Upon evaluating inhibitory activities of compounds 1–16 against mushroom tyrosinase at 25 μM, compounds 10 and 11 exhibited obvious inhibitory activities, with %inhibition values of 20.94±0.59%, 23.28±1.09%, respectively, with arbutin used as the positive control (26.21±0.58%).
📌 3 Key Takeaways
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Objective & Hypothesis:Abstract: A new hydrocinnamoyl glucoside, 1-O-(4-hydroxyhydrocinnamoyl)-β-D-glucopyranose (1), together with fifteen known glycosides, including two phenylethanoid glycosides (2–3), two cinnamoyl glycosides (4–5), six phenolic glycosides (6–11), one lignan glycoside (12) and four megastigmane glycosides (13–16) were isolated from a 95% EtOH extract of the Typhonium giganteum rhizomes.
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Key Findings & Data:The sixteen glycosides were structurally characterized by NMR, HRESIMS, enzymatic hydrolysis and comparison with literature.
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Conclusion & Impact:Upon evaluating inhibitory activities of compounds 1–16 against mushroom tyrosinase at 25 μM, compounds 10 and 11 exhibited obvious inhibitory activities, with %inhibition values of 20.94±0.59%, 23.28±1.09%, respectively, with arbutin used as the positive control (26.21±0.58%).
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Domain Parameters
Özet
Abstract: A new hydrocinnamoyl glucoside, 1-O-(4-hydroxyhydrocinnamoyl)-β-D-glucopyranose (1), together with fifteen known glycosides, including two phenylethanoid glycosides (2–3), two cinnamoyl glycosides (4–5), six phenolic glycosides (6–11), one lignan glycoside (12) and four megastigmane glycosides (13–16) were isolated from a 95% EtOH extract of the Typhonium giganteum rhizomes. The sixteen glycosides were structurally characterized by NMR, HRESIMS, enzymatic hydrolysis and comparison with literature. Upon evaluating inhibitory activities of compounds 1–16 against mushroom tyrosinase at 25 μM, compounds 10 and 11 exhibited obvious inhibitory activities, with %inhibition values of 20.94±0.59%, 23.28±1.09%, respectively, with arbutin used as the positive control (26.21±0.58%).
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Cite This Article
SHU, P., ZHU, H., LIU, W., ZHANG, L., LI, J., YU, M., FEİ, Y., CAİ, S., Lİ, R., WEI, X., Yİ, W., XİAO, F. (2021). Isolation and Characterization of Glycosidic Tyrosinase Inhibitors from Typhonium giganteum Rhizomes. Records of Natural Products, Cilt: 15 - Sayı: 5, 380–387. https://ajindex.com/articles/319798
Chinese Pharmacopeia Commission (2020). Pharmacopoeia of the People's Republic of China (Vol. 1). China Medical Science Press, Beijing, pp. 110-111
Y.L Li, L. Zhong and L.H. Liang (2002). The experimental studies of six kinds of Chinese medicines inhibiting tyrosinase activity, Shizhen Guoyi Guoyao 13, 129-131
Y. Ye, G.X. Chou, D.D. Mu, H. Wang, J.H. Chu, A.K.M. Leung, W.F. Fong and Z.L. Yu (2010). Screening of Chinese herbal medicines for antityrosinase activity in a cell free system and B16 cells, J. Ethnopharmacol. 129, 387-390
K.-W. Liu, Z.-L. Li, S.-B. Pu, D.-R. Xu, H.-H. Zhou and W.-B. Shen (2014). Chemical constituents of the rhizome of Typhonium giganteum, Chem. Nat. Compd. 50, 1079-1081
Y. Jin, J.-T. Fan, X.-L. Gu, L.-Y. Zhang, J. Han, S.-H. Du and A.-X. Zhang (2017). Neuroprotective activity of cerebrosides from Typhonium giganteum by regulating caspase-3 and Bax/Bcl-2 signaling pathways in PC12 cells, J. Nat. Prod. 80, 1734-1741
X.S. Chen, D.H. Chen, J.Y. Si and G.Z. Tu (2001). Chemical constituents of Typhonium giganteum Engl, J. Asian Nat. Prod. Res. 3, 277-283
P. Shu, Y. Fei, J. Li, A. Liu, L. Zhang, H. Niu, W. Liu, X. Wei, F. Xiao and Z. Xu (2020). Two new phenylethanoid glycosides from Ginkgo biloba leaves and their tyrosinase inhibitory activities, Carbohydr. Res. 494, 108059
P. Shu, J. Li, Y. Fei, H. Zhu, M. Yu, A. Liu, H. Niu, S. Zou, X. Wei, Z. Ju and Z. Xu (2020). Isolation, structure elucidation, tyrosinase inhibitory, and antioxidant evaluation of the constituents from Angelica dahurica roots, J. Nat. Med. 74, 456-462
P. Shu, J. Li, Y. Fei, H. Zhu, L. Zhang, H. Niu, Y. Li, H. Liu, Z. Ju, X. Wei, F. Xiao and Z. Xu (2020). Angelicosides I-IV, four undescribed furanocoumarin glycosides from Angelica dahurica roots and their tyrosinase inhibitory activities, Phytochem. Lett. 36, 32-36
P. Shu, L. Zhang, W. Liu, Y. Fei, M. Sun, Y. Lou, A. Liu, M. Yu, J. Li, X. Wei and N. Sun (2021). Chemical constituents from Typhonium giganteum rhizome and their antioxidant, tyrosinase inhibitory activities, Rec. Nat. Prod. 15, 53-58
P. Shu, M. Sun, J. Li, L. Zhang, H. Xu, Y. Lou, Z. Ju, X. Wei, W. Wu and N. Sun (2020). Chemical constituents from Ginkgo biloba leaves and their cytotoxicity activity, J. Nat. Med. 74, 269-274
C. Peng, Y. Liu, X. Guo, W. Liu, Q. Li and Z.K. Zhao (2018). Selective carboxylation of substituted phenols with engineered escherichia coli whole-cells, Tetrahedron Lett. 5