Synthesis of p-coumaroyl amino acid derivatives and evaluation of their anti-oxidative and anti-tyrosinase activities

Sustainable Chemistry and Pharmacy - Tập 29 - Trang 100752 - 2022
Jingjiu Song1, Dong Wang1, Tianji Luo1, Zikun Mei1, Jun Zhu1,2
1College of Chemistry and Materials Engineering, Beijing Technology and Business University, Beijing, China
2Key Laboratory of Cosmetic, China National Light Industry, Beijing, China

Tài liệu tham khảo

Berti, 2020, Hydroxycinnamoyl amino acids conjugates: a chiral pool to distinguish commercially exploited Coffea spp, Molecules, 25, 1704, 10.3390/molecules25071704 Chaiyana, 2020, Enhancement of the antioxidant, anti-tyrosinase, and anti-hyaluronidase activity of Morus alba L. Leaf extract by pulsed electric field extraction, Molecules, 25, 2212, 10.3390/molecules25092212 Dong, 2021, Synthesis and antioxidant activities of novel P-coumaroyl amino acid ethyl esters, Chin. J. Synth. Chem., 28, 1031 Feng, 2019, Synthesis and biological evaluation of clovamide analogues with catechol functionality as potent Parkinson's disease agents in vitro and in vivo, Bioorg. Med. Chem. Lett, 29, 302, 10.1016/j.bmcl.2018.11.030 Gryko, 2021, Natural cinnamic acid derivatives: a comprehensive study on structural, anti/pro-oxidant, and environmental impacts, Materials, 14, 6098, 10.3390/ma14206098 Hu, 2018, Synthesis and biological evaluation of clovamide analogues as potent anti-neuroinflammatory agents in vitro and in vivo, Eur. J. Med. Chem., 151, 261, 10.1016/j.ejmech.2018.03.081 Iqbal, 2021, LC-ESI/QTOF-MS profiling of chicory and lucerne polyphenols and their antioxidant activities, Antioxidants, 10, 932, 10.3390/antiox10060932 Ito, 2020, Chemical reactivities of ortho-quinones produced in living organisms: fate of quinonoid products formed by tyrosinase and phenoloxidase action on phenols and catechols, Int. J. Mol. Sci., 21, 6080, 10.3390/ijms21176080 Jamil, 2019, Syntheses, characterization, in vitro antiglycation and dpph radical scavenging activities of isatin salicylhydrazidehydrazone and its mn (ii), co (ii), ni (ii), cu (ii), and zn (ii) metal complexes, Arab. J. Chem., 12, 2262, 10.1016/j.arabjc.2015.02.015 Jiménez, 1997, 4-substituted resorcinols (sulfite alternatives) as slow-binding inhibitors of tyrosinase catecholase activity, J. Agric. Food Chem., 45, 2061, 10.1021/jf960810n Khan, 2006, Choudhary, Tetraketones: a new class of tyrosinase inhibitors, Bioorg. Med. Chem., 14, 344, 10.1016/j.bmc.2005.08.029 Kim, 2017, P-coumaric acid potently down-regulates zebrafish embryo pigmentation: comparison of in vivo assay and computational molecular modeling with phenylthiourea, Biomed. Sci. Lett., 23, 8, 10.15616/BSL.2017.23.1.8 Leung, 2018, Structure-function relationships of hydroxyl radical scavenging and chromium-VI reducing cysteine-tripeptides derived from rye secalin, Food Chem., 254, 165, 10.1016/j.foodchem.2018.01.190 Li, 2019, An effective approach to the quantitative analysis of skin-whitening agents in cosmetics with different substrates based on conventional UV-Vis determination, Anal. Methods, 11, 1500, 10.1039/C9AY00007K Luo, 2021, Study on synthesis and whitening activity of isoferic acid amides, Chin. Surfactant Detergent Cosm., 51, 1102 Martinez, 1995, The biochemistry and control of enzymatic browning, Trends Food Sci. Technol., 6, 195, 10.1016/S0924-2244(00)89054-8 Masum, 2019, Tyrosinase inhibitors from natural and synthetic sources as skin-lightning agents, Rev. Agricult. Sci., 7, 41, 10.7831/ras.7.41 Monteiro, 2017, Synthesis and preliminary biological evaluation of new phenolic and catecholic dehydroamino acid derivatives, Tetrahedron, 73, 6199, 10.1016/j.tet.2017.09.012 Mora, 2018, Computational molecular modelling of N-cinnamoyl and hydroxycinnamoyl amides as potential α-glucosidase inhibitors, Med. Chem. Res., 27, 2214, 10.1007/s00044-018-2229-2 Peng, 2021, Synthesis, antioxidant and anti-tyrosinase activity of 1, 2, 4-triazole hydrazones as antibrowning agents, Food Chem., 341 Qiao, 2021, Novel browning alleviation technology for fresh-cut products: preservation effect of the combination of Sonchus oleraceus L. extract and ultrasound in fresh-cut potatoes, Food Chem., 348 Roberta, 2018, Synthesis and evaluation of the antioxidant activity of lipophilic phenethyl trifluoroacetate esters by in vitro abts, dpph and in cell-culture dcf assays, Molecules, 23, 208, 10.3390/molecules23010208 Tailor, 2019, Pigmentation disorders: types, aetiology and treatment options, J. Aesthetic Nurs., 8, 235, 10.12968/joan.2019.8.5.235 Wang, 2019, Synthesis of n-hydroxycinnamoyl amide derivatives and evaluation of their anti-oxidative and anti-tyrosinase activities, Bioorg. Med. Chem., 27, 10.1016/j.bmc.2019.05.031 Yao, 2020, Anti-inflammatory constituents from chaenomeles speciosa, Nat. Prod. Commun., 15, 1