Document Detail

Incorporation of N4-behenoyl-1-beta-D-arabinofuranosylcytosine into DNA as 1-beta-D-arabinofuranosylcytosine.
MedLine Citation:
PMID:  2848163     Owner:  NLM     Status:  MEDLINE    
BHAC is a newly synthesized lipophilic derivative of ara-C. To clarify its pharmacological mode of action, P388 murine leukemic cells were incubated with two different types of 14C-labeled BHAC, [cytosine-2-14C]BHAC and [acyl-1-14C]BHAC, and DNA was extracted with phenol. The phenol-extracted DNA was then hydrolyzed by nuclease P1 and analyzed with high-performance liquid chromatography (HPLC). The radioactivity of DNA, from the cells incubated with [cytosine-2-14C]BHAC, was detected as ara-CMP. But the radioactivity of DNA, from the cells incubated with [acyl-1-14C]BHAC, was hardly detected. On the other hand, the main radioactivity of the acid soluble fraction was determined as ara-CTP. On the basis of our results, BHAC is not phosphorylated directly to produce N4-behenoyl-ara-CTP, but is mainly converted to ara-C which subsequently produces ara-CTP, the active metabolite of the drug, and which is then incorporated into DNA.
M Higashigawa; H Ochiai; T Ohkubo; H Kawasaki; T Nobori; H Kamiya; M Sakurai
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Medical oncology and tumor pharmacotherapy     Volume:  5     ISSN:  0736-0118     ISO Abbreviation:  Med Oncol Tumor Pharmacother     Publication Date:  1988  
Date Detail:
Created Date:  1989-01-09     Completed Date:  1989-01-09     Revised Date:  2008-11-21    
Medline Journal Info:
Nlm Unique ID:  8405039     Medline TA:  Med Oncol Tumor Pharmacother     Country:  ENGLAND    
Other Details:
Languages:  eng     Pagination:  265-71     Citation Subset:  IM    
Department of Pediatrics, Mie University School of Medicine, Tsu, Japan.
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MeSH Terms
Antineoplastic Agents / metabolism*
Chromatography, High Pressure Liquid
Cytarabine / analogs & derivatives*,  metabolism*
DNA / biosynthesis*
Nucleotidases / metabolism
Scintillation Counting
Single-Strand Specific DNA and RNA Endonucleases
Tumor Cells, Cultured / metabolism
Reg. No./Substance:
0/Antineoplastic Agents; 0/Phenols; 108-95-2/Phenol; 147-94-4/Cytarabine; 55726-47-1/enocitabine; 9007-49-2/DNA; EC 3.1.3.-/Nucleotidases; EC Specific DNA and RNA Endonucleases

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