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Ketomethylenebestatin: Synthesis and Aminopeptidase Inhibition
Author(s) -
Herranz Rosario,
CastroPichel Julia,
GarcíaLópez M. Teresa,
GómezMonterrey Isabel,
Pérez Concepción,
Vinuesa Soledad
Publication year - 1993
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.19933260705
Subject(s) - aminopeptidase , alkylation , chemistry , ketone , stereochemistry , amino acid , biochemistry , leucine , organic chemistry , catalysis
The synthesis of (6 R ,5 S ,2 RS )‐6‐amino‐5‐hydroxy‐2‐isobutyl‐4‐oxo‐7‐phenylheptanoic acid ( 9 ), a carbaanalogue of the aminopeptidase (AP) inhibitor bestatin ( 1 ) is described. This synthesis was carried out by a malonic ester alkylation with the suitably protected halomethyl ketone of (2 S ,3 R )‐AHPBA.
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