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Synthesis and antiviral activities of carbocyclic oxetanocin analogues.

Chemical & pharmaceutical bulletin (1990-10-01)
T Maruyama, Y Sato, T Horii, H Shiota, K Nitta, T Shirasaka, H Mitsuya, M Honjo
ABSTRACT

9-Cyclobutyladenine (4a), cis- and trans-9-[3- (hydroxymethyl)cyclobutyl]adenine (4b) and 9-[3,3-bis(hydroxymethyl)cyclobutyl]adenine(4d) were prepared from the corresponding cyclobutylamine derivatives (1a, 1b and 1d). Guanine congeners (9a, cis- and trans-9b and 9d) and carbocyclic oxetanocin G (1',2'-trans-9f) were also prepared. Carbocyclic oxetanocin A(1',2'-trans-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 cis-9b showed an in vitro antiretroviral activity against human immunodeficiency virus (type 1).

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Cyclobutylamine, 98%