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. 2010 Dec 8;15(12):8973–8987. doi: 10.3390/molecules15128973

Table 1.

Prepared samples of ibandronate (IBN) and used sugar derivatives in ratios 1:1, 1:2 and 1:3 prepared by evaporation at ambient temperature, samples in ratios 1:2 and 1:3 prepared by methanol precipitation and samples in ratios 1:2 and 1:3 prepared by addition of MeOH and evaporation of liquid part at ambient temperature.

Comp. 1:1 1:2 1:3 1:2 1:3 1:2 1:3
+MeOH precipitate +MeOH (filtrate)
IBN+Glu B B B B B B B
IBN+Trehalose B B B B B B B
IBN+Glu acid lactone B B B B B B B
IBN+Me-glu B B B B B B B
IBN+3-O-Me-glu B B B B B B B
IBN+Octyl-glu B B B B B B B
IBN+Ph-glu B B B B B A+B A+B
IBN+Gal B B B B B B B
IBN+Me-gal B B B B B B B
IBN+Phe-gal new new new B B new new
IBN+Naph-gal B B B B B A+B A+B

α-d-glucose: Glu, d-(+)-trehalose, d-(+)-gluconic acid δ-lactone: Glu acid lactone, methyl-α-d-glucopyranoside: Me-glu, 3-O-methyl-α-d-glucopyranoside: 3-O-Me-glu, octyl-β-d-glucopyranoside: Octyl-glu, phenyl-β-d-glucopyranoside: Ph-glu, α-d-galactopyranoside: Gal, methyl-β-d-galactopyranoside: Me-gal, phenyl-β-d-galactopyranoside: Ph-gal, 2-naphthyl-β-d-galactopyranoside: Naph-gal.