ʻElua isomeric bicyclo [4.1.0] heptane analogues o ka glycosidase inhibitor galacto-validamine, (1R*,2S,3S,4S,5S,6S*)-5-amino-1-(hydroxymethyl)bicyclo[4.1.0]heptane -2,3,4-triol, ua synthesized i 13 kapuai mai 2,3,4,6-tetra-O-benzyl-D-galactose.Ua anaia na hana hoohiolo o na amine i kaupalenaia conformationally, a me ko lakou mau acetamides e pili ana i na enzyme alpha-galactosidase kalepa mai ka bean a me E. coli.ʻO ka hana o ka ʻohana glycosyl hydrolase GH27 enzyme (kope pī) i hoʻokūkū ʻia e ka 1R,6S-amine (7), kahi pilina paʻa i hōʻike ʻia e ka waiwai K (i) o 0.541 microM.Ua hōʻike ka GH36 E. coli alpha-galactosidase i kahi pilina paʻa nāwaliwali loa me ka 1R,6S-amine (IC(50)= 80 microM).ʻO ka diastereomeric 1S,6R-amine (9) i hoʻopaʻa nāwaliwali i nā galactosidases ʻelua, (ka kofe, IC(50)= 286 microM) a me (E. coli, IC(50)= 2.46 mM).
