Naphthoquinone derivatives have various pharmacological properties. Here, we describe the synthesis of new 1,4-naphthoquinone derivatives inspired by lawsone and β-lapachone and their effects on both migration of fibroblasts in vitro and dermal wound healing in diabetic mice. NMR and FTIR spectroscopy aided characterization of chemical composition and demonstrated the molecular variations after the synthesis of four different derivatives, namely 2-bromo-1,4-naphthoquinone (termed derivative S3), 2-N-phenylamino-1,4-naphthoquinone (derivative S5), 2-N-isonicotinoyl-hydrazide-1,4-naphthoquinone (derivative S6), and 1-N-isonicotinoyl-hydrazone-[2-hydroxy-3-(3-methyl-2-butenyl)]-1,4-naphthoquinone (derivative S7). Our results indicate that derivatives S3, S5, S6 and S7 were non-toxic to the 3T3 fibroblast cell line. In scratch assays, derivatives S3 and S6, but not S5 or S7, stimulated the migration of fibroblasts. Compared with untreated diabetic mice, S3, S6 and S7 treatments accelerated wound closure. However, derivative S3 was optimal for the stimulation of epithelization, thereby increasing the number of keratinocyte layers and blood vessels, and reducing diffuse cellular infiltration, compared to derivatives S6 and S7. Our results suggest that novel 1,4-naphthoquinone derivatives promote fibroblast migration and accelerate wound closure under diabetic conditions.

萘醌衍生物具有多种药理特性。在这里，我们描述了新的1,4-萘醌衍生物的合成，这些衍生物受Lawone和β-Lapachone的启发，它们对成纤维细胞的体外迁移和糖尿病小鼠皮肤伤口愈合的影响。NMR和FTIR光谱有助于化学成分的表征，并证明了在合成四种不同的衍生物（2-溴-1,4-萘醌（称为衍生物S3），2-N-苯基氨基-1,4-萘醌（衍生物S5），2-N-异烟酰酰肼-1,4-萘醌（衍生物S6）和1-N-异烟酰酰-[2-羟基-3-（3-甲基-2-丁烯基）]-1 ，4-萘醌（衍生物S7）。我们的结果表明，衍生物S3，S5，S6和S7对3T3成纤维细胞系无毒。在刮擦试验中，衍生物S3和S6而非成纤维细胞S5和S7刺激成纤维细胞的迁移。与未治疗的糖尿病小鼠相比，S3，S6和S7治疗可加速伤口闭合。但是，与衍生物S6相比，衍生物S3最适合刺激上皮形成，从而增加了角质形成细胞层和血管的数量，并减少了弥漫性细胞浸润。和S7。我们的结果表明，新型的1,4-萘醌衍生物可促进成纤维细胞迁移并加速糖尿病情况下的伤口闭合。