Daunorubicin derivatives obtained from daunorubicin and nucleoside dialdehydes

Article abstract of DOI:10.1080/07328319708002524

Nucleoside dialdehydes were obtained by periodate oxidation of adenosine, cytidine, guanosine, uridine or 6-azauridine in the presence of Dowex (1x8; CH₃COO^-). Reductive alkylation of daunorubicin with these dialdehydes in the presence of NaBH₃CN produced a series of 3'-deamino-3'- (4-morpholino)daunorubicin or 13-(R,S)-dihydrodaunorubicin derivatives, the latter being mixtures of two diastereomers at 13-C atom. The morpholino- daunorubicin derivatives containing nucleic base moieties are less cytotoxic than cyanomorpholino-daunorubicin, morpholino-daunorubicin and even than the parent antibiotic.

Full text of DOI:10.1080/07328319708002524

This article was downloaded by: [University of Central Florida]
On: 30 September 2013, At: 04:20
Publisher: Taylor & Francis
Informa Ltd Registered in England and Wales Registered Number: 1072954 Registered
office: Mortimer House, 37-41 Mortimer Street, London W1T 3JH, UK
Nucleosides and Nucleotides
Publication details, including instructions for authors and
subscription information:
http://www.tandfonline.com/loi/lncn19
Daunorubicin Derivatives Obtained
from Daunorubicin and Nucleoside
Dialdehydes
Eugenia N. Olsufyeva a , Nikolai A. Brusentsov b , Nedyalka Todorova
a , Jan Balzarini c , Erik De Clercq c & Maria N. Preobrazhenskaya a
a Institute of New Antibiotics, Russian Academy of Medical Sciences,
Moscow, 119867, Russia
b Cancer Research Center, Russian Academy of Medical Sciences,
Moscow, 115478, Russia
c Rega Institute for Medical Research, B-3000, Leuven, Belgium
Published online: 20 Aug 2006.
To cite this article: Eugenia N. Olsufyeva , Nikolai A. Brusentsov , Nedyalka Todorova , Jan Balzarini ,
Erik De Clercq & Maria N. Preobrazhenskaya (1997) Daunorubicin Derivatives Obtained from
Daunorubicin and Nucleoside Dialdehydes, Nucleosides and Nucleotides, 16:1-2, 87-95, DOI:
10.1080/07328319708002524
To link to this article: http://dx.doi.org/10.1080/07328319708002524
PLEASE SCROLL DOWN FOR ARTICLE
Taylor & Francis makes every effort to ensure the accuracy of all the information (the
“Content”) contained in the publications on our platform. However, Taylor & Francis,
our agents, and our licensors make no representations or warranties whatsoever as to
the accuracy, completeness, or suitability for any purpose of the Content. Any opinions
and views expressed in this publication are the opinions and views of the authors,
and are not the views of or endorsed by Taylor & Francis. The accuracy of the Content
should not be relied upon and should be independently verified with primary sources
of information. Taylor and Francis shall not be liable for any losses, actions, claims,
proceedings, demands, costs, expenses, damages, and other liabilities whatsoever or
howsoever caused arising directly or indirectly in connection with, in relation to or arising
out of the use of the Content.
This article may be used for research, teaching, and private study purposes. Any
substantial or systematic reproduction, redistribution, reselling, loan, sub-licensing,
systematic supply, or distribution in any form to anyone is expressly forbidden. Terms &

Conditions of access and use can be found at http://www.tandfonline.com/page/terms-
and-conditions