Literature DB >> 19639994

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

Karen S MacMillan1, Dale L Boger.   

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Year:  2009        PMID: 19639994      PMCID: PMC2755654          DOI: 10.1021/jm9006214

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


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  41 in total

1.  CC-1065 and the Duocarmycins: Synthetic Studies.

Authors:  Dale L. Boger; Christopher W. Boyce; Robert M. Garbaccio; Joel A. Goldberg
Journal:  Chem Rev       Date:  1997-05-08       Impact factor: 60.622

2.  Duocarmycin SA, a new antitumor antibiotic from Streptomyces sp.

Authors:  M Ichimura; T Ogawa; K Takahashi; E Kobayashi; I Kawamoto; T Yasuzawa; I Takahashi; H Nakano
Journal:  J Antibiot (Tokyo)       Date:  1990-08       Impact factor: 2.649

3.  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

4.  Molecular basis for sequence-specific DNA alkylation by CC-1065.

Authors:  L H Hurley; C S Lee; J P McGovren; M A Warpehoski; M A Mitchell; R C Kelly; P A Aristoff
Journal:  Biochemistry       Date:  1988-05-17       Impact factor: 3.162

5.  CC-1065 (NSC 298223), a potent new antitumor agent improved production and isolation, characterization and antitumor activity.

Authors:  D G Martin; C Biles; S A Gerpheide; L J Hanka; W C Krueger; J P McGovren; S A Mizsak; G L Neil; J C Stewart; J Visser
Journal:  J Antibiot (Tokyo)       Date:  1981-09       Impact factor: 2.649

6.  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

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.  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

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  34 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.  Duocarmycin SA, a potent antitumor antibiotic, sensitizes glioblastoma cells to proton radiation.

Authors:  Kristopher E Boyle; Dale L Boger; Andrew Wroe; Marcelo Vazquez
Journal:  Bioorg Med Chem Lett       Date:  2018-04-04       Impact factor: 2.823

Review 3.  Internalization, Trafficking, Intracellular Processing and Actions of Antibody-Drug Conjugates.

Authors:  Shi Xu
Journal:  Pharm Res       Date:  2015-06-25       Impact factor: 4.200

4.  A five-membered lactone prodrug of CBI-based analogs of the duocarmycins.

Authors:  Mika Uematsu; Daniel M Brody; Dale L Boger
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

5.  Natural product synthesis at the interface of chemistry and biology.

Authors:  Jiyong Hong
Journal:  Chemistry       Date:  2014-07-10       Impact factor: 5.236

6.  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

7.  The quest for supernatural products: the impact of total synthesis in complex natural products medicinal chemistry.

Authors:  Zhi-Chen Wu; Dale L Boger
Journal:  Nat Prod Rep       Date:  2020-11-10       Impact factor: 13.423

8.  Chromatin structure determines accessibility of a hairpin polyamide-chlorambucil conjugate at histone H4 genes in pancreatic cancer cells.

Authors:  Christine Jespersen; Elisabetta Soragni; C James Chou; Paramjit S Arora; Peter B Dervan; Joel M Gottesfeld
Journal:  Bioorg Med Chem Lett       Date:  2012-04-25       Impact factor: 2.823

Review 9.  The discovery and development of inhibitors of fatty acid amide hydrolase (FAAH).

Authors:  Katerina Otrubova; Cyrine Ezzili; Dale L Boger
Journal:  Bioorg Med Chem Lett       Date:  2011-06-28       Impact factor: 2.823

10.  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

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