Formation ofβ-Galactosyl Compounds of Arabinosylcytosine in Growing Culture ofSporobolomyces singularis

Bioscience, Biotechnology, and Biochemistry
1994.0

Abstract

Two new compounds of 1-beta-D-arabinofuranosylcytosine (ara-C) were found to be produced in a high yield in a culture filtrate of Sporobolomyces singularis, when grown on a medium containing lactose and ara-C. The compounds I and II were obtained as white needle crystals from the culture filtrate by preparative paper chromatography, gel-filtration on Sephadex G-10 and Toyopearl HW-40S, lyophilization, and ethanol treatment. The compounds I and II were identified as 3'-O-(beta-D-galactopyranosyl)-ara-C and 3'-O-[beta-D-galactopyranosyl-(1-->4)-O-beta-D-galactopyranosyl]-ara-C, respectively, on the basis of the various experimental results, viz., elementary analyses, UV, IR, 1H-, and 13C-NMR spectra, and products by hydrolysis with alpha- and beta-galactosidases. Also, the yeast produced a large amount of 3'-O-beta-galactosyl compounds of adenosine and inosine in the culture filtrate when grown on a medium containing lactose and their ribonucleosides.

Knowledge Graph

Similar Paper

Formation of<i>β</i>-Galactosyl Compounds of Arabinosylcytosine in Growing Culture of<i>Sporobolomyces singularis</i>
Bioscience, Biotechnology, and Biochemistry 1994.0
Formation of 3′-<i>O</i>-β-Galactosyl Compounds of 5-Bromouridine by<i>Sporobolomyces singularis</i>
Bioscience, Biotechnology, and Biochemistry 2003.0
Isolation of 1-.BETA.-D-Arabinofuranosylcytosine from the Mushroom Xerocomus nigromaculatus HONGO.
Chemical and Pharmaceutical Bulletin 1992.0
Synthesis of N-Acetylglucosamine-Modified ara-C and Its Effect on Ovarian Cancer Cells
Journal of Medicinal Chemistry 1994.0
Nucleosides and nucleotides. 95. Improved synthesis of 1-(2-azido-2-deoxy-.beta.-D-arabinofuranosyl)cytosine (Cytarazid) and -thymine. Inhibitory spectrum of Cytarazid on the growth of various human tumor cells in vitro
Journal of Medicinal Chemistry 1991.0
2'-O-Nitro-1-.beta.-D-arabinofuranosylcytosine. A new derivative of 1-.beta.-D-arabinofuranosylcytosine that resists enzymic deamination and has antileukemic activity
Journal of Medicinal Chemistry 1983.0
Nucleoside conjugates. 7. Synthesis and antitumor activity of 1-.beta.-D-arabinofuranosylcytosine conjugates of ether lipids
Journal of Medicinal Chemistry 1986.0
Reactions of 2-acyloxyisobutyryl halides with nucleosides. 8. Synthesis and biological evaluation of some 3'-acyl and 3',5'-diacyl derivatives of 1-.beta.-D-arabinofuranosylcytosine
Journal of Medicinal Chemistry 1976.0
Synthesis and in vitro cytostatic activity of new β - d -arabino furan[1′,2′:4,5]oxazolo- and arabino-pyrimidinone derivatives
European Journal of Medicinal Chemistry 2010.0
Nucleoside conjugates. 10. Synthesis and antitumor activity of 1-.beta.-D-arabinofuranosylcytosine 5'-diphosphate-1,2-dipalmitins
Journal of Medicinal Chemistry 1988.0