Literature DB >> 19028103

From nature to the laboratory and into the clinic.

K C Nicolaou1, Jason S Chen, Stephen M Dalby.   

Abstract

Natural products possess a broad diversity of structure and function, and they provide inspiration for chemistry, biology, and medicine. In this review article, we highlight and place in context our laboratory's total syntheses of, and related studies on, complex secondary metabolites that were clinically important drugs, or have since been developed into useful medicines, namely amphotericin B (1), calicheamicin gamma(1)(I) (2), rapamycin (3), Taxol (4), the epothilones [e.g., epothilones A (5) and B (6)], and vancomycin (7). We also briefly highlight our research with other selected inspirational natural products possessing interesting biological activities [i.e., dynemicin A (8), uncialamycin (9), eleutherobin (10), sarcodictyin A (11), azaspiracid-1 (12), thiostrepton (13), abyssomicin C (14), platensimycin (15), platencin (16), and palmerolide A (17)].

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Year:  2008        PMID: 19028103      PMCID: PMC2665039          DOI: 10.1016/j.bmc.2008.10.089

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  146 in total

Review 1.  Total synthesis and chemical biology of the sarcodictyins.

Authors:  K C Nicolaou; J Pfefferkorn; J Xu; N Winssinger; T Ohshima; S Kim; S Hosokawa; D Vourloumis; F van Delft; T Li
Journal:  Chem Pharm Bull (Tokyo)       Date:  1999-09       Impact factor: 1.645

Review 2.  Immunophilin-ligand complexes as probes of intracellular signaling pathways.

Authors:  S L Schreiber; J Liu; M W Albers; R Karmacharya; E Koh; P K Martin; M K Rosen; R F Standaert; T J Wandless
Journal:  Transplant Proc       Date:  1991-12       Impact factor: 1.066

3.  Adamantaplatensimycin: a bioactive analogue of platensimycin.

Authors:  K C Nicolaou; Troy Lister; Ross M Denton; Ana Montero; David J Edmonds
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

4.  Total synthesis and structural elucidation of azaspiracid-1. Synthesis-based analysis of originally proposed structures and indication of their non-identity to the natural product.

Authors:  K C Nicolaou; David Y-K Chen; Yiwei Li; Noriaki Uesaka; Goran Petrovic; Theocharis V Koftis; Federico Bernal; Michael O Frederick; Mugesh Govindasamy; Taotao Ling; Petri M Pihko; Wenjun Tang; Stepan Vyskocil
Journal:  J Am Chem Soc       Date:  2006-02-22       Impact factor: 15.419

Review 5.  The glycopeptide story--how to kill the deadly 'superbugs'.

Authors:  D H Williams
Journal:  Nat Prod Rep       Date:  1996-12       Impact factor: 13.423

6.  The structure and function of amphotericin B-cholesterol pores in lipid bilayer membranes.

Authors:  T E Andreoli
Journal:  Ann N Y Acad Sci       Date:  1974-05-10       Impact factor: 5.691

7.  Chemistry, Biology, and Medicine of the Glycopeptide Antibiotics.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  1999-08       Impact factor: 15.336

Review 8.  Amphotericin B.

Authors:  A Lemke; A F Kiderlen; O Kayser
Journal:  Appl Microbiol Biotechnol       Date:  2005-04-09       Impact factor: 4.813

9.  Discovery of platencin, a dual FabF and FabH inhibitor with in vivo antibiotic properties.

Authors:  Jun Wang; Srinivas Kodali; Sang Ho Lee; Andrew Galgoci; Ronald Painter; Karen Dorso; Fred Racine; Mary Motyl; Lorraine Hernandez; Elizabeth Tinney; Steven L Colletti; Kithsiri Herath; Richard Cummings; Oscar Salazar; Ignacio González; Angela Basilio; Francisca Vicente; Olga Genilloud; Fernando Pelaez; Hiranthi Jayasuriya; Katherine Young; Doris F Cully; Sheo B Singh
Journal:  Proc Natl Acad Sci U S A       Date:  2007-04-24       Impact factor: 11.205

10.  Taxol stabilizes microtubules in mouse fibroblast cells.

Authors:  P B Schiff; S B Horwitz
Journal:  Proc Natl Acad Sci U S A       Date:  1980-03       Impact factor: 11.205

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  14 in total

Review 1.  Constructing molecular complexity and diversity: total synthesis of natural products of biological and medicinal importance.

Authors:  K C Nicolaou; Christopher R H Hale; Christian Nilewski; Heraklidia A Ioannidou
Journal:  Chem Soc Rev       Date:  2012-06-28       Impact factor: 54.564

Review 2.  Strategies for the Optimization of Natural Leads to Anticancer Drugs or Drug Candidates.

Authors:  Zhiyan Xiao; Susan L Morris-Natschke; Kuo-Hsiung Lee
Journal:  Med Res Rev       Date:  2015-09-11       Impact factor: 12.944

3.  Design, synthesis, and biological evaluation of a biyouyanagin compound library.

Authors:  K C Nicolaou; Silvano Sanchini; David Sarlah; Gang Lu; T Robert Wu; Daniel K Nomura; Benjamin F Cravatt; Beatrice Cubitt; Juan C de la Torre; Ann J Hessell; Dennis R Burton
Journal:  Proc Natl Acad Sci U S A       Date:  2011-01-18       Impact factor: 11.205

Review 4.  Natural Products in the "Marketplace": Interfacing Synthesis and Biology.

Authors:  Benjamin J Huffman; Ryan A Shenvi
Journal:  J Am Chem Soc       Date:  2019-02-13       Impact factor: 15.419

Review 5.  Current status and contemporary approaches to the discovery of antitumor agents from higher plants.

Authors:  Garima Agarwal; Peter J Blanco Carcache; Ermias Mekuria Addo; A Douglas Kinghorn
Journal:  Biotechnol Adv       Date:  2019-01-08       Impact factor: 14.227

Review 6.  The lipophilic bullet hits the targets: medicinal chemistry of adamantane derivatives.

Authors:  Lukas Wanka; Khalid Iqbal; Peter R Schreiner
Journal:  Chem Rev       Date:  2013-02-25       Impact factor: 60.622

7.  Total synthesis and configurational assignment of chondramide A.

Authors:  Anke Schmauder; L David Sibley; Martin E Maier
Journal:  Chemistry       Date:  2010-04-12       Impact factor: 5.236

8.  Bio-inspired synthesis and biological evaluation of a colchicine-related compound library.

Authors:  K C Nicolaou; Roman A Valiulin; Jonathan K Pokorski; Vicki Chang; Jason S Chen
Journal:  Bioorg Med Chem Lett       Date:  2012-04-07       Impact factor: 2.823

9.  Synthesis and biological evaluation of new paclitaxel analogs and discovery of potent antitumor agents.

Authors:  Kyriacos C Nicolaou; Roman A Valiulin
Journal:  Org Biomol Chem       Date:  2013-07-07       Impact factor: 3.876

10.  Synthetic Access to the Mandelalide Family of Macrolides: Development of an Anion Relay Chemistry Strategy.

Authors:  Minh H Nguyen; Masashi Imanishi; Taichi Kurogi; Xuemei Wan; Jane E Ishmael; Kerry L McPhail; Amos B Smith
Journal:  J Org Chem       Date:  2018-02-26       Impact factor: 4.354

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