F. Murray, Toxicol. Sci. 2010, 214, 323–334. 709. Total Synthesis of (+)-Echinopines A and B, K.C. Nicolaou, H. Ding, J.-A. Richard, D.Y.-K. Chen, J. Am. Chem. Soc. 2010, 132, 3815–3118. 710. An Expedient Procedure for the Oxidative Cleavage of Olefinic Bonds with PhI(OAc)2, NMO, and Catalytic OsO4, K.C. Nicolaou, V.A. Adsool, C.R.H. Hale, Org. Lett. 2010, 12, 1552–1555. 711. Origins of Regioselectivity of Diels–Alder Reactions for the Synthesis of Bisanthraquinone Antibiotic BE-43472B, A.E. Haydon, J. Becker, Y.H. Lim, K.C. Nicolaou, K.N. Houk, J. Org. Chem. 2010, 75, 922–928. 712. Synthesis of the ABCDEFG Ring System of Maitotoxin, K.C. Nicolaou, R.J. Aversa, J. Jin, F. Rivas, J. Am. Chem. Soc. 2010, 132, 6855–6861. 713. Total Synthesis and Structural Revision of Vannusals A and B. Synthesis of the Originally Assigned Structure of Vannusal B, K.C. Nicolaou, A. Ortiz, H. Zhang, P. Dagneau, Lanver, A.; Jennings, M. P.; Arseniyadis, S.; Faraoni, R.; Lizos, D. E. J. Am. Chem. Soc. 2010, 132, 7138–7152. 714. Total Synthesis and Structural Revision of Vannusals A and B. Synthesis of the True Structures of Vannusals A and B, K.C. Nicolaou, A. Ortiz, H. Zhang, G. Guella, J. Am. Chem. Soc. 2010, 132, 7153–7176. 715. Total Synthesis and Biological Evaluation of the Resveratrol-Derived Polyphenol Natural Products Hopeanol and Hopeahainol A, K.C. Nicolaou, Q. Kang, T.R. Wu, C.S. Lim, D.Y.-K. Chen, J. Am. Chem. Soc. 2010, 132, 7540–7548. 716. Total Synthesis of Englerin A, K.C. Nicolaou, Q. Kang, S.Y. Ng, D.Y.-K. Chen, J. Am. Chem. Soc. 2010, 132, 8219–8222. 717. Total Synthesis and Structural Revision of Biyouyanagin B, K.C. Nicolaou, S. Sanchini, T.R. Wu, D. Sarlah, Chem. Eur. J. 2010, 16, 7678–7682. 718. Synthesis of the QRSTU Domain of Maitotoxin and Its 85-epi- and 86-epi-Diastereomers, K.C. Nicolaou, C.F. Gelin, J.H. Seo, Z. Huang, T. Umezawa, J. Am. Chem. Soc. 2010, 132, 9900–9907. 719. Asymmetric Total Synthesis of Cylindrocyclophanes A and F Through Cyclodimerization and a Ramberg–Bäcklund Reaction, K.C. Nicolaou, Y.-P. Sun, H. Korman, D. Sarlah, Angew. Chem. Int. Ed. 2010, 49, 5875–5878. 720. Total Synthesis of Sporolide B and 9-epi-Sporolide B, K.C. Nicolaou, J. Wang, Y. Tang, L. Botta, J. Am. Chem. Soc. 2010, 132, 11350–353. 721. Invigorating Education, K.C. Nicolaou, Angew. Chem. Int. Ed. 2011, 50, 63–74. 722. Synthesis of the C'D'E'F' Domain of Maitotoxin, K C. Nicolaou, J.H. Seo, T. Nakamura, R.J. Aversa, J. Am. Chem. Soc. 2011, 133, 214–219. 723. Synthesis of the WXYZA' Domain of Maitotoxin, K C. Nicolaou, T.M. Baker, T. Nakamura, J. Am. Chem. Soc. 2011, 133, 220–226. 724. Total Synthesis and Biological Evaluation of Monorhizopodin and 16-epi-Monorhizopodin, K.C. Nicolaou, X. Jiang, P.J. Lindsay-Scott, A. Corbu, S. Yamashiro, A. Bacconi, V.M. Fowler, Angew. Chem. Int. Ed. 2011, 50, 1139–1144. 725. Total Synthesis and Biological Evaluation of Marinopyrrole A and Analogs, K.C. Nicolaou, N.L. Simmons, J.S. Chen, N.M. Haste, V. Nizet, Tetrahedron Lett. 2011, 52, 2041–2043. 726. Maitotoxin: An Inspiration for Synthesis, K.C. Nicolaou, R.J. Aversa, Isr. J. Chem. 2011, 51, 359–377. 727. Design, Synthesis and Biological Evaluation of a Biyouyanagin Library, K.C. Nicolaou, S. Sanchini, D. Sarlah, G. Lu, D.K. Nomura, B.F. Cravatt, B. Cubitt, J.C. de la Torre, A.J. Hessell, D.R. Burton, Proc. Natl. Acad. Sci. U.S.A. 2011, 108, 6715–6720. 728. Addressing the Stereochemistry of Complex Organic Molecules by Density Functional Theory-NMR: Vannusal B in Retrospective, G. Saielli, K.C. Nicolaou, A. Ortiz, H. Zhang, A. Bagno, J. Am. Chem. Soc. 2011, 133, 6072–6077. 729. An Expedient Synthesis of a Functionalized Core Structure of Bielschowskysin, K.C. Nicolaou, V.A. Adsool, C.R.H. Hale, Angew. Chem. Int. Ed. 2011, 50, 5149–5152. 730. Enantioselective Dichlorinatoin of Allylic Alcohols, K.C. Nicolaou, N.L. Simmons, Y. Ying, P.M. Heretsch, J.S. Chen, J. Am. Chem. Soc. 2011, 133, 8134–8137. 731. Total Synthesis of Epicoccin G, K.C. Nicolaou, S. Totokotsopoulos, D. Giguère, Y. Sun, D. Sarlah, J. Am. Chem. Soc. 2011, 133, 8150–8153. 732. Proteomic Signature of Fatty Acid Biosynthesis Inhibition Available for In Vivo Mechanism of Action Studies, M. Wenzel, M Patra, D. Alrecht, D.Y.-K. Chen, K.C. Nicolaou, N. Metzler-Nolte, J.E. Bandow, Antimicrob. Agents Chemother. 2011, 55, 2590–2596. 733. Synthesis of the Carboline Disaccharide Domain of Shishijimicin A, K.C. Nicolaou, J.L. Kiappes, W. Tian, V.B. Gondi, J. Becker, Org. Lett. 2011, 13, 3924–3927. 734. Sulfonamides as a New Scaffold for Hypoxia Inducible Factor Pathway Inhibitors, C. Tan, R. de Noronha, N.S. Devi, A.A. Jabbar, S. Kaluz, Y.Liu, S. Reid Mooring, K.C. Nicolaou, B. Wang, E.G. Van Meir, Bioorg. Med. Chem. Lett. 2011, 21, 5528–5532. 735. Synthesis and Biological Evaluation of 2',4'- and 3',4'-Bridged Nucleoside Analogues, K.C. Nicolaou, S.P. Ellery, F. Rivas, K. Saye, E. Rogers, T.J. Workinger, M. Schallenberger, R. Tawatao, A. Montero, A. Hessell, F. Romesberg, D. Carson, D. Burton, Bioorg. Med. Chem. 2011, 19, 5648–5669. 736. Bioinspired Synthesis of Hirsutellones A, B and C, K.C. Nicolaou, Y.-P. Sun, D. Sarlah, W. Zhan, T.R. Wu, Org. Lett. 2011, 13, 5707–5710. 737. A Practical Sulfenylation of 2,5-Diketopiperazines, K.C. Nicolaou, D. Giguère, S. Totokotsopoulos, Y.-P. Sun, Angew. Chem. Int. Ed. 2012, 51, 728–732. 738. Synthesis of Macroheterocycles through Intramolecular Oxidative Coupling of Furanoid b-Ketoesters, K.C. Nicolaou, C.R.H. Hale, C. Ebner, C. Nilewski, C.F. Ahles, D. Rhoades, Angew. Chem. Int. Ed. 2012, 51, 4726–4730. 739. Bio-inspired Synthesis and Biological Evaluation of a Colchicine-related Compound Library, K.C. Nicolaou, R.A. Valiulin, J.K. Pokorski, V. Chang, J.S. Chen, Bioorg. Med. Chem. Lett. 2012, 22, 3776–3780. 740. Total Syntheses of Anominine and Tubingensin A, M. Bian, Z. Wang, X. Xiong, Y. Sun, C. Matera, K.C. Nicolaou, A. Li, J. Am. Chem. Soc. 2012, 134, 8078–8081. 741. Constructing Molecular Complexity and Diversity: Total Synthesis of Natural Products of Biological and Medicinal Importance, K.C. Nicolaou, C.R.H. Hale, C. Nilewski, H.A. Ioannidou, Chem. Soc. Rev. 2012, 41, 5185–5238. 742. A Total Synthesis Trilogy: Calicheamicin γ1I, Taxol, and Brevetoxin A, K.C. Nicolaou, C.R.H. Hale, C. Nilewski, Chem. Rec. 2012, 12, 407–441. 743. Aldehyde Dehydrogenase Inhibitors: A Comprehensive Review of the Pharmacology, Mechanism of Action, Substrate Specificity, and Clinical Application, V. Koppaka, D.C. Thompson, Y. Chen, M. Ellermann, K.C. Nicolaou, R.O. Juvonen, D. Petersen, R.A. Deitrich, T.D. Hurley, V. Vasiliou, Pharmacol. Rev. 2012, 64, 520–539. 744. Synthesis and Biological Evaluation of Epidithio-, Epitetrathio- and bis-(Methylthio)diketopiperazines: Synthetic Methodology, Enantioselective Total Synthesis of Epicoccin G, 8,8'-epi-ent-Rostratin B, Gliotoxin, Gliotoxin G, Emethallicin E and Haematocin and Discovery of New Antiviral and Antimalarial Agents, K.C. Nicolaou, M. Lu, S. Totokotsopoulos, P. Heretsch, D. Giguère, Y. Sun, D. Sarlah, T.H. Nguyen, I.C. Wolf, D.F. Smee, C.W. Day, S. Bopp, E.A. Winzeler, J. Am. Chem. Soc. 2012, 134, 17320–17332. 745. Arylsulfonamide KCN1 Inhibits In Vivo Glioma Growth and Interferes with HIF Signaling by Disrupting HIF-1α Interaction with Cofactors p300/CBP, S. Yin, S. Kaluz, N.S. Devi, A.A. Jabbar, R.G. de Noronha, J. Mun, Z. Zhang, P.R. Boreddy, W. Wang, Z. Wang, T. Abbruscato, Z. Chen, J.J. Olson, R. Zhang, M.M. Goodman, K.C. Nicolaou, E.G. Van Meir, Clin. Cancer Res. 2012, 18, 6623–6633. 746. How Thiostrepton Was Made in the Laboratory, K.C. Nicolaou, Angew. Chem. Int. Ed. 2012, 51, 12414–12436. 747. The Emergence of the Structure of the Molecule and the Art of Its Synthesis, K.C. Nicolaou, Angew. Chem. Int. Ed. 2013, 52, 131–146. 748. General Synthetic Approach to Functionalized Dihydrooxepines, K.C. Nicolaou, R. Yu, L. Shi, Q. Cai, M. Lu, P. Heretsch, Org. Lett. 2013, 15, 1994–1997. 749. Synthesis and Biological Evaluation of New Paclitaxel Analogs and Discovery of Potent Antitumor Agents, K.C. Nicolaou, R.A. Valiulin, Org. Biomol. Chem. 2013, 11, 4154–4163. 750. Total Synthesis and Structural Revision of Viridicatumtoxin B, K. C. Nicolaou, C. Nilewski, C. R. H. Hale, H. A. Ioannidou, A. ElMarrouni, L. G. Koch, Angew. Chem. Int. Ed. 2013, 52, 8736–8741. 751. Synthesis and Antioxidation Evaluation of (S,S)- (R,R)-Secoisolariciresinal Diglucosides (SDGs), O.P. Mishra, N. Simmons, S. Tyagi, R. Pietrofesa, V.V. Shuvaev, R.A. Valiulin, P. Heretsch, K.C. Nicolaou, M. Christofidou-Solomidou, Bioorg. Med. Chem. Lett. 2013, 23, 5325–5328. 752. Microsphere-based Immunoassay for the Detection of Azaspiracids, L.P. Rodríguez, N. Vilariño, M.C. Louzao, T.J. Dickerson, K.C. Nicolaou, M.O. Frederick, L.M. Botana, Anal. Biochem. 2014, 447, 58–63. 753. In Vivo Arrhythmogenicity of the Marine Biotoxin Azaspiracid-2 in Rats, S.F. Ferreiro, N. Vilariño, C. Carrera, M.C. Louzao, G. Santamarina, A.G. Cantalapiedra, L.P. Rodríguez, J.M. Cifuentes, A.C. Vieira, K.C. Nicolaou, M.O. Frederick, L.M. Botana, Arch. Toxicol. 2014, 88, 425–434. 754. Organic Synthesis: The Art of Replicating the Molecules of Living Nature and Others Like Them in the Laboratory, K.C. Nicolaou, Proc. Royal Soc. A 2014, 470, 20130690. 755. Cyclic Marinopyrrole Derivatives as Disruptors of Mcl-1 and Bcl-xL Binding to Bim, C. Cheng, Y. Liu, M. E. Balasis, N. L. Simmons, J. Li, H. Song, L. Pan, Y. Qin, K. C. Nicolaou, S. M. Sebti, R. Li, Mar. Drugs 2014, 12, 1335-1348. 756. The Endeavor of Total Synthesis and Its Impact on Chemistry, Biology, and Medicine, K.C. Nicolaou, C.R.H. Hale, Natl. Sci. Rev. 2014, 1, 233-252. 757. Academic–Industrial Partnerships in Drug Discovery and Development, K.C. Nicolaou, Angew. Chem. Int. Ed. 2014, 53, 4730-4731. 758. Marinopyrrole Derivatives with Sulfide Spacers as Selective Disruptors of Mcl-1 Binding to Pro-Apoptotic Protein Bim, C. Cheng, Y. Liu, M.E. Balasis, T.P. Garner, J. Li, N.L. Simmons, N. Berndt, H. Song, L. Pan, Y. Qin, K.C. Nicolaou, E. Gavathiotis, S.M. Sebti, R. Li. Mar. Drugs 2014, 12, 4311–4325. 759. Advancing the Drug Discovery and Development Process, K.C. Nicolaou, Angew. Chem. Int. Ed. 2014, 53, 9128–9140. 760. Total Synthesis of Viridicatumtoxin B and Analogues Thereof: Stretegy Evolution, Structural Revision, and Biological Evaluation, K.C. Nicolaou, C.R.H. Hale, C. Nilewski, H.A. Ioannidou, A. ElMarrouni, L.G. Nilewski, K. Beabout, T.T. Wang, Y. Shamoo, J. Am. Chem. Soc. 2014, 136, 12137–12160. 761. Total Synthesis of Δ12-Prostaglandin J3, a Highly Potent and Selective Antileukemic Agent, K.C. Nicolaou, P. Heretsch, A. ElMarrouni, C.R.H. Hale, K.K. Pulukuri, A.K. Kudva, V. Narayan, K.S. Prabhu, Angew. Chem. Int. Ed. 2014, 53, 10443–10447. 762. Total Synthesis of Myceliothermophins C, D and E, K.C. Nicolaou, L. Shi, M. Lu, M.R. Pattanayak, A.A. Shah, H.A. Ioannidou, M. Lamani, Angew. Chem. Int. Ed. 2014, 53, 10970–10974. 763. The Chemistry–Biology–Medicine Continuum and the Drug Discovery and Development Process in Academia, K.C. Nicolaou, Chem. Biol. 2014, 21, 1039–1045. 764. In Vitro Chronic Effects on hERG Channel Caused by the Marine Biotoxin Azaspiracid-2, S.F. Ferreiro, N. Vilariño, M.C. Louzao, K.C. Nicolaou, M.O. Frederick, L.M. Botana, Toxicon 2014, 78, 69–75. 765. Organic Synthesis, K.C. Nicolaou, C. Nilewski, in Discoveries in Modern Science: Exploration, Invention, Technology, J. Trefil, Ed., eBook, Macmillan Reference USA, MI, 2014. 766. Synthesis and Biological Evaluation of QRSTUVWXYZA′ Domains of Maitotoxin, K.C. Nicolaou, P. Heretsch, T. Nakamura, A. Rudo, M. Murata, K. Konoki, J. Am. Chem. Soc. 2014, 136, 16444–16451. 767. Total Synthesis of Trioxacarcin DC-45-A2, K.C. Nicolaou, Q. Cai, B. Qin, M.T. Peterson, R.J.T. Mikkelsen, P. Heretsch, Angew. Chem. Int. Ed. 2014, 53, in press. 768. Synthesis and Biological Evaluation of Dimeric Furanoid Macroheterocycles: Discovery of New Anticancer Agents, K. C. Nicolaou, C. Nilewski, C. R. H. Hale, C. F. Ahles, C. A. Chiu, C. Ebner, A. ElMarrouni, L. Yang, K. Stiles, D. Nagrath, J. Am. Chem. Soc. 2015, 137, 4766–4770. 769. Total Synthesis and Structural Revision of Antibiotic CJ-16,264, K. C. Nicolaou, A. A. Shah, H. Korman, T. Khan, L. Shi, W. Worawalai, E. A. Theodorakis, Angew. Chem. Int. Ed. 2015, 54, 9203-9208. 770. Total Synthesis of Shishijimicin A, K. C. Nicolaou, Z. Lu, R. Li, J. R. Woods, T. Sohn, J. Am. Chem. Soc. 2015, 137 (27), 8716–8719. 771. Practical Synthesis of p- and o-Amino- and Methoxyphenolic Anthraquinones, K. C. Nicolaou, M. Lu, P. Chen, and A. A. Shah, Angew. Chem. Int. Ed. 2015, 54, 12687-12691. 772. Synthesis and Biological Evaluation of Novel Epothilone B Side Chain Analogues, K. C. Nicolaou, D. Rhoades, Y. Wang, S. Totokotsopoulos, R. Bai, E. Hamel, ChemMedChem 2015. DOI: 10.1002/cmdc.201500401. 773. Synthesis and Biopharmaceutical Evaluation of Imatinib Analogues Featuring Unusual Structural Motifs, K. C. Nicolaou, D. Vourloumis, S. Totokotsopoulos, A. Papakyriakou, H. Karsunky, H. Fernando, J. Gavrilyuk, D. Webb, A. F. Stepan, ChemMedChem 2015. DOI: 10.1002/cmdc.201500510

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