Screening of New Zealand native plants for inhibitors of leucine aminopeptidase led to the isolation of a new phenylpropanoid glycoside ester, 2-O-caffeoyl-D-glucopyranose (1) fromHebe strictavar.atkinsonii(Scrophulariaceae). (1) is a competitive inhibitor of leucine aminopeptidase (Kj=10.5 #x3BC;M). Two other compounds isolated, 3-methyl-3-(6#x2032;-O-caffeoyl-#x3B2;-D-glucopyranosyloxy)-pentan-5-olide (2) and forsythiaside, 3#x2032;#x2033;, 4#x2032;#x2033;-dihydroxy-#x3B2;-phenethyl-O-#x3B1;-L-rhamnopyranosyl-(1#x2032; #x2192; 6)-4-O-caffeoyl-#x3B2;-D-glucopyranoside (3), were also shown to be competitive inhibitors with Kjvalues of 3.75 and 8.C #x3BC;M respectively.
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