Synthesis and investigation of the possible insulin-like activity of 1D-4-O- and 1D-6-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-myo-inositol 1-phosphate and 1D-6-O-(2-amino-2-deoxy-alpha-D-glucopyranosyl)-myo-inositol 1,2-(cyclic phosphate).
The synthesis of the glycosyl-myo-inositol 1-phosphates 1 and 2 and of the glycosyl-myo-inositol 1,2-(cyclic phosphate) 3, starting from previously synthesized intermediates, is reported. Compound 3 was found to display proliferative effects on the early developing inner ear of chick embryo.
Zapata
A
A
Instituto de Química Orgánica, Madrid, Spain.
León
Y
Y
Mato
J M
JM
Varela-Nieto
I
I
Penadés
S
S
Martín-Lomas
M
M
D000818:Animals; D002642:Chick Embryo; D004247:DNA / Q000096:biosynthesis; D004423:Ear / Q000196:embryology*; D005944:Glucosamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D017261:Glycosylphosphatidylinositols / Q000378:metabolism; D007295:Inositol Phosphates / Q000138:chemical synthesis / Q000494:pharmacology*; D007328:Insulin / Q000378:metabolism*; D009924:Organ Culture Techniques
C090982:4-O-(2-amino-2-deoxyglucopyranosyl)inositol 1-phosphate; C090984:6-O-(2-amino-2-deoxy-D-glucopyranosyl)inositol 1,2-(cyclic phosphate); C090983:6-O-(2-amino-2-deoxyglucopyranosyl)inositol 1-phosphate; D017261:Glycosylphosphatidylinositols; D007295:Inositol Phosphates; D007328:Insulin; D004247:DNA; D005944:Glucosamine