Literature DB >> 18081297

Direct coupling of catharanthine and vindoline to provide vinblastine: total synthesis of (+)- and ent-(-)-vinblastine.

Hayato Ishikawa1, David A Colby, Dale L Boger.   

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Year:  2008        PMID： 18081297      PMCID： PMC2570212          DOI： 10.1021/ja078192m

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


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  10 in total

1.  Stereocontrolled total synthesis of (+)-vinblastine.

Authors:  Satoshi Yokoshima; Toshihiro Ueda; Satoshi Kobayashi; Ayato Sato; Takeshi Kuboyama; Hidetoshi Tokuyama; Tohru Fukuyama
Journal:  J Am Chem Soc       Date:  2002-03-13       Impact factor: 15.419

2.  Role of chance observations in chemotherapy: Vinca rosea.

Authors:  R L NOBLE; C T BEER; J H CUTTS
Journal:  Ann N Y Acad Sci       Date:  1958-12-05       Impact factor: 5.691

3.  Total synthesis of (-)- and ent-(+)-vindoline.

Authors:  Younggi Choi; Hayato Ishikawa; Juraj Velcicky; Gregory I Elliott; Michael M Miller; Dale L Boger
Journal:  Org Lett       Date:  2005-09-29       Impact factor: 6.005

4.  Application of a modification of the Polonovski reaction to the synthesis of vinblastine-type alkaloids.

Authors:  N Langlois; F Guéritte; Y Langlois; P Potier
Journal:  J Am Chem Soc       Date:  1976-10-27       Impact factor: 15.419

5.  Total synthesis of (-)- and ent-(+)-vindoline and related alkaloids.

Authors:  Hayato Ishikawa; Gregory I Elliott; Juraj Velcicky; Younggi Choi; Dale L Boger
Journal:  J Am Chem Soc       Date:  2006-08-16       Impact factor: 15.419

6.  Total synthesis of indole and dihydroindole alkaloids. IX. Studies on the synthesis of bisindole alkaloids in the vinblastine-vincristine series. The biogenetic approach.

Authors:  J P Kutney; T Hibino; E Jahngen; T Okutani; A H Ratcliffe; A M Treasurywala; S Wunderly
Journal:  Helv Chim Acta       Date:  1976-12-15       Impact factor: 2.164

7.  Inhibition of tubulin-microtubule polymerization by drugs of the Vinca alkaloid class.

Authors:  R J Owellen; C A Hartke; R M Dickerson; F O Hains
Journal:  Cancer Res       Date:  1976-04       Impact factor: 12.701

8.  Total synthesis of indole and dihydroindole alkaloids. VIII. Studies on the synthesis of bisindole alkaloids in the vinblastine-vincristine series. The chloroindolenine approach.

Authors:  J P Kutney; J Beck; F Bylsma; J Cook; W J Cretney; K Fuji; R Imhof; A M Treasurywala
Journal:  Helv Chim Acta       Date:  1975-09-24       Impact factor: 2.164

9.  Alkaloids of Vinca rosea Linn. (Catharanthus roseus G. Don.). V. Preparation and characterization of alkaloids.

Authors:  G H SVOBODA; N NEUSS; M GORMAN
Journal:  J Am Pharm Assoc Am Pharm Assoc       Date:  1959-11

10.  Stereocontrolled total synthesis of (+)-vincristine.

Authors:  Takeshi Kuboyama; Satoshi Yokoshima; Hidetoshi Tokuyama; Tohru Fukuyama
Journal:  Proc Natl Acad Sci U S A       Date:  2004-05-12       Impact factor: 11.205
  10 in total
  64 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

2.  Allenyl azide cycloaddition chemistry. 2,3-cyclopentennelated indole synthesis through indolidene intermediates.

Authors:  Ken S Feldman; D Keith Hester; Malliga R Iyer; Paul J Munson; Carlos Silva López; Olalla Nieto Faza
Journal:  J Org Chem       Date:  2009-07-17       Impact factor: 4.354

3.  Correspondence between flowers and leaves in terpenoid indole alkaloid metabolism of the phytoplasma-infected Catharanthus roseus plants.

Authors:  Suchi Srivastava; Richa Pandey; Sushil Kumar; Chandra Shekhar Nautiyal
Journal:  Protoplasma       Date:  2014-11       Impact factor: 3.356

4.  Synthesis of a Potent Vinblastine: Rationally Designed Added Benign Complexity.

Authors:  Oliver Allemann; Manuela Brutsch; John C Lukesh; Daniel M Brody; Dale L Boger
Journal:  J Am Chem Soc       Date:  2016-07-01       Impact factor: 15.419

5.  Cycloadditions of 1,2,3-Triazines Bearing C5-Electron Donating Substituents: Robust Pyrimidine Synthesis.

Authors:  Christopher M Glinkerman; Dale L Boger
Journal:  Org Lett       Date:  2015-07-14       Impact factor: 6.005

6.  Total synthesis of vinblastine, vincristine, related natural products, and key structural analogues.

Authors:  Hayato Ishikawa; David A Colby; Shigeki Seto; Porino Va; Annie Tam; Hiroyuki Kakei; Thomas J Rayl; Inkyu Hwang; Dale L Boger
Journal:  J Am Chem Soc       Date:  2009-04-08       Impact factor: 15.419

7.  Total synthesis and evaluation of vinblastine analogues containing systematic deep-seated modifications in the vindoline subunit ring system: core redesign.

Authors:  Kristin D Schleicher; Yoshikazu Sasaki; Annie Tam; Daisuke Kato; Katharine K Duncan; Dale L Boger
Journal:  J Med Chem       Date:  2013-01-04       Impact factor: 7.446

8.  Hypervalent iodine(III)-promoted intermolecular C-C coupling of vindoline with β-ketoesters and related substrates.

Authors:  Travis C Turner; Kotaro Shibayama; Dale L Boger
Journal:  Org Lett       Date:  2013-02-19       Impact factor: 6.005

9.  A remarkable series of vinblastine analogues displaying enhanced activity and an unprecedented tubulin binding steric tolerance: C20' urea derivatives.

Authors:  Erick K Leggans; Katharine K Duncan; Timothy J Barker; Kristin D Schleicher; Dale L Boger
Journal:  J Med Chem       Date:  2012-12-17       Impact factor: 7.446

10.  Divergent Total Syntheses of (-)-Pseudocopsinine and (-)-Minovincinine.

Authors:  Xianhuang Zeng; Vyom Shukla; Dale L Boger
Journal:  J Org Chem       Date:  2020-11-18       Impact factor: 4.354
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