scholarly journals Synthesis of Resveratrol Glycosides by Plant Glucosyltransferase and Cyclodextrin Glucanotransferase and Their Neuroprotective Activity

2015 ◽  
Vol 10 (6) ◽  
pp. 1934578X1501000 ◽  
Author(s):  
Kei Shimoda ◽  
Naoji Kubota ◽  
Hatsuyuki Hamada ◽  
Hiroki Hamada

Resveratrol was converted by glucosyltransferase from Phytolacca americana into its 3- and 4′- O-β-D-glucosides. On the other hand, further glycosylation of resveratrol 4′- O-β-D-glucoside by cyclodextrin glucanotransferase gave the 4′- O-β-maltoside, 4′- O-β-maltotrioside, 4′- O-β-maltotetraoside, and 4′- O-β-maltopentaoside of resveratrol. The six resveratrol glycosides synthesized here showed higher phosphodiesterase inhibitory activity than resveratrol.

2017 ◽  
Vol 12 (11) ◽  
pp. 1934578X1701201 ◽  
Author(s):  
Yuya Fujitaka ◽  
Kei Shimoda ◽  
Minami Araki ◽  
Shouta Doi ◽  
Tsubasa Ono ◽  
...  

The biotransformation of daidzein and its diacetate was investigated using cultured plant cells of Phytolacca americana as biocatalysts. Daidzein was glucosylated to the corresponding 7- O-β-D-glucoside. On the other hand, daidzein diacetate was hydrolyzed to daidzein, which was further glucosylated to 7- O-β-D-glucoside with much higher yield in comparison with the biotransformation of daidzein. Daidzein 7- O-β-D-glucoside showed higher inhibitory activity for histamine release from rat peritoneal mast cells than daidzein.


2007 ◽  
Vol 62 (4) ◽  
pp. 593-599 ◽  
Author(s):  
Muhammad Iqbal Choudhary ◽  
Muhammad Nasir ◽  
Shamsun N. Khan ◽  
Muhammad Atif ◽  
Rahat A. Ali ◽  
...  

Microbial transformation of 11α-hydroxyprogesterone (1) with Cunninghamella elegans, Gibberella fujikuroi, Fusarium lini, and Candida albicans yielded 11α,15α,16α-trihydroxypregn-4- ene-3,20-dione (3), 11α-hydroxy-5α-pregnane-3,20-dione (4), 6β ,11α-dihydroxypregn-4-ene-3,20- dione (5), 11α-hydroxypregna-1,4-diene-3,20-dione (6), 11α,17β -dihydroxyandrost-4-en-3-one (7), and 11α,15α-dihydroxypregn-4-ene-3,20-dione (8). On the other hand, microbial transformation of 17α-hydroxyprogesterone (2) with Cunninghamella elegans and Fusarium lini yielded 11α,17α- dihydroxypregn-4-ene-3,20-dione (9), and 17α-hydroxypregna-1,4-diene-3,20-dione (10). The structures of the metabolites 3 - 10 were deduced on the basis of spectroscopic methods. Compound 3 was identified as a new metabolite, which exhibited a promising inhibitory activity against the α-glucosidase enzyme.


2014 ◽  
Vol 9 (5) ◽  
pp. 1934578X1400900
Author(s):  
Kei Shimoda ◽  
Naoji Kubota ◽  
Manabu Hamada ◽  
Daisuke Uesugi ◽  
Masato Tanigawa ◽  
...  

Quercetin was glucosylated by cultured plant cells of Ipomoea batatas to its 3- and 7- O-β-D-glucosides, and 3,7- O-β-D-diglucoside. On the other hand, further glycosylation of quercetin 3-O-β-D-glucoside by cyclodextrin glucanotransferase gave the 3-O-β-maltoside, 3-O-β-maltotrioside, and 3-O-β-maltotetraosides of quercetin.


1973 ◽  
Vol 1 (2) ◽  
pp. 405-411 ◽  
Author(s):  
Jean-J Thebault ◽  
Charles E Blatrix ◽  
Jean F Blanchard ◽  
Edouard A Panak

This trial was performed on 24 healthy volunteers in order to study the possible interactions between aspirin and ticlopidine. The results confirm the inhibitory activity of aspirin on collagen-induced aggregation and that of ticlopidine on ADP-induced aggregation. If aspirin does not modify the inhibitory effect of ticlopidine on ADP-induced aggregation, ticlopidine on the other hand potentiates the effect of aspirin on collagen-induced aggregation.


2021 ◽  
Vol 85 (1) ◽  
pp. 103-107
Author(s):  
Kei Shimoda ◽  
Tsubasa Ono ◽  
Hiroki Hamada

Abstract The biotransformations of capsaicin and dihydrocapsaicin were investigated using cultured plant cells of Phytolacca americana as biocatalysts. Four products, ie 15-hydroxycapsaicin, dihydrocapsaicin, 15-hydroxydihydrocapsaicin, and capsaicin 4-β-glucoside, were isolated from the suspension cultures of P. americana treated with capsaicin for 3 days, showing that capsaicin was regioselectively hydroxylated, reduced, and glucosylated by cultured P. americana cells. On the other hand, dihydrocapsaicin was regioselectively dehydrogenated, hydroxylated, reduced, and glucosylated to give four products, ie capsaicin, 15-hydroxycapsaicin, 15-hydroxydihydrocapsaicin, and capsaicin 4-β-glucoside, by cultured P. americana cells. In this paper, it is reported, for the first time, that dihydrocapsaicin is converted into 15-hydroxydihydrocapsaicin by plant cultured cells.


2016 ◽  
Vol 7 (2) ◽  
pp. 33-38
Author(s):  
Amhar Abubakar

ABSTRACT. Three kinds of samles (whey protein containing casenoglycopeptide, whey protein removed casenoglycopeptide and cheese whey powder digested with 7 kinds of proteases at 37 0C for 24 hr (trypsin, protenase-K, actinase-E, thermolysin, and papain) or 25 0C (pepsin and chymotrypsin). Strong inhibotory activity against the angiotensin converting enzyime (ACE, EC 3.4.15.1) was generated in all samples by 5 proteases digestion (pepsin, chymotrypsin, protinase-K, thermolysin and papain). In whey protein removed caseinoglycopeptide digestion by thermolysin induced the highest activity (95,25%). In cheese whey powder, the highest activity was derived by thermolysin (98.25%). On the other hand, week ACE inhibitory activity were derived by trypsin and actinase-E digestion. As no remarkable differences in inhibitory activity were observed between whey protein containing casenoglycopeptide and whey protein removed casenoglycopeptide samples, the bioactive peptides are considered to come mainly not from casenoglycopeptide but from cheese whey powder components.


1993 ◽  
Vol 70 (05) ◽  
pp. 864-866 ◽  
Author(s):  
Raymund Machovich ◽  
Whyte G Owen

SummaryThe plasmin substrate, H-D-norleucyl-hexahydrotyrosyl lysine-p-nitroanilide (Spectrozyme-PL), was found to be equiva lent to 6-aminohexanoate as an enhancer of porcine and human plasminogen activation by urokinase and of removal of the 1-77 peptide of plasminogen by plasmin. Activation of plasminogen lacking kringles 1-4, on the other hand, was not influenced by Spectrozyme PL. Although the rate of activation of human plasminogen and the modification of human plasminogen by plasmin are faster by an order of magnitude than that of the activation and modification of porcine plasminogen, both reactions in the human zymogen, the hydrolysis at arg561-val562 and at lys77lys78, are accelerated by Spectrozyme PL. The findings indicate that kinetic interpretation of plasminogen activation in solutions containing substrates, where the substrate has been incorporated to inhibit feedback proteolysis by plasmin, must account for the cofactor activity as well as the inhibitory activity of the substrate.


2021 ◽  
Vol 16 (10) ◽  
pp. 1934578X2110290
Author(s):  
Hiroki Hamada ◽  
Hatsuyuki Hamada ◽  
Kohji Ishihara ◽  
Atsuhito Kuboki ◽  
Takafumi Iwaki ◽  
...  

Enzymatic glycosylations of an α-tocopherol derivative, daidzein, resveratrol, and curcumin were investigated. The plant polyphenol, resveratrol, was incubated with glucosyltransferase from Phytolacca americana. The resveratrol glycoside obtained was then incubated with cyclodextrin glucanotransferase to obtain resveratrol oligosaccharide. Daidzein and curcumin were also converted into daidzein glycoside, daidzein oligosaccharide, and curcumin oligosaccharides. Also, α-tocopherol derivative, that is, 2, 5,7,8-tetramethyl-2-(4,8-dimethylnonyl)chroman-6-ol, was glycosylated. The glycosides and oligosaccharides had strong anti-allergic activity such as suppression of IgE formation, inhibition of histamine release, and inhibition of O2 - generation. In addition, the glycosides and oligosaccharides showed efficient neuroprotective activity by inhibition of phosphodiesterase.


2021 ◽  
Author(s):  
Jovica Branković ◽  
◽  
Vesna Milovanović ◽  
Zorica D. Petrović ◽  
Vladimir P. Petrović

Gallic hydrazones, as gallic acid derivatives, are known as pharmacophores of numerous multipotent agents. Among them, antiproliferative activity is one of the most important. On the other hand, thioredoxin reductase (TrxR1) is a part of the thioredoxin system, one of the most important systems responsible for maintaining the redox equilibrium inside the cell. It is overexpressed in different forms of tumors. Bearing this in mind, TrxR1 is a valid target for the development of compounds with potential antiproliferative activity. For this purpose, eight gallic acid-based hydrazones are selected and examined in silico for their potential inhibitory activity towards TrxR1.


1999 ◽  
Vol 173 ◽  
pp. 249-254
Author(s):  
A.M. Silva ◽  
R.D. Miró

AbstractWe have developed a model for theH2OandOHevolution in a comet outburst, assuming that together with the gas, a distribution of icy grains is ejected. With an initial mass of icy grains of 108kg released, theH2OandOHproductions are increased up to a factor two, and the growth curves change drastically in the first two days. The model is applied to eruptions detected in theOHradio monitorings and fits well with the slow variations in the flux. On the other hand, several events of short duration appear, consisting of a sudden rise ofOHflux, followed by a sudden decay on the second day. These apparent short bursts are frequently found as precursors of a more durable eruption. We suggest that both of them are part of a unique eruption, and that the sudden decay is due to collisions that de-excite theOHmaser, when it reaches the Cometopause region located at 1.35 × 105kmfrom the nucleus.


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