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Chemical Compound Review

Oxetanocin     [(2R,3R,4R)-2-(6-aminopurin- 9-yl)-4...

Synonyms: Oxetanocin A, CHEMBL116430, SureCN3417634, AC1L2HND, AR-1D2808, ...
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Disease relevance of NK 84-0218

  • Inhibition of infectivity of human immunodeficiency virus by a novel nucleoside, oxetanocin, and related compounds [1].
  • A novel nucleoside with an oxetanosyl-N-glycoside has been recently isolated from a culture filtrate from Bacillus megaterium and named oxetanocin A (N. Shimada, S. Hasegawa, T. Harada, T. Tomisawa, A. Fujii, and T. Takita, J. Antibiot. 39:1623-1625, 1986) [2].
  • However, when directly compared for their antiviral potency against HSV-1 with their parents oxetanocin A and oxetanocin G, compounds 4a and 4b proved clearly less active [3].
  • In this study, we evaluated the antiherpesvirus activity of oxetanocin A and its derivatives and found that 9-(2-deoxy-2-hydroxymethyl-beta-D-erythro-oxetanosyl)guanine (OXT-G) was very potent and selective in inhibiting the replication of human cytomegalovirus (HCMV) in vitro [2].
  • A-73209 is a novel oxetanocin derivative with potent in vitro and in vivo activity against VZV, HSV-1, and HSV-2 [4].

High impact information on NK 84-0218


  1. Inhibition of infectivity of human immunodeficiency virus by a novel nucleoside, oxetanocin, and related compounds. Seki, J., Shimada, N., Takahashi, K., Takita, T., Takeuchi, T., Hoshino, H. Antimicrob. Agents Chemother. (1989) [Pubmed]
  2. Selective inhibition of human cytomegalovirus replication by a novel nucleoside, oxetanocin G. Nishiyama, Y., Yamamoto, N., Takahash, K., Shimada, N. Antimicrob. Agents Chemother. (1988) [Pubmed]
  3. Carbocyclic oxetanocins lacking the C-3' methylene. Wu, J., Schneller, S.W., Seley, K.L. J. Med. Chem. (1997) [Pubmed]
  4. Efficacy of A-73209, a potent orally active agent against VZV and HSV infections. Alder, J., Mitten, M., Norbeck, D., Marsh, K., Kern, E.R., Clement, J. Antiviral Res. (1994) [Pubmed]
  5. Cyclobut-A and cyclobut-G, carbocyclic oxetanocin analogs that inhibit the replication of human immunodeficiency virus in T cells and monocytes and macrophages in vitro. Hayashi, S., Norbeck, D.W., Rosenbrook, W., Fine, R.L., Matsukura, M., Plattner, J.J., Broder, S., Mitsuya, H. Antimicrob. Agents Chemother. (1990) [Pubmed]
  6. Synthesis and antiviral activity of adenosine deaminase-resistant oxetanocin A derivatives: 2-halogeno-oxetanocin A. Masuda, A., Kitagawa, M., Tanaka, A., Saito, S., Shimada, N., Ikeda, R., Hoshino, H., Daikoku, T., Nishiyama, Y. J. Antibiot. (1993) [Pubmed]
  7. Synthesis and antiviral activities of carbocyclic oxetanocin analogues. Maruyama, T., Sato, Y., Horii, T., Shiota, H., Nitta, K., Shirasaka, T., Mitsuya, H., Honjo, M. Chem. Pharm. Bull. (1990) [Pubmed]
  8. Cloning of oxetanocin A biosynthetic and resistance genes that reside on a plasmid of Bacillus megaterium strain NK84-0128. Morita, M., Tomita, K., Ishizawa, M., Takagi, K., Kawamura, F., Takahashi, H., Morino, T. Biosci. Biotechnol. Biochem. (1999) [Pubmed]
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