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Volumn 18, Issue 16, 2008, Pages 4620-4623

Stereoselectivity of binding of α-(N-benzylamino)benzylphosphonic acids to prostatic acid phosphatase

Author keywords

Aminophosphonic acid; Binding mode; Inhibition; Molecular modeling; Prostatic acid phosphatase

Indexed keywords

ACID PHOSPHATASE PROSTATE ISOENZYME; PHOSPHONIC ACID DERIVATIVE;

EID: 48649105425     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2008.07.021     Document Type: Article
Times cited : (29)

References (21)
  • 15
    • 48649086836 scopus 로고    scopus 로고
    • note
    • Compounds 1a and 1b were prepared by reaction of di[(1R,2S,5R)-menth-2-yl]phosphite or di-endo-bornylphosphite, respectively, with phenylbenzaldimine followed by hydrolysis of corresponding phosphonates. Enantiomeric (1R,2S)- and (1S,2R)-phenyl[(1-phenylethyl)amino]methylphosphonic acids 2a,b were obtained in similar manner by the reaction of di[(1R,2S,5R)-menth-2-yl]phosphite with chiral (S)- and (R)-α-methylbenzylbenzaldimine, respectively. In the case of phosphonic acids 3a,b di[(1R,2S,5R)-menth-2-yl]phosphite was coupled to (R)- or (S)-α-methylbenzyl-p-methoxybenzaldimine. The absolute configurations of enantiomerically pure compounds were determined by comparison of optical rotations with reported values.
  • 18
    • 48649087868 scopus 로고    scopus 로고
    • note
    • 50 value was determined from this curve.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.