Synthesis and biological evaluation of a carbocyclic azanoraristeromycin siderophore conjugate. NLM AIDSLINE Important note: Information in this article was accurate in 1999. The state of the art may have changed since the publication date.

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Synthesis and biological evaluation of a carbocyclic azanoraristeromycin siderophore conjugate.

Nucleosides Nucleotides. 1999 Feb;18(2):217-25. Unique Identifier : AIDSLINE MED/99166246
Ghosh A; Miller MJ; De Clercq E; Balzarini J; Department of Chemistry and Biochemistry, University of Notre; Dame, IN 46556, USA.

Abstract: Synthesis and biological evaluation of a carbocyclic azanoraristeromycin siderophore conjugate 22 is reported. Coupling of previously prepared L-alanyl-4'-azanoraristeromycin 19 with protected tripeptide trihydroxamate 20, followed by hydrogenolytic removal of all protecting groups, provided the first carbocylic azanoraristeromycin siderophore conjugate (22, 8 with iron). Compounds 19 and 22 showed inhibitory activity against tumor cells, and conjugate 22, in particular, displayed significant activity against those viruses (i.e. reo, parainfluenza, vaccinia, cytomegalo) that are known to be inhibited by S-adenosylhomocysteine hydrolase inhibitors.
Keywords: JOURNAL ARTICLE Adenosine/ANALOGS & DERIVATIVES/PHARMACOLOGY Animal Anti-HIV Agents/CHEMICAL SYNTHESIS/PHARMACOLOGY Antiviral Agents/*CHEMICAL SYNTHESIS/PHARMACOLOGY Cell Division/DRUG EFFECTS Ferrichrome/CHEMISTRY Human Mice Molecular Structure Nuclear Magnetic Resonance Siderophores/*CHEMICAL SYNTHESIS/PHARMACOLOGY Spectrum Analysis, Mass Support, Non-U.S. Gov't Support, U.S. Gov't, P.H.S. T-Lymphocytes/DRUG EFFECTS Tumor Cells, CulturedKWDjournalarticleadenosine/analogs&derivatives/pharmacologyanimalanti-hivagents/chemicalsynthesis/pharmacologyantiviralagents/KWDchemicalsynthesis/pharmacologycelldivision/drugeffectsferrichrome/chemistryhumanmicemolecularstructurenuclearmagneticresonancesiderophores/KWDchemicalsynthesis/pharmacologyspectrumanalysis,masssupport,non-uKWDsKWDgov'tsupport,uKWDsKWDgov't,pKWDhKWDsKWDt-lymphocytes/drugeffectstumorcells,cultured
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A9960951

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