Abstract:Dehydroabietic hydrazide (DHA-CONHNH2) was synthesized by the successive reaction of dehydroabietic acid (DHA) with SOCl2 and hydrazine hydrate. Poly(ethylene glycol) with aldehyde end groups was prepared by the reaction of mPEG-OH and HO-PEG-OH with p-formylbenzoic acid, respectively. Two kinds of dehydroabietic acid-poly(ethylene glycol) (mPEG1900-hyd-DHA and PEG2000-(-hyd-DHA)2) based on acylhydrazone bond were synthesized by the condensation reaction of the latter with DHA-CONHNH2, respectively, and their micelles and doxorubicin(DOX)-loaded micelles were prepared by dialysis method. The polymer structure, micelle size and morphology, CMC, release behaviors of DOX were characterized and tested by FT-IR, 1H-NMR, DLS, TEM, UV-vis, etc. The results showed that the micelles of mPEG1900-hyd-DHA and PEG2000-(-hyd-DHA)2 were spherical, and their average particle sizes were 46 nm and 78nm, respectively; the CMC values were 5.5 mg/L and 3.4 mg/L, respectively; The encapsulation rate and drug loading capacity of mPEG1900-hyd-DHA micelles for DOX were greater than that of PEG2000-(-hyd-DHA)2 micelles. The cumulative release rates of DOX after 48 h were 49.5% at pH=5.0 and 20.3% at pH=7.4 for PEG2000-(-hyd-DHA)2 drug-loaded micelles, respectively. Therefore, synthetic polymers have a sustained release effect on anticancer drugs and have potential application prospects.