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Chemical Compound Review:

KNI-727 (4S)-3-[(2S,3S)-3-[2-(2,6...

Synonyms: CHEMBL282457, AG-E-38270, SureCN13788241, JE-1482, AC1L9PMK, ...

Hamada, Y. et al., Matsumoto, H. et al., Sohma, Y. et al.

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Disease relevance of KNI-727

We designed and synthesized a series of water-soluble prodrugs of the HIV-1 protease inhibitor KNI-727 (1), which is a sparingly water-soluble drug with a water solubility of 5.5 microg/mL [1].
We designed and synthesized a series of highly water-soluble prodrugs of an HIV protease inhibitor, KNI-727 (1), containing tandem-linked two auxiliary units, a solubilizing moiety and a self-cleavable spacer [2].

High impact information on KNI-727

To improve the low water-solubility of HIV protease inhibitors, we synthesized water-soluble prodrugs of KNI-727, a potent small-sized dipeptide-type HIV-1 protease inhibitor consisting of an Apns-Dmt core (Apns; allophenylnorstatine, Dmt; (R)-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid) as inhibitory machinery [3].

References

Development of water-soluble prodrugs of the HIV-1 protease inhibitor KNI-727: importance of the conversion time for higher gastrointestinal absorption of prodrugs based on spontaneous chemical cleavage. Sohma, Y., Hayashi, Y., Ito, T., Matsumoto, H., Kimura, T., Kiso, Y. J. Med. Chem. (2003) [Pubmed]
Controlled drug release: new water-soluble prodrugs of an HIV protease inhibitor. Matsumoto, H., Sohma, Y., Kimura, T., Hayashi, Y., Kiso, Y. Bioorg. Med. Chem. Lett. (2001) [Pubmed]
Water-soluble prodrugs of dipeptide HIV protease inhibitors based on O-->N intramolecular acyl migration: Design, synthesis and kinetic study. Hamada, Y., Matsumoto, H., Yamaguchi, S., Kimura, T., Hayashi, Y., Kiso, Y. Bioorg. Med. Chem. (2004) [Pubmed]

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