A new class of degradable polymers—AABB-type polydepsipeptides (PDPs) composed of four building blocks—naturally occurring α-amino and α-hydroxy acids, fatty diol and dicarboxylic acid were synthesized for the first time. For the synthesis of novel PDPs, new diester diacids—O,O′-diacyl-bis-glycolic acids (DAGAs) were prepared by interaction of diacid chlorides with glycolic acid and then they were transformed into activated di-p-nitrophenyl esters (DAGN), which were further used in solution active polycondensation (SAP) as bis-electrophilic monomers. High-molecular-weight (M _w up to 66.5 kDa) AABB PDPs having film-forming properties were obtained by reacting activated diesters with two different bis-nucleophilic diester-diamine monomers—di-p-toluenesulfonic acid salts of bis-(l-phenylalanine)-1,6-hexylene diester, F6, and bis-(l-leucine)-1,6-hexylene diester, L6. The developed synthetic strategy was also found to be suitable for the synthesis of so called 3M poly(ester amide)s (3M PEAs) by SAP of the activated diesters with 1,6-hexanediamine (HDA). The suggested approach allows the synthesis of the functional AABB PDPs and 3M-type PEAs containing pendant functional groups (OH or COOH) suitable for subsequent modifications. Nonspecific in vitro degradation (hydrolysis) study of selected samples of AABB PDPs showed enhanced degradation rates compared to regular amino acid based PEAs. The new polymers are promising for various biomedical applications.

首次合成了由四种结构单元组成的一类新型可降解聚合物，即AABB型多肽肽（PDP），即天然存在的α-氨基和α-羟基酸，脂肪二醇和二羧酸。为了合成新型PDP，通过二酰氯与乙醇酸的相互作用制备了新的二酯二酸-O，O'-二酰基-双-乙醇酸（DAGA），然后将其转化为活化的二-对硝基苯基酯（DAGN） ），进一步用作双亲电子单体用于溶液活性缩聚（SAP）中。通过使活化的二酯与两种不同的双亲核二酯-二胺单体-di -p-反应，获得具有成膜性能的高分子量（M _w高达66.5 kDa）AABB PDP。双（1-苯丙氨酸）-1,6-己二烯二酯F6和双-（1-亮氨酸）-1,6-己二烯二酯L6的甲苯磺酸盐。还发现，已开发的合成策略适用于通过SAP与1，6-己二胺（HDA）活化的二酯通过SAP合成所谓的3M聚（酯酰胺）（3M PEA）。建议的方法允许合成功能性AABB PDP和3M型PEA，其中包含适合后续修饰的侧基官能团（OH或COOH）。选定的AABB PDP样品的非特异性体外降解（水解）研究显示，与常规氨基酸基PEA相比，降解率提高。新型聚合物有望用于各种生物医学应用。