Mohamed Esraa M, Hetta Mona H, Rateb Mostafa E, Selim Mohamed A, AboulMagd Asmaa M, Badria Farid A, Abdelmohsen Usama Ramadan, Alhadrami Hani A, Hassan Hossam M
Department of Pharmacognosy, Faculty of Pharmacy, MUST, Giza 12566, Egypt.
Department of Pharmacognosy, Faculty of Pharmacy, Fayoum University, Fayoum 63514, Egypt.
Molecules. 2020 Apr 8;25(7):1714. doi: 10.3390/molecules25071714.
Hyaluronidase enzyme (HAase) has a role in the dissolution or disintegration of hyaluronic acid (HA) and in maintaining the heathy state of skin. Bioassay-guided fractionation of (Sonn.) organ extracts (leaf, flower, stem, and root) testing for hyaluronidase inhibition was performed followed by metabolic profiling using LC-HRMS. Additionally, a hyaluronidase docking study was achieved using Molecular Operating Environment (MOE). Results showed that the crude hydroalcoholic (70% EtOH) extract of the leaves as well as its -butanol -BuOH) partition showed higher HAase activity with 64.3% inhibition. Metabolic analysis of resulted in the identification of 19 phenolic compounds ranging from different chemical classes (flavone glycosides, flavonol glycosides, and flavanol aglycones). Bioassay-guided purification of the leaf -BuOH partition led to the isolation of seven compounds that were identified as narcissin, rutin, epiafzelechin, epicatechin, isorhamnetin 7--glucoside, kaempferol, and isorhamnetin-7--rutinoside. The docking study showed that narcissin, rutin, and quercetin 3--glucoside all interact with HAase through hydrogen bonding with the Asp111, Gln271, and/or Glu113 residues. Our results highlight and its flavonoids as promising hyaluronidase inhibitors in natural cosmetology preparations for skin care.
透明质酸酶(HAase)在透明质酸(HA)的溶解或分解以及维持皮肤健康状态方面发挥作用。对(Sonn.)器官提取物(叶、花、茎和根)进行生物测定引导的分级分离以测试透明质酸酶抑制活性,随后使用液相色谱 - 高分辨质谱(LC - HRMS)进行代谢谱分析。此外,使用分子操作环境(MOE)进行了透明质酸酶对接研究。结果表明,叶的粗制水醇(70%乙醇)提取物及其正丁醇(-BuOH)馏分显示出较高的透明质酸酶活性,抑制率为64.3%。对(该植物)的代谢分析鉴定出19种不同化学类别的酚类化合物(黄酮糖苷、黄酮醇糖苷和黄烷醇苷元)。叶正丁醇馏分的生物测定引导纯化导致分离出7种化合物,分别鉴定为水仙苷、芦丁、表阿夫儿茶素、表儿茶素、异鼠李素7 - -葡萄糖苷、山奈酚和异鼠李素 - 7 - -芸香糖苷。对接研究表明,水仙苷、芦丁和槲皮素3 - -葡萄糖苷均通过与天冬氨酸111、谷氨酰胺271和/或谷氨酸113残基形成氢键与透明质酸酶相互作用。我们的结果突出了(该植物)及其黄酮类化合物作为天然美容护肤制剂中很有前景的透明质酸酶抑制剂。