Reaction #1255288

Reaction equation

pyridine

doxorubicin HCl

triethylamine

→

doxorubicin

Solvents

methylene chloride

Conditions

Workup

1. 1
   Otherreacted for 3 hours under a stream of nitrogen gas
2. 2
   OtherAnd then, reaction product
3. 3
   Otherwas precipitated
4. 4
   workup.ADDITIONby adding cold diethylether
5. 5
   Filtrationfiltered on a filter paper
6. 6
   Otherdried under a reduced pressure
7. 7
   workup.DISSOLUTIONAfter dissolving
8. 8
   Other0.25 g of dried reaction product in 7.5 ml of dimethylformamide
9. 9
   Otherreacted at room temperature for 24 hours under a nitrogen gas

Procedure

3 g of mPEG-PLGA obtained above and 80 mg of p-nitrofluoroformate, a linker compound, were dissolved in 30 ml of methylene chloride. Then, 63 mg of pyridine was added to the solution, and reacted for 3 hours under a stream of nitrogen gas. And then, reaction product was precipitated by adding cold diethylether, filtered on a filter paper and dried under a reduced pressure. After dissolving 0.25 g of dried reaction product in 7.5 ml of dimethylformamide, 10 mg of doxorubicin-HCl(Sigma Chem. Co., U.S.A.) and 6.75 mg of triethylamine were added and reacted at room temperature for 24 hours under a nitrogen gas to obtain doxorubicin-conjugated micelle monomer(see: FIG. 2). The said micelle monomers were dispersed in 300 ml of triple distilled water to form doxorubicin-conjugated sustained release micelles, and free doxorubicin was removed by dialyzing the mixture 5 times against 3 L of triple distilled water each time. Doxorubicin-conjugated sustained release micelles were pelletized by ultracentrifugation, and freeze-dried after removing supernatant, and then, stored in the form of doxorubicin-conjugated micelle monomer.

Source