Neplanocin A derivatives

• US 4,613,666 A
• Filed: 09/16/1985
• Issued: 09/23/1986
• Est. Priority Date: 12/12/1980
• Status: Expired due to Fees

• Current Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
• Original Assignee: TOYO JOZO Kabushiki Kaisha
• Inventors: Hirano, Takao, Yaginuma, Satoshi, Tsujino, Masatoshi, Ueda, Tooru, Fukukawa, Kiyofumi, Fujii, Tadashiro
• Primary Examiner(s): Rotman, Alan L.
• Application Number:
  US06/776,093
• Time in Patent Office: 372 Days
• Field of Search: 544/244, 544/265, 544/277
• US Class Current: 544/277
• CPC Class Codes: C07D 473/00 Heterocyclic compounds containing purine ring systems
• CPC Class Codes: C07F 9/65616 containing the ring system having three or more than three double bonds between ring members or between ring members and non-ring members, e.g. purine or analogs
• CPC Class Codes: C07H 19/20 with the saccharide radical esterified by phosphoric or polyphosphoric acids

Abstract

Neplanocin A derivatives of the formula ##STR1## wherein R₁ and R₂ are hydrogen or benzoyl, R₃ is hydrogen or OR₈, R₅ is hydrogen or acetyl, R₆ is hydrogen, acetyl or benzoyl, when R₃ is hydrogen, R₄ is hydrogen or halogen, hydroxy, acetoxy, acetylthio, amino or azide, and when R₃ is OR₈, R₄ is hydrogen, R₈ is hydrogen or acetyl, or R₈ and R₅ together form benzylidene, and at least one of R₈, R₅ and R₆ is other than hydrogen. The compounds of the present invention have inhibitory action for the growth of L 5178 Y cells and have the same or superior activity as neplanocin A, and hence are useful as antitumor agents.

Claims

1. 2'"'"',3'"'"',5'"'"'-O-triacetyl neplanocin A.

2. 2'"'"',3'"'"'-O-benzylidene neplanocin A.

3. N⁶, N⁶,5'"'"'-O-tribenzoyl neplanocin A.

4. N⁶,5'"'"'-O-dibenzoyl neplanocin A.