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Chemical Compound Review:

Phosmidosine (2S)-N-[[(2R,3S,4R,5R)-5-(6- amino-8-oxo-7H...

Synonyms: SureCN4346112, AC1L9V1N, 134966-01-1

Kakeya, H. et al., Moriguchi, T. et al., Sekine, M. et al., Uramoto, M. et al., Osada, H.

Sekine, Okada, Seio, Kakeya, Osada, Obata, Sasaki,

Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.

Disease relevance of AIDS-008558

A new nucleotide antibiotic, phosmidosine was isolated from a culture filtrate of a newly isolated streptomycete identified as Streptomyces sp. RK-16 [1].

High impact information on AIDS-008558

Inhibition of cyclin D1 expression and phosphorylation of retinoblastoma protein by phosmidosine, a nucleotide antibiotic [2].
In serum-stimulated cells, phosmidosine did not affect the activation of the mitogen-activated protein kinase cascade [2].
Furthermore, in tsFT210 cells, a temperature-sensitive cdc2 mutant isolated from the mouse mammary carcinoma cell line FM3A, phosmidosine, irreversibly inhibited the cell cycle progression at G1 without affecting the G2 to M transition [2].
In this report, we studied the effect of phosmidosine, a proline-containing nucleotide on the serum-induced cell cycle progression in human lung fibroblast WI-38 cells [2].
Taken together, phosmidosine arrested cells at a specific point between the start point and restriction point in G1 and is a useful drug that may contribute to the understanding of the regulatory mechanisms of G1 progression [2].

Biological context of AIDS-008558

The antitumor activities of these modified analogues were extensively studied to clarify the structure-activity relationship of phosmidosine [3].
Phosmidosine is known to have potent antitumor activity and the unique property of stopping cell growth at the G(1) phase in the cell cycle [3].
Moreover, it turned out that these phosmidosine derivatives showed characteristic inhibitory activities against cancer cells independent of their p53 phenotypes [4].

Anatomical context of AIDS-008558

The growth inhibitory activity of phosmidosine 1b, its diastereomer 1a, and phosmidosine B in various tumor cell lines was evaluated by the MTT assay [4].

Associations of AIDS-008558 with other chemical compounds

Reveromycin A and phosmidosine inhibited the protein synthesis of mammalian cells and arrested the cell cycle at G1 phase [5].

Gene context of AIDS-008558

Phosmidosine suppressed S-phase entry and arrested cell cycle progression at the G1 phase [2].

References

Isolation and characterization of phosmidosine. A new antifungal nucleotide antibiotic. Uramoto, M., Kim, C.J., Shin-Ya, K., Kusakabe, H., Isono, K., Phillips, D.R., McCloskey, J.A. J. Antibiot. (1991) [Pubmed]
Inhibition of cyclin D1 expression and phosphorylation of retinoblastoma protein by phosmidosine, a nucleotide antibiotic. Kakeya, H., Onose, R., Liu, P.C., Onozawa, C., Matsumura, F., Osada, H. Cancer Res. (1998) [Pubmed]
Synthesis of chemically stabilized phosmidosine analogues and the structure--activity relationship of phosmidosine. Sekine, M., Okada, K., Seio, K., Kakeya, H., Osada, H., Obata, T., Sasaki, T. J. Org. Chem. (2004) [Pubmed]
First synthesis and anticancer activity of phosmidosine and its related compounds. Moriguchi, T., Asai, N., Okada, K., Seio, K., Sasaki, T., Sekine, M. J. Org. Chem. (2002) [Pubmed]
Development and application of bioprobes for Mammalian cell cycle analyses. Osada, H. Current medicinal chemistry. (2003) [Pubmed]

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