A Facile Enzymatic Synthesis of 5'-(3-sn-Phosphatidyl)nucleosides and Their Antileukemic Activities

• SHUTO SATOSHI

  Reseach Laboratories, Toyo Jozo Co., Ltd.,

• ITOH HIROMICHI

  Reseach Laboratories, Toyo Jozo Co., Ltd.,

• UEDA SHIGERU

  Reseach Laboratories, Toyo Jozo Co., Ltd.,

• IMAMURA SHIGEYUKI

  Reseach Laboratories, Toyo Jozo Co., Ltd.,

• FUKUKAWA KIYOFUMI

  Reseach Laboratories, Toyo Jozo Co., Ltd.,

• TSUJINO MASATOSHI

  Reseach Laboratories, Toyo Jozo Co., Ltd.,

• MATSUDA AKIRA

  Faculty of Pharmaceutical Sciences, Hokkaido University

• UEDA TOHRU

  Faculty of Pharmaceutical Sciences, Hokkaido University

Abstract

Phospholipase D from Streptomyces effectively catalyzed the transfer reaction of the phosphatidyl residue from 3-sn-phosphatidylcholine to the 5'-hydroxyl group of nuclesides in a two-phase system. Thus, a variety of 5'-(3-sn-phosphatidyl)nucleosides could be readily prepared in high yields by means of this reaction. Among them, phosphatidyl-FUR (3b), phosphatidyl-Ara FC (8b), and phoshatidyl-neplanocin A (12b) each produced a significant increase in the life span mice bearing i.p.-implanted P388 leukemia, being more effective than the parent nucleosides.

Journal

• Chemical & pharmaceutical bulletin

  Chemical & pharmaceutical bulletin 36 (1), 209-217, 1988-01-25

  The Pharmaceutical Society of Japan

Keywords

• 5'-(3-sn-phosphatidyl)nucleoside
• phospholipase D
• transphosphatidylation
• antitumor nucleoside
• antileukemic activity
• P388 mouse leukemia
• nucleoside 5'-phosphate

Details

• CRID: 1573950402227946880
• NII Article ID: 110003626674
• NII Book ID: AA00602100
• ISSN: 00092363
• Web Site: https://search.jamas.or.jp/link/ui/1988113558
• Text Lang: en
• Data Source:
  • CiNii Articles