scholarly journals Valonea Tannin: Tyrosinase Inhibition Activity, Structural Elucidation and Insights into the Inhibition Mechanism

Molecules ◽  
2021 ◽  
Vol 26 (9) ◽  
pp. 2747
Author(s):  
Jiaman Liu ◽  
Yuqing Liu ◽  
Xiaofeng He ◽  
Bo Teng ◽  
Jacqui M. McRae

Valonea tannin is a natural product readily extracted from acorn shells that has been suggested to have potential skin whitening properties. This study investigated the tyrosinase inhibition activity of extracted valonea tannin and the associated structure–function activity. Nuclear magnetic resonance spectroscopy and molecular weight analysis with gel permeation chromatography revealed that valonea tannin could be characterized as a hydrolysable tannin with galloyl, hexahydroxydiphenoyl and open formed-glucose moieties and an average molecular weight of 3042 ± 15 Da. Tyrosinase inhibition assays demonstrated that valonea tannin was 334 times more effective than gallic acid and 3.4 times more effective than tannic acid, which may relate to the larger molecular size. Kinetic studies of the inhibition reactions indicated that valonea tannin provided tyrosinase inhibition through mixed competitive–uncompetitive way. Stern–Volmer fitted fluorescence quenching analysis, isothermal titration calorimetry analysis and in silico molecule docking showed valonea tannin non-selectively bound to the surface of tyrosinase via hydrogen bonds and hydrophobic interactions. Inductively coupled plasma-optical emission spectroscopy and free radical scavenging assays indicated the valonea tannin had copper ion chelating and antioxidant ability, which may also contribute to inhibition activity. These results demonstrated the structure–function activity of valonea tannin as a highly effective natural tyrosinase inhibitor that may have commercial application in dermatological medicines or cosmetic products.

1986 ◽  
Vol 39 (4) ◽  
pp. 319 ◽  
Author(s):  
Peter D Jeffrey

The concentration dependence of the number average molecular weight of insulin at pH 2, ionic strength 0'05, and 20�C as determined by osmotic pressure measurements indicates that the .hormone is a homogeneous protein of molecular weight close to that of the dimer. Since sedimentation equilibrium experiments confirm what is well known, namely that insulin is a self-associating protein dissociating to monomer under these conditions, an explanation for the anomaly was sought in the possible loss of protein from solution by adsorption. Analysis of the results strongly supports this conclusion and consideration of the adsorption properties of insulin in terms of hydrophobic interactions shows them to be consistent with the behaviour of insulin as a self-associating protein. The monomer appears to be the primary molecular species responsible for insulin adsorption.


2005 ◽  
Vol 288-289 ◽  
pp. 477-480 ◽  
Author(s):  
Herong Ye ◽  
Dongzhi Yang ◽  
Ping Hu ◽  
Feng Bo Zhang ◽  
Qinglei Qi

This paper focuses on an effective way to improve the thermostability of poly-β-hydroxybutyrate (PHB). Maleic anhydride (MA) is grafted onto PHB by 60Co γ of radiation. The spectra of both 1HNMR and 13CNMR were investigated following the radiation-induced polymerization. The results are consistent with successful grafting of the MA monomer onto the PHB, with a low graft degree. The graft degree and viscosity-average molecular weight Mηof the radiated samples were also investigated. The results observed through TGA demonstrate that thermostability has been measurably improved with the introduction of MA groups. These significant results suggest that wide commercial application of PHB may be possible.


2014 ◽  
Vol 2014 ◽  
pp. 1-8 ◽  
Author(s):  
Guang Yang ◽  
Hongqiang Li ◽  
Xuejun Lai ◽  
Yi Wang ◽  
Yifu Zhang ◽  
...  

UV-curable cyclohexanone-formaldehyde (UVCF) resin was prepared with cyclohexanone-formaldehyde (CF) resin, isophorone diisocyanate (IPDI), and pentaerythritol triacrylate (PETA) as base substance, bridging agent, and functional monomer, respectively. The structure of UVCF was characterized by Fourier transform infrared spectroscopy (FT-IR),1H-nuclear magnetic resonance spectroscopy (1H-NMR), and gel permeation chromatography (GPC). The viscosity and photopolymerization behavior of the UV-curable formulations were studied. The thermal stability and mechanical properties of the cured films were also investigated. The results showed that UVCF resin was successfully prepared, the number of average molecular weight was about 2010, and its molecular weight distribution index was 2.8. With the increase of UVCF resin content, the viscosity of the UV-curable formulations increased. After exposure to UV irradiation for 230 s, the photopolymerization conversion of the UV-curable formulations was above 80%. Moreover, when the UVCF content was 60%, the formulations had high photopolymerization rate, and the cured UVCF films showed good thermal stability and mechanical properties.


2020 ◽  
Vol 7 ◽  
Author(s):  
Rossella Laurano ◽  
Michela Abrami ◽  
Mario Grassi ◽  
Gianluca Ciardelli ◽  
Monica Boffito ◽  
...  

Due to its hydroxyl terminal groups, Poloxamer® 407 (P407), a commercially available poly(ethylene oxide)-poly(propylene oxide)-poly(ethylene oxide) (PEO-PPO-PEO) triblock copolymer can be used as macrodiol for the synthesis of high molecular weight amphiphilic poly(ether urethane)s (PEUs). This work was aimed at studying the effect of P407 purification by removing PEO-PPO diblock copolymer by-products on the chemical properties of PEU polymer and the physical properties of PEU hydrogels. Removal of PEO-PPO diblock copolymers (P407_P) was found to preserve the thermo-responsiveness of resulting hydrogels, although slightly lower gelation onset temperature (Tonset) was found for P407_P (15.3°C) vs. P407 (16.7°C) hydrogels (25% w/V) as assessed through temperature ramp test. P407 and P407_P were then reacted with 1,6-diisocyanatohexane and 1,4-cyclohexanedimethanol to synthesize two different PEUs, coded as CHP407 and CHP407_P, respectively. Lower Number Average Molecular Weight (Mn¯) and higher polydispersity Index (D) was measured for CHP407 (Mn¯: 34 kDa, D: 1.6) respect to CHP407_P (Mn¯: 40 kDa, D: 1.4) as a consequence of macrodiol purification. CHP407_P hydrogels formed bigger micelles (43.9 ± 4.1 nm vs. 28.7 ± 4 nm) while showed similar critical micellar temperatures (22.1°C vs. 21.6°C) respect to CHP407 formulations. Sol-to-gel transition of CHP407 and CHP407_P hydrogels was similar while CHP407_P gelation time at 37°C was longer as assessed by tube inverting test. The rheological analysis showed slightly lower Tonset for CHP407_P hydrogels (15% w/V), probably due to larger micelle size, promoting micellar assembly. However, CHP407_P hydrogels showed a significantly lower critical strain than CHP407 hydrogels, as assessed by strain sweep test, suggesting their higher brittleness due to a lower density of intermicellar bridge chains. Nano-scale hydrogel characterization by Low-Field Nuclear Magnetic Resonance spectroscopy supported previous findings, showing lower spin-spin relaxation time (i.e., 1,259 ms) for CHP407_P than for CHP407 hydrogels (i.e., 1,560 ms) at 37°C, which suggested the formation of a more tightly packed network for CHP407_P than CHP407 hydrogel. Finally, lower swelling capability and resistance against dissolution were measured for CHP407_P hydrogels. Overall, the here‐reported results suggested that the heterogeneous structure in the CHP407 hydrogel network caused by the presence of diblock copolymer-based macrodiols improved PEU hydrogel properties in light of their applicability in the biomedical field.


2018 ◽  
Vol 31 (5) ◽  
pp. 513-520 ◽  
Author(s):  
Kan Zhang ◽  
Yuqi Liu ◽  
Yuting Wang ◽  
Lin Sun

Monofunctional benzoxazine with ortho-norbornene functionality ( oHPNI-a) has been synthesized via Mannich condensation. The benzoxazine monomer containing norbornene group can be polymerized by ring-opening metathesis polymerization (ROMP) to form a side-chain benzoxazine functionalized polynorbornene (poly( oHPNI-a)side) with number-average molecular weight 3840 and weight-average molecular weight 7290. The structures of synthesized monomer and side-chain functionalized linear polymer have been confirmed by 1H nuclear magnetic resonance spectroscopy and Fourier transform infrared (FTIR) spectroscopy. The further thermal curing polymerization mechanisms of poly( oHPNI-a)side are monitored by in situ FTIR and differential scanning calorimetry (DSC). Activation energy of polymerization for poly( oHPNI-a)side is also studied by DSC. The polybenzoxazine obtained by ROMP and further thermally activated ring-opening polymerization exhibits much higher thermal stability than the polybenzoxazine directly formed by traditional thermal curing.


Author(s):  
C. E. Cluthe ◽  
G. G. Cocks

Aqueous solutions of a 1 weight-per cent poly (ethylene oxide) (PEO) were degassed under vacuum, transferred to a parallel plate viscometer under a nitrogen gas blanket, and exposed to Co60 gamma radiation. The Co60 source was rated at 4000 curies, and the dose ratewas 3.8x105 rads/hr. The poly (ethylene oxide) employed in the irradiations had an initial viscosity average molecular weight of 2.1 x 106.The solutions were gelled by a free radical reaction with dosages ranging from 5x104 rads to 4.8x106 rads.


2020 ◽  
Author(s):  
M Wee ◽  
M Mastrangelo ◽  
Susan Carnachan ◽  
Ian Sims ◽  
K Goh

A shear-thickening water-soluble polysaccharide was purified from mucilage extracted from the fronds of the New Zealand black tree fern (Cyathea medullaris or 'mamaku' in Māori) and its structure characterised. Constituent sugar analysis by three complementary methods, combined with linkage analysis (of carboxyl reduced samples) and 1H and 13C nuclear magnetic resonance spectroscopy (NMR) revealed a glucuronomannan comprising a backbone of 4-linked methylesterified glucopyranosyl uronic acid and 2-linked mannopyranosyl residues, branched at O-3 of 45% and at both O-3 and O-4 of 53% of the mannopyranosyl residues with side chains likely comprising terminal xylopyranosyl, terminal galactopyranosyl, non-methylesterified terminal glucopyranosyl uronic acid and 3-linked glucopyranosyl uronic acid residues. The weight-average molecular weight of the purified polysaccharide was ~1.9×106Da as determined by size-exclusion chromatography coupled with multi-angle laser light scattering (SEC-MALLS). The distinctive rheological properties of this polysaccharide are discussed in relation to its structure. © 2014 Elsevier B.V.


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