scholarly journals Isolation and Characterization of Glycosidic Tyrosinase Inhibitors from Typhonium giganteum Rhizomes

2021 ◽  
Vol 15 (5) ◽  
pp. 380-387
Author(s):  
Penghua Shu ◽  
Huiqing Zhu ◽  
Wanrong Liu ◽  
Lingxiang Zhang ◽  
Junping Li ◽  
...  

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%).

Planta Medica ◽  
2017 ◽  
Vol 84 (05) ◽  
pp. 336-343 ◽  
Author(s):  
Yifan Wang ◽  
Liangjin Xu ◽  
Wen Gao ◽  
Lixin Niu ◽  
Chunyue Huang ◽  
...  

AbstractThree new Diels-Alder adducts, macrourins E – G (1–3), one new 2-arylbenzofuran, macrourin H (4), and eight known Diels-Alder adducts (5–12) were isolated from Morus macroura. Their structures were elucidated through extensive analysis of spectroscopic data. The 1H NMR and ECD trends in the determination of the configurations of these Diels-Alder adducts were summarized. The tyrosinase inhibitory activities of all compounds isolated were evaluated, and the new compounds (1–4) as well as the eight known compounds (5–12) were found to be potent with IC50 values ranging from 0.39 to 4.54 µM. Among them, 1 showed the best tyrosinase inhibitory activity with an IC50 value of 0.39 µM, approximately 50 times stronger than the positive control, kojic acid.


Molecules ◽  
2021 ◽  
Vol 26 (19) ◽  
pp. 5802
Author(s):  
Yuji Iwaoka ◽  
Shoichi Suzuki ◽  
Nana Kato ◽  
Chisa Hayakawa ◽  
Satoko Kawabe ◽  
...  

In this study, we present the isolation and characterization of the structure of six gallotannins (1–6), three ellagitannins (7–9), a neolignan glucoside (10), and three related polyphenolic compounds (gallic acid, 11 and 12) from Trapa bispinosa Roxb. pericarp extract (TBE). Among the isolates, the structure of compound 10 possessing a previously unclear absolute configuration was unambiguously determined through nuclear magnetic resonance and circular dichroism analyses. The α-glucosidase activity and glycation inhibitory effects of the isolates were evaluated. Decarboxylated rugosin A (8) showed an α-glucosidase inhibitory activity, while hydrolyzable tannins revealed stronger antiglycation activity than that of the positive control. Furthermore, the identification and quantification of the TBE polyphenols were investigated by high-performance liquid chromatography coupled to ultraviolet detection and electrospray ionization mass spectrometry analysis, indicating the predominance of gallic acid, ellagic acid, and galloyl glucoses showing marked antiglycation properties. These findings suggest that there is a potential food industry application of polyphenols in TBE as a functional food with antidiabetic and antiglycation activities.


Author(s):  
Yi Chen ◽  
Song-Wei Li ◽  
Fang-Zhou Yin ◽  
Min Yang ◽  
Xia-Juan Huan ◽  
...  

Abstract A phytochemical investigation of the EtOH extract of the flowers of Lagerstroemia indica L. led to the isolation and characterization of a new pyrrole alkaloid, named lagerindicine (1), along with four known compounds (2–5). Their structures were elucidated by the detailed spectroscopic analysis and comparison with literature data, whereas the structure, in particularly, the absolute configuration (AC) of 1, was firmly determined by total synthesis. All the isolates were evaluated for their cytotoxic effects against human colon cancer cell (HCT-116), and compound 3 exhibited weak cytotoxicity with IC50 value of 28.4 μM. Graphic Abstract


2020 ◽  
pp. 1-4 ◽  
Author(s):  
Laura L. Calassara ◽  
Shaft C. Pinto ◽  
Cecília P. M. Condack ◽  
Beatriz F. Leite ◽  
Ludmilla C. do E. S. Nery ◽  
...  

1998 ◽  
Vol 5 (2) ◽  
pp. 59-66 ◽  
Author(s):  
Ratnamala Bendre ◽  
Anupa Murugkar ◽  
Subhash Padhye ◽  
Pallavi Kulkarni ◽  
Meena Karve

The coordinatively unsaturated copper (II) complexes of 1,3-bis(2'-pyridyl)-1,2-diaza-2- butene with different ancillary anions were synthesized which can bind to copper centers of tyrosinase enzyme. The compounds were found to exhibit inhibitory activities against mushroom tyrosinase and the nature and extent of inhibition is modulated according to the type of ancillary anions.


Author(s):  
Qinge Ma ◽  
Lihua Chen ◽  
Rongrui Wei

Abstract Six lignans (1-6) were isolated from salted Aconiti lateralis Radix Praeparata for the first time. These isolates were elucidated as hedyotisol-A (1), (7“R,8”R)-8“-syringaresinol-4”-hydroxy-3“,5”-dimethoxyphenyl-7“,9”-propanediol (2), lariciresinol-4-O-β-D-glucopyranoside (3), (7S,8S)-4-hydroxy-3-methoxy-7,8-(2′,1′-O-β-D-glucopyranosyl)phenyl-propanetriol (4), (+)-isolariciresinol (5), and (+)-lyoniresinol (6) by analyzing extensive and comprehensive spectral data and compared with the data described in the literature, respectively. Compounds (1-6) were evaluated for their neuroprotective activities against corticosterone-induced cell death in PC12 cells with desipramine as the positive control drug. Among them, compounds 1 and 2 showed moderate neuroprotective activities, which increased the survival rates of PC12 cells from 45.50 ± 2.23% to 65.98 ± 1.29%, 58.19 ± 2.94% at 10 μM, respectively.


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