Synthesis of glucose derivatives modified at the 4-OH as potential chain-terminators of cellulose biosynthesis; herbicidal activity of simple monosaccharide derivatives.
A series of D-glucose derivatives that have been modified at C-4 were synthesised from D-galactose as potential chain terminators of cellulose biosynthesis. Two compounds displayed herbicidal activity in pre-emergence tests and in addition a cell expansion assay at higher concentrations revealed symptomology of a third compound that was indicative of inhibition of cellulose biosynthesis.
van Dijkum
Emma
E
Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford, UK OX1 3TA.
Danac
Ramona
R
Hughes
David J
DJ
Wood
Richard
R
Rees
Anne
A
Wilkinson
Brendan L
BL
Fairbanks
Antony J
AJ
D002482:Cellulose / Q000037:antagonists & inhibitors* / Q000096:biosynthesis* / Q000737:chemistry; D004305:Dose-Response Relationship, Drug; D005690:Galactose / Q000737:chemistry; D005947:Glucose / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology*; D015394:Molecular Structure; D009005:Monosaccharides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism; D014026:Nicotiana / Q000166:cytology / Q000187:drug effects / Q000378:metabolism
D009005:Monosaccharides; D002482:Cellulose; D005947:Glucose; D005690:Galactose