Total synthesis and evaluation of iso-duocarmycin SA and iso-yatakemycin (Q37105666)

18 August 2017

Total synthesis and evaluation of iso-duocarmycin SA and iso-yatakemycin (English)

1 reference

18 August 2017

Karen S MacMillan

1

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18 August 2017

Trinh Nguyen

series ordinal

2

1 reference

18 August 2017

Inkyu Hwang

series ordinal

3

1 reference

18 August 2017

Dale L Boger

series ordinal

4

1 reference

18 August 2017

language of work or name

English

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publication date

1 January 2009

1 reference

Journal of the American Chemical Society

18 August 2017

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18 August 2017

131

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18 August 2017

3

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18 August 2017

1187-1194

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An additional spirocyclization for duocarmycin SA

18 August 2017

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2646182

Systematic exploration of the structural features of yatakemycin impacting DNA alkylation and biological activity

14 September 2017

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2646182

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

14 September 2017

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2646182

Sequence-selective DNA recognition: natural products and nature's lessons

14 September 2017

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2646182

Mechanisms of in situ activation for DNA-targeting antitumor agents

14 September 2017

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2646182

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

14 September 2017

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2646182

Duocarmycin A, a new antitumor antibiotic from Streptomyces

14 September 2017

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2646182

A demonstration of the intrinsic importance of stabilizing hydrophobic binding and non-covalent van der Waals contacts dominant in the non-covalent CC-1065/B-DNA binding

14 September 2017

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2646182

Demonstration of a pronounced effect of noncovalent binding selectivity on the (+)-CC-1065 DNA alkylation and identification of the pharmacophore of the alkylation subunit

14 September 2017

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2646182

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

14 September 2017

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2646182

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

3 September 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2646182

Total synthesis, structure revision, and absolute configuration of (+)-yatakemycin

3 September 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2646182

Establishing the parabolic relationship between reactivity and activity for derivatives and analogues of the duocarmycin and CC-1065 alkylation subunits

3 September 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2646182

DNA alkylation properties of yatakemycin

3 September 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2646182

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

3 September 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2646182

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

3 September 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2646182

A Novel Class of CC-1065 and Duocarmycin Analogues Subject to Mitomycin-Related Reductive Activation

3 September 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2646182

Are the Duocarmycin and CC-1065 DNA Alkylation Reactions Acid-Catalyzed? Solvolysis pH-Rate Profiles Suggest They Are Not.

3 September 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2646182

Metal cation complexation and activation of reversed CPyI analogues of CC-1065 and duocarmycin SA: partitioning the effects of binding and catalysis

3 September 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2646182

Molecular basis for sequence selective DNA alkylation by (+)- and ent-(-)-CC-1065 and related agents: alkylation site models that accommodate the offset AT-rich adenine N3 alkylation selectivity

3 September 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=2646182

CC-1065 and the Duocarmycins: Synthetic Studies

3 September 2018

1 reference

12 December 2020

A short total synthesis of aureothin and N-acetylaureothamine

1 reference

12 December 2020

Yatakemycin: total synthesis, DNA alkylation, and biological properties

1 reference

12 December 2020

Duocarmycin SA, a new antitumor antibiotic from Streptomyces sp

1 reference

12 December 2020

An alternative and convenient strategy for generation of substantial quantities of singly 5'-32P-end-labeled double-stranded DNA for binding studies: development of a protocol for examination of functional features of (+)-CC-1065 and the duocarmycin

1 reference

12 December 2020

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

1 reference

12 December 2020

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

1 reference

12 December 2020

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

1 reference

12 December 2020

Catalysis of the CC-1065 and duocarmycin DNA alkylation reaction: DNA binding induced conformational change in the agent results in activation

1 reference

12 December 2020

Yatakemycin, a Novel Antifungal Antibiotic Produced by Streptomyces sp. TP-A0356.

1 reference

COCI

https://opencitations.net/index/api/v1/citations/10.7164/ANTIBIOTICS.56.107

Duocarmycin A, a new antitumor antibiotic from Streptomyces.

12 April 2024

1 reference

12 April 2024

https://opencitations.net/index/api/v1/citations/10.7164/ANTIBIOTICS.41.1915

Identifiers

DOI

10.1021/JA808108Q

1 reference

18 August 2017

1 reference

18 August 2017

PubMed publication ID

19154178

1 reference