SYNTHESIS AND ANTIVIRAL ACTIVITIES OF CARBOCYCLIC OXETANOCIN ANALOGS

被引：44
|
作者：
MARUYAMA, T
SATO, Y
HORII, T
SHIOTA, H
NITTA, K
SHIRASAKA, T
MITSUYA, H
HONJO, M
机构：
[1] TOKUSHIMA BUNRI UNIV, FAC PHARMACEUT SCI, YAMASHIRO, TOKUSHIMA 770, JAPAN
[2] UNIV TOKUSHIMA, SCH MED, TOKUSHIMA 770, JAPAN
[3] NCI, CLIN ONCOL PROGRAM, BETHESDA, MD 20892 USA
来源：
CHEMICAL & PHARMACEUTICAL BULLETIN | 1990年 / 38卷 / 10期
关键词：
adenine; antiviral activity; carbocyclic nucleoside; carbocyclic oxetanocin; cyclobutane; guanine; herpes simplex virus; human immunodeficiency virus; oxetanocin;
D O I：
10.1248/cpb.38.2719
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
9-Cyclobutyladenine (4a), cis- and trans-9- [3-(hydroxymethyl)cyclobutyl] adenine (4b) and 9-[3,3-bis(hydroxy-methyl)cyclobutyl]adenine(4d) were prepared from the corresponding cyclobutylamine derivatives (1a, lb and Id). Guanine congeners (9a, cis- and trans-9b and 9d) and carbocyclic oxetanocin G (\\\\\\\\\\\\\\\\2 ‘-trans-9f) were also prepared. Carbocyclic oxetanocin A(l ‘,2’-tra/i5-4f), the preparation of which we have already published, and G were found to be active against herpes simplex virus (type 1 and 2) in vitro, while cis-4b and civ-9b showed an in vitro antiretroviral activity against human immunodeficiency virus (type 1). © 1990, The Pharmaceutical Society of Japan. All rights reserved.
引用
收藏
页码：2719 / 2725
页数：7
相关论文
共 50 条
  • [41] SYNTHESIS AND ANTIVIRAL ACTIVITY OF ALKYLPHOSPHONIC ACID-DERIVATIVES OF OXETANOCIN-A
    OGINO, Y
    NISHIYAMA, S
    YAMAMURA, S
    IZAWA, T
    KATO, K
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (16) : 1991 - 1994
  • [42] SYNTHESIS OF CARBOCYCLIC ANALOGS OF LIPID-X
    AUGYDOREY, S
    DALKO, P
    GERO, SD
    QUICLETSIRE, B
    EUSTACHE, J
    STUTZ, P
    TETRAHEDRON, 1993, 49 (36) : 7997 - 8006
  • [43] SYNTHESIS OF CARBOCYCLIC ANALOGS OF NICOTINAMIDE RIBONUCLEOSIDES AND RIBONUCLEOTIDES
    SLAMA, JT
    FEDERATION PROCEEDINGS, 1985, 44 (05) : 1400 - 1400
  • [44] SYNTHESIS OF RACEMIC CARBOCYCLIC CYCLOPROPANOID NUCLEOSIDE ANALOGS
    CSUK, R
    VONSCHOLZ, Y
    TETRAHEDRON, 1995, 51 (26) : 7193 - 7206
  • [45] SYNTHESIS AND PHARMACOLOGICAL ACTIVITY OF CARBOCYCLIC ANALOGS OF MUSCARINE
    LAMBRECHT, G
    MUTSCHLER, E
    ARCHIV DER PHARMAZIE, 1974, 307 (12) : 904 - 909
  • [46] SYNTHESIS AND BIOLOGICAL EVALUATION OF CARBOCYCLIC ANALOGS OF RIBAVIRIN
    NOBLE, SA
    BEDDALL, NE
    BEVERIDGE, AJ
    MARR, CLP
    MO, CL
    MYERS, PL
    PENN, CR
    STORER, R
    WOODS, JM
    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 1991, 10 (1-3): : 487 - 490
  • [47] SYNTHESIS OF THE (+/-)-CARBOCYCLIC ANALOGS OF ASCORBIC AND ISOASCORBIC ACID
    SCHACHTNER, J
    STACHEL, HD
    POLBORN, K
    TETRAHEDRON, 1995, 51 (33) : 9005 - 9014
  • [48] Synthetic analogs of calanolide A and their antiviral activities
    Gupta, PK
    Blumbergs, P
    Sun, H
    Varma, RK
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1996, 212 : 24 - MEDI
  • [49] ANTIFUNGAL AND ANTIVIRAL ACTIVITIES OF BENANOMICINS AND THEIR ANALOGS
    KONDO, S
    GOMI, S
    IKEDA, D
    HAMADA, M
    TAKEUCHI, T
    IWAI, H
    SEKI, J
    HOSHINO, H
    JOURNAL OF ANTIBIOTICS, 1991, 44 (11): : 1228 - 1236
  • [50] NUCLEOSIDE ANALOGS .5. SYNTHESIS OF CARBOCYCLIC PYRIMIDINE NUCLEOSIDE ANALOGS
    TADANO, KI
    HORIUCHI, S
    SUAMI, T
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1978, 51 (03) : 897 - 900
12345