Delineating noncovalent interactions between the azinomycins and double-stranded DNA: Importance of the naphthalene substitution pattern on interstrand cross-linking efficiency

C A S  Landreau; R C  LePla; M  Shipman; A M Z  Slawin; J A  Hartley

doi:10.1021/ol048653y

Delineating noncovalent interactions between the azinomycins and double-stranded DNA: Importance of the naphthalene substitution pattern on interstrand cross-linking efficiency

C A S Landreau, R C LePla, M Shipman, A M Z Slawin, J A Hartley

Research output: Contribution to journal › Article › peer-review

14 Citations (Scopus)

Abstract

Using a series of synthetic azinomycin analogues, it is shown that the efficiency of in vitro DNA interstrand cross-linking is markedly reduced when either the C-5' methyl group or both the C-5' methyl and C-3' methoxy groups are deleted from the naphthalene ring.

Original language	English
Pages (from-to)	3505-3507
Number of pages	3
Journal	Organic Letters
Volume	6
DOIs	https://doi.org/10.1021/ol048653y
Publication status	Published - 30 Sept 2004

Keywords

SEQUENCE SELECTIVITY
CHEMICAL-SYNTHESIS
ANTITUMOR AGENT
CARZINOPHILIN
CYTOTOXICITY
ALKYLATION
NAPHTHOATE
MECHANISM

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10.1021/ol048653y

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abstract = "Using a series of synthetic azinomycin analogues, it is shown that the efficiency of in vitro DNA interstrand cross-linking is markedly reduced when either the C-5' methyl group or both the C-5' methyl and C-3' methoxy groups are deleted from the naphthalene ring.",

keywords = "SEQUENCE SELECTIVITY, CHEMICAL-SYNTHESIS, ANTITUMOR AGENT, CARZINOPHILIN, CYTOTOXICITY, ALKYLATION, NAPHTHOATE, MECHANISM",

author = "Landreau, {C A S} and LePla, {R C} and M Shipman and Slawin, {A M Z} and Hartley, {J A}",

year = "2004",

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doi = "10.1021/ol048653y",

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T1 - Delineating noncovalent interactions between the azinomycins and double-stranded DNA: Importance of the naphthalene substitution pattern on interstrand cross-linking efficiency

AU - Landreau, C A S

AU - LePla, R C

AU - Shipman, M

AU - Slawin, A M Z

AU - Hartley, J A

PY - 2004/9/30

Y1 - 2004/9/30

N2 - Using a series of synthetic azinomycin analogues, it is shown that the efficiency of in vitro DNA interstrand cross-linking is markedly reduced when either the C-5' methyl group or both the C-5' methyl and C-3' methoxy groups are deleted from the naphthalene ring.

AB - Using a series of synthetic azinomycin analogues, it is shown that the efficiency of in vitro DNA interstrand cross-linking is markedly reduced when either the C-5' methyl group or both the C-5' methyl and C-3' methoxy groups are deleted from the naphthalene ring.

KW - SEQUENCE SELECTIVITY

KW - CHEMICAL-SYNTHESIS

KW - ANTITUMOR AGENT

KW - CARZINOPHILIN

KW - CYTOTOXICITY

KW - ALKYLATION

KW - NAPHTHOATE

KW - MECHANISM

UR - http://www.scopus.com/inward/record.url?scp=6444238095&partnerID=8YFLogxK

U2 - 10.1021/ol048653y

DO - 10.1021/ol048653y

M3 - Article

SN - 1523-7060

VL - 6

SP - 3505

EP - 3507

JO - Organic Letters

JF - Organic Letters

ER -

Delineating noncovalent interactions between the azinomycins and double-stranded DNA: Importance of the naphthalene substitution pattern on interstrand cross-linking efficiency

Abstract

Keywords

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