DNA strand scission by bleomycin group antibiotics

Hiroshi Sugiyama; Guy M. Ehrenfeld; Joshua B. Shipley; Robert E. Kilkuskie; Li Ho Chang; Sidney M. Hecht

doi:10.1021/np50042a001

DNA strand scission by bleomycin group antibiotics

Hiroshi Sugiyama, Guy M. Ehrenfeld, Joshua B. Shipley, Robert E. Kilkuskie, Li Ho Chang, Sidney M. Hecht

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

90 Scopus citations

Abstract

Certain properties of the bleomycin analogs deglycobleomycin A₂ and decarbamoylbleomycin A₂ have been characterized. In common with bleomycin A₂, both deglycobleomycin A₂ and decarbamoylbleomycin A₂ were found to mediate DNA degradation in the presence of Fe(II)+O₂. Both analogs were found to have essentially the same sequence selectivity for DNA strand scission as bleomycin A₂ when a 5 ' ‘-[²³P]-end-labeled linear duplex DNA derived from SV40 DNA was employed as a substrate. Product analysis for the three analogs was carried out by assay for malondialdehyde (precursors) after digestion of calf thymus DNA, and also by hplc analysis of the digestion products formed from the dodecanucleotide d(CGCTTTAAAGCG). All three Fe(II)*bleomycin A₂ analogs produced the same products, albeit not in the same relative amounts.

Original language	English (US)
Pages (from-to)	869-877
Number of pages	9
Journal	Journal of Natural Products
Volume	48
Issue number	6
DOIs	https://doi.org/10.1021/np50042a001
State	Published - Nov 1985
Externally published	Yes

ASJC Scopus subject areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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title = "DNA strand scission by bleomycin group antibiotics",

abstract = "Certain properties of the bleomycin analogs deglycobleomycin A2 and decarbamoylbleomycin A2 have been characterized. In common with bleomycin A2, both deglycobleomycin A2 and decarbamoylbleomycin A2 were found to mediate DNA degradation in the presence of Fe(II)+O2. Both analogs were found to have essentially the same sequence selectivity for DNA strand scission as bleomycin A2 when a 5 ' {\textquoteleft}-[23P]-end-labeled linear duplex DNA derived from SV40 DNA was employed as a substrate. Product analysis for the three analogs was carried out by assay for malondialdehyde (precursors) after digestion of calf thymus DNA, and also by hplc analysis of the digestion products formed from the dodecanucleotide d(CGCTTTAAAGCG). All three Fe(II)*bleomycin A2 analogs produced the same products, albeit not in the same relative amounts.",

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year = "1985",

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language = "English (US)",

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pages = "869--877",

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publisher = "American Chemical Society",

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T1 - DNA strand scission by bleomycin group antibiotics

AU - Sugiyama, Hiroshi

AU - Ehrenfeld, Guy M.

AU - Shipley, Joshua B.

AU - Kilkuskie, Robert E.

AU - Chang, Li Ho

AU - Hecht, Sidney M.

PY - 1985/11

Y1 - 1985/11

N2 - Certain properties of the bleomycin analogs deglycobleomycin A2 and decarbamoylbleomycin A2 have been characterized. In common with bleomycin A2, both deglycobleomycin A2 and decarbamoylbleomycin A2 were found to mediate DNA degradation in the presence of Fe(II)+O2. Both analogs were found to have essentially the same sequence selectivity for DNA strand scission as bleomycin A2 when a 5 ' ‘-[23P]-end-labeled linear duplex DNA derived from SV40 DNA was employed as a substrate. Product analysis for the three analogs was carried out by assay for malondialdehyde (precursors) after digestion of calf thymus DNA, and also by hplc analysis of the digestion products formed from the dodecanucleotide d(CGCTTTAAAGCG). All three Fe(II)*bleomycin A2 analogs produced the same products, albeit not in the same relative amounts.

AB - Certain properties of the bleomycin analogs deglycobleomycin A2 and decarbamoylbleomycin A2 have been characterized. In common with bleomycin A2, both deglycobleomycin A2 and decarbamoylbleomycin A2 were found to mediate DNA degradation in the presence of Fe(II)+O2. Both analogs were found to have essentially the same sequence selectivity for DNA strand scission as bleomycin A2 when a 5 ' ‘-[23P]-end-labeled linear duplex DNA derived from SV40 DNA was employed as a substrate. Product analysis for the three analogs was carried out by assay for malondialdehyde (precursors) after digestion of calf thymus DNA, and also by hplc analysis of the digestion products formed from the dodecanucleotide d(CGCTTTAAAGCG). All three Fe(II)*bleomycin A2 analogs produced the same products, albeit not in the same relative amounts.

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DNA strand scission by bleomycin group antibiotics

Abstract

ASJC Scopus subject areas

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