Injectable poly(ethylene glycol) hydrogels for sustained doxorubicin release

Abstract

Water‐soluble poly(ethylene glycol) derivatives with multiple “clickable” mercapto groups or double bonds were facilely synthesized in a large scale by direct polycondensation of oligo(ethylene glycol) diol with mercaptosuccinic acid or maleic acid catalyzed by scandium trifluoromethanesulfonate under mild conditions. Injectable hydrogels containing doxorubicin hydrochloride (DOX · HCl) could be rapidly formed using these poly(ethylene glycol) derivatives as precursors via in situ thiol‐ene “click” reaction under physiological conditions without light, initiator, or metal catalyst. DOX · HCl could be sustained released from the hydrogels as a result of the hindrance of the three dimensional hydrogel network on the drug molecules, which makes this kind of DOX‐loaded hydrogels a promising candidate for localized tumor chemotherapy. Copyright © 2016 John Wiley & Sons, Ltd.

Click-cross-linked, doxorubicin-loaded hydrogels based on poly(styrene-alt-maleic anhydride)

“…The cytotoxic tests of precursors, blank hydrogels, and DOX•HCl-loaded hydrogels were conducted by using the MTT method. This assay was performed as described in the previous literature [24] with some modification. The sample of precursors was prepared in a PBS solution of pH 7.4.…”

“…Dadsetan studied oligo(poly(ethylene glycol) fumarate) (OPF) hydrogels with negatively charged sodium methacrylate under UV light (365 nm) exposure for doxorubicin delivery [22]. The Shen group investigated injectable hydrogels based on the modified PEG for sustaining doxorubicin released [23,24], but the use of a metal catalyst was required in the modification route of PEG. Other researchers exploited the IEDDA reaction between Tz and dienophiles for the development of hydrogels [14,[25][26][27].…”

Ionically Crosslinked Thermoresponsive Chitosan Hydrogels formed In Situ: A Conceptual Basis for Deeper Understanding

“…An important benefit with such systems is eliminating the need for surgery . In particular, thermoresponsive hydrogels resulting from sol–gel transitions at physiological temperature offer potential applications in drug delivery and tissue engineering . Among different thermoresponsive hydrogels, polysaccharide‐based systems have shown promising characteristics in biomedical engineering applications .…”

Scalable Synthesis of Poly(ester-co-ether) Elastomers via Direct Catalytic Esterification of Terephthalic Acid with Highly Active Zr–Mg Catalyst

“…A higher temperature to 250 °C and high vacuum down to 0.5 mbar was applied for transesterification of 2 h. A nominal polycondensation has been illustrated in Figure 2A and B Much Improved Transesterification between Ester and Ether Segments by Zr−Mg Catalyst. TBT as a traditional efficient catalyst for the successful synthesis of PBT and PEE by DMT route 8,9 has an unfavorable effect on the direct polymerization of TPA, BDO, and PTMG for the synthesis of PEEs with both high PTMG content and high molecular weight, as shown in Figure 2B. As summarized in Table 1, the PEE20d obtained by TBT contains the least ether segment in the polymer chains of all five samples.…”

“…In fact, PEEs have been important industrial materials with wide applicability as automotive parts, pipes, packaging, bearing, advanced gears, cable clothing, driving belt, phone parts, medical tube and bag, sustainable materials, 4,5 biomaterials, 6,7 consumer goods, spring, appliance and power tools, sporting goods, furniture, elevator slipway, and transportation/chemical equipment. 8,9 The transesterification among aromatic diester, aliphatic diols, and polyether, especially among dimethyl terephthalate (DMT), 1,4-butandiol (BDO), and polyether, was the most frequently applied method for PEE synthesis. 10−13 DMT has also been used to synthesize other PEEs like poly(trimethylene terephthalate)-poly(ethylene oxide), 14 poly(butylene 2,6-naphthalate)-poly(tetramethylene glycol) (PTMG), 15 and poly(ethylene-co-butylene terephthalate)-PTMG.…”