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Chemical Compound Review:

Siastatin B (3S,4S,5S,6R)-6-acetamido- 4,5-dihydroxy...

Synonyms: AC1MIEAM, CHEMBL201657, AG-F-91094, S8063_SIGMA, CTK8G3096, ...

Miyagi, T. et al., Shitara, E. et al., Nishimura, Y. et al., Nishimura, Y. et al.

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 Siastatin B

[reaction: see text] 6-Acetamido-5-amino- and -5-guanidino-3, 4-dehydro-N-(2-ethylbutyryl)-3-piperidinecarboxylic acids (8 and 9) have been synthesized starting from natural siastatin B, a bacterial neuraminidase inhibitor isolated from Streptomyces culture in a stereospecific fashion [1].
Totally synthetic analogues of siastatin B. III. Trifluoroacetamide analogues having inhibitory activity for tumor metastasis [2].
When 4-nitrophenyloxamic acid and siastatin B, inhibitors of bacterial sialidases, and synthetic thioglycoside GM3 analogue Neu5Ac alpha-s-(2-6)Gal beta(1-4)Glc beta(1-1) ceramide, an inhibitor of influenza virus sialidase, were tested, they did not affect any activity of the rat sialidases [3].

High impact information on Siastatin B

Synthesis and activity of 1-N-iminosugar inhibitors, siastatin B analogues for alpha-N-acetylgalactosaminidase and beta-N-acetylglucosaminidase [4].

References

Synthesis of 6-acetamido-5-amino- and -5-guanidino-3, 4-dehydro-N-(2-ethylbutyryl)- 3-piperidinecarboxylic acids related to zanamivir and oseltamivir, inhibitors of influenza virus neuraminidases. Shitara, E., Nishimura, Y., Nerome, K., Hiramoto, Y., Takeuchi, T. Org. Lett. (2000) [Pubmed]
Totally synthetic analogues of siastatin B. III. Trifluoroacetamide analogues having inhibitory activity for tumor metastasis. Nishimura, Y., Kudo, T., Kondo, S., Takeuchi, T., Tsuruoka, T., Fukuyasu, H., Shibahara, S. J. Antibiot. (1994) [Pubmed]
Differential effect of various inhibitors on four types of rat sialidase. Miyagi, T., Hata, K., Hasegawa, A., Aoyagi, T. Glycoconj. J. (1993) [Pubmed]
Synthesis and activity of 1-N-iminosugar inhibitors, siastatin B analogues for alpha-N-acetylgalactosaminidase and beta-N-acetylglucosaminidase. Nishimura, Y., Satoh, T., Kudo, T., Kondo, S., Takeuchi, T. Bioorg. Med. Chem. (1996) [Pubmed]

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