Literature DB >> 19554689

An additional spirocyclization for duocarmycin SA.

Karen S MacMillan1, Dale L Boger.   

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Year:  2008        PMID: 19554689      PMCID: PMC2891557          DOI: 10.1021/ja806593w

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


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  14 in total

1.  The DNA phosphate backbone is not involved in catalysis of the duocarmycin and CC-1065 DNA alkylation reaction.

Authors:  Yves Ambroise; Dale L Boger
Journal:  Bioorg Med Chem Lett       Date:  2002-02-11       Impact factor: 2.823

2.  Alkylation of duplex DNA in nucleosome core particles by duocarmycin SA and yatakemycin.

Authors:  John D Trzupek; Joel M Gottesfeld; Dale L Boger
Journal:  Nat Chem Biol       Date:  2006-01-15       Impact factor: 15.040

3.  Synthesis and antitumor activity of duocarmycin derivatives: A-ring pyrrole analogues of duocarmycin B2.

Authors:  S Nagamura; E Kobayashi; K Gomi; H Saito
Journal:  Bioorg Med Chem       Date:  1996-08       Impact factor: 3.641

4.  Asymmetric total synthesis of (+)- and ent-(-)-yatakemycin and duocarmycin SA: evaluation of yatakemycin key partial structures and its unnatural enantiomer.

Authors:  Mark S Tichenor; John D Trzupek; David B Kastrinsky; Futoshi Shiga; Inkyu Hwang; Dale L Boger
Journal:  J Am Chem Soc       Date:  2006-12-13       Impact factor: 15.419

5.  Structure of the (+)-CC-1065-DNA adduct: critical role of ordered water molecules and implications for involvement of phosphate catalysis in the covalent reaction.

Authors:  C H Lin; J M Beale; L H Hurley
Journal:  Biochemistry       Date:  1991-04-16       Impact factor: 3.162

6.  Yatakemycin, a novel antifungal antibiotic produced by Streptomyces sp. TP-A0356.

Authors:  Yasuhiro Igarashi; Katsuyuki Futamata; Tsuyoshi Fujita; Akira Sekine; Hisato Senda; Hideo Naoki; Tamotsu Furumai
Journal:  J Antibiot (Tokyo)       Date:  2003-02       Impact factor: 2.649

7.  Solution kinetics of CC-1065 A-ring opening: substituent effects and general acid/base catalysis.

Authors:  Daniel V LaBarbera; Edward B Skibo
Journal:  J Am Chem Soc       Date:  2006-03-22       Impact factor: 15.419

8.  Rational design, synthesis, and evaluation of key analogues of CC-1065 and the duocarmycins.

Authors:  Mark S Tichenor; Karen S MacMillan; James S Stover; Scott E Wolkenberg; Maria G Pavani; Lorenzo Zanella; Abdel N Zaid; Gianpiero Spalluto; Thomas J Rayl; Inkyu Hwang; Pier Giovanni Baraldi; Dale L Boger
Journal:  J Am Chem Soc       Date:  2007-10-19       Impact factor: 15.419

Review 9.  CC-1065 and the duocarmycins: unraveling the keys to a new class of naturally derived DNA alkylating agents.

Authors:  D L Boger; D S Johnson
Journal:  Proc Natl Acad Sci U S A       Date:  1995-04-25       Impact factor: 11.205

10.  DNA alkylation properties of yatakemycin.

Authors:  Jay P Parrish; David B Kastrinsky; Scott E Wolkenberg; Yasuhiro Igarashi; Dale L Boger
Journal:  J Am Chem Soc       Date:  2003-09-10       Impact factor: 15.419

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  9 in total

1.  Synthesis and evaluation of duocarmycin SA analogs incorporating the methyl 1,2,8,8a-tetrahydrocyclopropa[c]oxazolo[2,3-e]indol-4-one-6-carboxylate (COI) alkylation subunit.

Authors:  Kristopher E Boyle; Karen S MacMillan; David A Ellis; James P Lajiness; William M Robertson; Dale L Boger
Journal:  Bioorg Med Chem Lett       Date:  2010-02-02       Impact factor: 2.823

2.  Natural products: Beyond grind and find.

Authors:  Scott J Miller; Jon Clardy
Journal:  Nat Chem       Date:  2009-07       Impact factor: 24.427

3.  Synthesis and evaluation of a series of C5'-substituted duocarmycin SA analogs.

Authors:  William M Robertson; David B Kastrinsky; Inkyu Hwang; Dale L Boger
Journal:  Bioorg Med Chem Lett       Date:  2010-03-25       Impact factor: 2.823

4.  Synthesis and Preliminary Evaluation of Duocarmycin Analogues Incorporating the 1,2,11,11a-Tetrahydrocyclopropa[c]naphtho[2,3-e]indol-4-one (CNI) and 1,2,11,11a-Tetrahydrocyclopropa[c]naphtho[1,2-e]indol-4-one (iso-CNI) Alkylation Subunits.

Authors:  Carla M Gauss; Akiyuki Hamasaki; Jay P Parrish; Karen S Macmillan; Thomas J Rayl; Inkyu Hwang; Dale L Boger
Journal:  Tetrahedron       Date:  2009-08-15       Impact factor: 2.457

5.  Synthesis and evaluation of a thio analogue of duocarmycin SA.

Authors:  Karen S MacMillan; James P Lajiness; Carlota Lopez Cara; Romeo Romagnoli; William M Robertson; Inkyu Hwang; Pier Giovanni Baraldi; Dale L Boger
Journal:  Bioorg Med Chem Lett       Date:  2009-10-17       Impact factor: 2.823

Review 6.  Fundamental relationships between structure, reactivity, and biological activity for the duocarmycins and CC-1065.

Authors:  Karen S MacMillan; Dale L Boger
Journal:  J Med Chem       Date:  2009-10-08       Impact factor: 7.446

7.  Evaluation of a reductively activated duocarmycin prodrug against murine and human solid cancers.

Authors:  George A Vielhauer; Megan Swink; Nikhil K Parelkar; James P Lajiness; Amanda L Wolfe; Dale Boger
Journal:  Cancer Biol Ther       Date:  2013-06       Impact factor: 4.742

8.  Total synthesis and evaluation of iso-duocarmycin SA and iso-yatakemycin.

Authors:  Karen S MacMillan; Trinh Nguyen; Trihn Nguyen; Inkyu Hwang; Dale L Boger
Journal:  J Am Chem Soc       Date:  2009-01-28       Impact factor: 15.419

9.  The Difference a Single Atom Can Make: Synthesis and Design at the Chemistry-Biology Interface.

Authors:  Dale L Boger
Journal:  J Org Chem       Date:  2017-10-13       Impact factor: 4.354

  9 in total

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