scholarly journals Sequential Biotransformation of Antcin K by Bacillus subtilis ATCC 6633

Catalysts ◽  
2018 ◽  
Vol 8 (9) ◽  
pp. 349 ◽  
Author(s):  
Te-Sheng Chang ◽  
Chien-Min Chiang ◽  
Yi-Yun Siao ◽  
Jiumn-Yih Wu
Keyword(s):  
Nuclear Magnetic Resonance ◽  
High Performance Liquid Chromatography ◽  
Bacillus Subtilis ◽  
High Performance ◽  
Fruiting Bodies ◽  
Subtilis Atcc ◽  
Bacillus Subtilis Atcc ◽  
Triterpenoid Glycosides ◽  
New Compounds ◽  
First Time

The biotransformation of antcin K, a major ergostane triterpenoid from the fruiting bodies of Antrodia cinnamomea, by Bacillus subtilis (B. subtilis) ATCC 6633 was studied. Four metabolites from the biotransformation were isolated with preparative high-performance liquid chromatography and identified as 25S-antcin K 26-O-β-glucoside, 25R-antcin K 26-O-β-glucoside, 25S-antcin K 26-O-β-(6′-O-succinyl)-glucoside, and 25R-antcin K 26-O-β-(6′-O-succinyl)-glucoside with mass and nuclear magnetic resonance spectral analysis. By using either 25S-antcin K 26-O-β-glucoside or 25R-antcin K 26-O-β-glucoside as the biotransformation precursor, it was proven that 25S-antcin K 26-O-β-(6′-O-succinyl)-glucoside and 25R-antcin K 26-O-β-(6′-O-succinyl)-glucoside were biotransformed from 25S-antcin K 26-O-β-glucoside and 25R-antcin K 26-O-β-glucoside, respectively. To the best of our knowledge, this is the first study on the glycosylation of triterpenoids from A. cinnamomea, and the first time the succinylation of triterpenoid glycosides by microorganisms has been found. In addition, all four antcin K glucoside derivatives are new compounds.

scholarly journals Production of New Isoflavone Glucosides from Glycosylation of 8-Hydroxydaidzein by Glycosyltransferase from Bacillus subtilis ATCC 6633

Catalysts ◽  
2018 ◽  
Vol 8 (9) ◽  
pp. 387 ◽  
Author(s):  
Chien-Min Chiang ◽  
Tzi-Yuan Wang ◽  
Szu-Yi Yang ◽  
Jiumn-Yih Wu ◽  
Te-Sheng Chang
Keyword(s):  
Mass Spectrometry ◽  
Escherichia Coli ◽  
Nuclear Magnetic Resonance ◽  
Bacillus Subtilis ◽  
High Performance ◽  
Aqueous Solubility ◽  
Resonance Spectroscopy ◽  
Initial Concentration ◽  
Subtilis Atcc ◽  
Bacillus Subtilis Atcc

8-Hydroxydaidzein (8-OHDe) has been proven to possess some important bioactivities; however, the low aqueous solubility and stability of 8-OHDe limit its pharmaceutical and cosmeceutical applications. The present study focuses on glycosylation of 8-OHDe to improve its drawbacks in solubility and stability. According to the results of phylogenetic analysis with several identified flavonoid-catalyzing glycosyltransferases (GTs), three glycosyltransferase genes (BsGT110, BsGT292 and BsGT296) from the genome of the Bacillus subtilis ATCC 6633 strain were cloned and expressed in Escherichia coli. The three BsGTs were then purified and the glycosylation activity determined toward 8-OHDe. The results showed that only BsGT110 possesses glycosylation activity. The glycosylated metabolites were then isolated with preparative high-performance liquid chromatography and identified as two new isoflavone glucosides, 8-OHDe-7-O-β-glucoside and8-OHDe-8-O-β-glucoside, whose identity was confirmed by mass spectrometry and nuclear magnetic resonance spectroscopy. The aqueous solubility of 8-OHDe-7-O-β-glucoside and 8-OHDe-8-O-β-glucoside is 9.0- and 4.9-fold, respectively, higher than that of 8-OHDe. Moreover, more than 90% of the initial concentration of the two 8-OHDe glucoside derivatives remained after 96 h of incubation in 50 mM of Tris buffer at pH 8.0. In contrast, the concentration of 8-OHDe decreased to 0.8% of the initial concentration after 96 h of incubation. The two new isoflavone glucosides might have potential in pharmaceutical and cosmeceutical applications.

scholarly journals A Pair of Novel Sulfonyl-Containing N-Acetyldopamine Dimeric Enantiomers From Aspongopus chinensis

2020 ◽  
Vol 15 (3) ◽  
pp. 1934578X2091127
Author(s):  
Li Liao ◽  
Yong-Ming Yan ◽  
Te Xu ◽  
Hou-Lin Xia ◽  
Yong-Xian Cheng
Keyword(s):  
High Performance Liquid Chromatography ◽  
Biological Activity ◽  
Liquid Chromatography ◽  
Renal Fibrosis ◽  
High Performance ◽  
Racemic Mixture ◽  
Spectroscopic Methods ◽  
Liquid Chromatography Separation ◽  
New Compounds ◽  
First Time

A pair of novel sulfonyl-containing N-acetyldopamine dimer enanitomers, (±)-aspongamide E (1), a new ester 2-aminoethyl ( E)-hex-2-enoate (2), along with 3 known compounds (3-5) were isolated from Aspongopus chinensis. Their structures were determined by spectroscopic methods. Compound 1 is a racemic mixture, chiral high-performance liquid chromatography separation followed by electronic circular dichroism calculations assigned the absolute configurations of 2 enantiomers of 1. Compounds 3-5 were isolated from A. chinensis for the first time. The biological activity of the selected new compounds against renal fibrosis was evaluated.

scholarly journals Flavonoids From the Flowers and Leaves of the Himalayan Megacodon stylophorus (Gentianaceae)

2021 ◽  
Vol 16 (2) ◽  
pp. 1934578X2199226
Author(s):  
Tsukasa Iwashina ◽  
Rinchen Yangzom ◽  
Hari Prasad Devkota ◽  
Takayuki Mizuno
Keyword(s):  
Mass Spectrometry ◽  
Nuclear Magnetic Resonance ◽  
High Performance Liquid Chromatography ◽  
Liquid Chromatography ◽  
High Performance ◽  
The Other ◽  
Liquid Chromatography Mass Spectrometry ◽  
The Family ◽  
First Time ◽  
Layer Chromatography

Five flavonol O-glycosides and 4 C-glycosylflavones were isolated from the flowers of the Himalayan Megacodon stylophorus (Gentianaceae). They were characterized as quercetin 3- O-glucoside (1), quercetin 3- O-rutinoside (2), kaempferol 3- O-glucoside (3), isorhamnetin 3- O-glucoside (4) and kaempferol 3,7-di- O-glucoside (5) (flavonols), and isovitexin (6), isoorientin (7), isovitexin X″- O-arabinoside (8) and isovitexin 4′- O-glucoside (9) ( C-glycosylflavones) by ultraviolet, liquid chromatography-mass spectrometry, acid hydrolysis, nuclear magnetic resonance, and/or high-performance liquid chromatography and thin-layer chromatography comparisons with authentic samples. On the other hand, 5 C-glycosylflavones were isolated from the leaves and identified as 6, 7, 9, vitexin (10), and orientin (11). Although many C-glycosylflavones and xanthones have been reported from Gentianaceae species, flavonols are minor occurrence in the family. Flavonoids were reported from the Megacodon species for the first time.

scholarly journals Uridine Diphosphate-Dependent Glycosyltransferases from Bacillus subtilis ATCC 6633 Catalyze the 15-O-Glycosylation of Ganoderic Acid A

2018 ◽  
Vol 19 (11) ◽  
pp. 3469 ◽  
Author(s):  
Te-Sheng Chang ◽  
Jiumn-Yih Wu ◽  
Tzi-Yuan Wang ◽  
Kun-Yuan Wu ◽  
Chien-Min Chiang
Keyword(s):  
Bacillus Subtilis ◽  
Liquid Chromatography ◽  
High Performance ◽  
Ultra Performance Liquid Chromatography ◽  
Culture Collection ◽  
Resonance Spectroscopy ◽  
Uridine Diphosphate ◽  
Ganoderic Acid ◽  
Subtilis Atcc ◽  
Bacillus Subtilis Atcc

Bacillus subtilis ATCC (American type culture collection) 6633 was found to biotransform ganoderic acid A (GAA), which is a major lanostane triterpenoid from the medicinal fungus Ganoderma lucidum. Five glycosyltransferase family 1 (GT1) genes of this bacterium, including two uridine diphosphate-dependent glycosyltransferase (UGT) genes, BsUGT398 and BsUGT489, were cloned and overexpressed in Escherichia coli. Ultra-performance liquid chromatography confirmed the two purified UGT proteins biotransform ganoderic acid A into a metabolite, while the other three purified GT1 proteins cannot biotransform GAA. The optimal enzyme activities of BsUGT398 and BsUGT489 were at pH 8.0 with 10 mM of magnesium or calcium ion. In addition, no candidates showed biotransformation activity toward antcin K, which is a major ergostane triterpenoid from the fruiting bodies of Antrodia cinnamomea. One biotransformed metabolite from each BsUGT enzyme was then isolated with preparative high-performance liquid chromatography. The isolated metabolite from each BsUGT was identified as ganoderic acid A-15-O-β-glucoside by mass and nuclear magnetic resonance spectroscopy. The two BsUGTs in the present study are the first identified enzymes that catalyze the 15-O-glycosylation of triterpenoids.

Content of amino acids in raw materials of somespecies of ASTERACEAE family

Fitoterapia ◽  
2020 ◽  
Vol 3 (3) ◽  
pp. 44-50
Author(s):  
S.M. Marchyshyn ◽  
◽  
L.V. Slobodianiuk ◽  
R.Yu. Basaraba ◽  
N.А. Hudz ◽  
...  
Keyword(s):  
Amino Acids ◽  
High Performance Liquid Chromatography ◽  
Free Amino ◽  
High Performance ◽  
Raw Materials ◽  
Essential Amino Acids ◽  
Qualitative Composition ◽  
Quantitative Content ◽  
First Time ◽  
Asteraceae Family

Keywords: amino acids; common pussytoes; yacon; stevia; golden marigolds; leaves; herb; aster family; high performance liquid chromatography. For the first time the qualitative composition was studied and the quantitative content of amino acids in the herb of common pussytoes, yacon leaves, stevia leaves, herb of golden marigolds was determined by HPLC. 17 bound and 16 free amino acids were identified in the herb of common pussytoes, in the herb of golden marigolds, yacon leaves and stevia leaves – 12 and 5, 17 and 11 and 16 and 14 amino acids, respectively. The highest content of the sum of essential and substitute amino acids is contained in the leaves of stevia; the lowest content of the sum of essential amino – in the herb of golden marigolds, the sum of essential amino acids – in the herb of common pussytoes.

Antimicrobial activities of different parts of two geographically distinct varieties of Jatropha curcas Linn. fruit in Pakistan

2021 ◽  
Vol 50 (2) ◽  
pp. 219-226
Author(s):  
Abdul Haq ◽  
Alam Khan ◽  
Zulfiqar Ali Malik ◽  
Mushtaq Ahmed ◽  
Samiullah Khan ◽  
...  
Keyword(s):  
Bacillus Subtilis ◽  
Minimum Inhibitory Concentration ◽  
Seed Coat ◽  
Jatropha Curcas ◽  
Inhibitory Concentration ◽  
Antimicrobial Activities ◽  
Diffusion Method ◽  
Seed Kernel ◽  
Subtilis Atcc ◽  
Bacillus Subtilis Atcc

Antimicrobial activities of deoiled seed kernel (mechanically pressed), fruit coat and seed coat of Jatropha curcas Linn. collected from two regions (Bannu and Peshawar) of Pakistan were investigated. The antimicrobial activities were carried out against Klebsiella pneumoniae (ATCC 43816), Escherichia coli (ATCC 10536), Staphylococcus aureus (ATCC 6538), Bacillus subtilis (ATCC 6633) and two clinical fungal isolates Aspergillus fumigatus and Candida albicans using agar well diffusion method. The antibacterial activities of Peshawar sample were found to be higher than Bannu, against selected strains. While antifungal activities of both samples were similar. Highest zone of inhibition 31.5 ± 0.7 mm was exhibited by n-hexane extract of deoiled seed kernel of Peshawar sample against Bacillus subtilis (ATCC 6633). The minimum inhibitory concentration of ethanolic extracts of deoiled seed kernel and seed coat of Peshawar sample was 31.25 - 25 mg/ml. Whereas, minimum inhibitory concentration of ethanolic and n-hexane extracts of Bannu sample was 62.5 - 125 mg/ml. The results suggested that antimicrobial potential of J. curcas Linn. varied with geographical distribution. The investigation of different varieties of medicinal plants belonging to the same species will greatly enhance the chances of best pharmaceuticals discovery. Bangladesh J. Bot. 50(2): 219-226, 2021 (June)

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