DNA-Binding Properties of Cosmomycin D, an Anthracycline with Two Trisaccharide Chains

RENATA L. A. FURLAN; STEPHEN J. WATT; LEANDRO M. GARRIDO; GUSTAVO P. AMARANTE-MENDES; MOHAMMAD NUR-E-ALAM; JURGEN ROHR; ALFREDO BRAÑA; CARMEN MENDEZ; JOSE A. SALAS; MARGARET M. SHEIL; JENNIFER L. BECK; GABRIEL PADILLA

doi:10.7164/antibiotics.57.647

RENATA L. A. FURLAN, STEPHEN J. WATT, LEANDRO M. GARRIDO, GUSTAVO P. AMARANTE-MENDES, MOHAMMAD NUR-E-ALAM, JURGEN ROHR, ALFREDO BRAÑA, CARMEN MENDEZ, JOSE A. SALAS, MARGARET M. SHEIL, JENNIFER L. BECK, GABRIEL PADILLA

Author information

RENATA L. A. FURLAN
Institute of Biomedical Sciences, University of Sao Paulo
STEPHEN J. WATT
Department of Chemistry, University of Wollongong
LEANDRO M. GARRIDO
Institute of Biomedical Sciences, University of Sao Paulo
GUSTAVO P. AMARANTE-MENDES
Institute of Biomedical Sciences, University of Sao Paulo
MOHAMMAD NUR-E-ALAM
College of Pharmacy, University of Kentucky
JURGEN ROHR
College of Pharmacy, University of Kentucky
ALFREDO BRAÑA
Department of Functional Biology and Institute of Oncology of the Asturias Principate (IUOPA), University of Oviedo
CARMEN MENDEZ
Department of Functional Biology and Institute of Oncology of the Asturias Principate (IUOPA), University of Oviedo
JOSE A. SALAS
Department of Functional Biology and Institute of Oncology of the Asturias Principate (IUOPA), University of Oviedo
MARGARET M. SHEIL
Department of Chemistry, University of Wollongong
JENNIFER L. BECK
Department of Chemistry, University of Wollongong
GABRIEL PADILLA
Institute of Biomedical Sciences, University of Sao Paulo

JOURNAL FREE ACCESS

2004 Volume 57 Issue 10 Pages 647-654

DOI https://doi.org/10.7164/antibiotics.57.647

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Abstract

Cosmomycin D (CosD) is the major constituent fraction isolated from a culture of Streptomyces olindensis ICB20. The ability of this compound to intercalate with double-stranded DNA was studied by gel mobility shift assays and electrospray ionization mass spectrometry (ESI-MS). ESI-MS experiments showed that the complex of CosD with 16-mer double-stranded DNA was at least as stable as a complex of daunorubicin with the same DNA sequence. This is the first study showing DNA binding properties of an anthracycline containing a β-rhodomycinone aglycone chromophore O-linked to two trisaccharide chains.

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