Synthesis of a new allosamidin analog, N,N'-diacetyl-beta-chitobiosyl allosamizoline and its inhibitory activity against some chitinases.
A new allosamidin analog (2), possessing an N',N'-diacetylchitobiosyl moiety as a constituent, was stereoselectively synthesized through the coupling reaction between the disaccharide thioglycoside derivative (5) and allosamizoline derivative (6). The inhibitory activity of 2 against chitinases derived from an insect, yeast and mold were tested and compared with that of allosamidin (1).
Terayama
H
H
Institute of Physical and Chemical Research (RIKEN), Saitama, Japan.
Kuzuhara
H
H
Takahashi
S
S
Sakuda
S
S
Yamada
Y
Y
D000117:Acetylglucosamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D000818:Animals; D012831:Bombyx / Q000201:enzymology; D002240:Carbohydrate Sequence; D002688:Chitinases / Q000037:antagonists & inhibitors*; D008968:Molecular Conformation; D008969:Molecular Sequence Data; D012441:Saccharomyces cerevisiae / Q000201:enzymology; D014242:Trichoderma / Q000201:enzymology; D014312:Trisaccharides / Q000138:chemical synthesis* / Q000494:pharmacology
D014312:Trisaccharides; C085524:N,N'-diacetylchitobiosyl allosamizoline; D002688:Chitinases; D000117:Acetylglucosamine