scholarly journals 2-Ketoglutarate-Generated In Vitro Enzymatic Biosystem Facilitates Fe(II)/2-Ketoglutarate-Dependent Dioxygenase-Mediated C–H Bond Oxidation for (2s,3r,4s)-4-Hydroxyisoleucine Synthesis

2020 ◽  
Vol 21 (15) ◽  
pp. 5347
Author(s):  
Xiao-Ran Jing ◽  
Huan Liu ◽  
Yao Nie ◽  
Yan Xu
Keyword(s):  
Amino Acids ◽  
Raw Materials ◽  
Cascade Reaction ◽  
Single Step ◽  
One Pot ◽  
Bond Functionalization ◽  
Hydroxy Amino ◽  
Enzymatic Systems ◽  
The One

Fe(II)/2-ketoglutarate-dependent dioxygenase (Fe(II)/2-KG DO)-mediated hydroxylation is a critical type of C–H bond functionalization for synthesizing hydroxy amino acids used as pharmaceutical raw materials and precursors. However, DO activity requires 2-ketoglutarate (2-KG), lack of which reduces the efficiency of Fe(II)/2-KG DO-mediated hydroxylation. Here, we conducted multi-enzymatic syntheses of hydroxy amino acids. Using (2s,3r,4s)-4-hydroxyisoleucine (4-HIL) as a model product, we coupled regio- and stereo-selective hydroxylation of l-Ile by the dioxygenase IDO with 2-KG generation from readily available l-Glu by l-glutamate oxidase (LGOX) and catalase (CAT). In the one-pot system, H2O2 significantly inhibited IDO activity and elevated Fe2+ concentrations of severely repressed LGOX. A sequential cascade reaction was preferable to a single-step process as CAT in the former system hydrolyzed H2O2. We obtained 465 mM 4-HIL at 93% yield in the two-step system. Moreover, this process facilitated C–H hydroxylation of several hydrophobic aliphatic amino acids to produce hydroxy amino acids, and C–H sulfoxidation of sulfur-containing l-amino acids to yield l-amino acid sulfoxides. Thus, we constructed an efficient cascade reaction to produce 4-HIL by providing prerequisite 2-KG from cheap and plentiful l-Glu and developed a strategy for creating enzymatic systems catalyzing 2-KG-dependent reactions in sustainable bioprocesses that synthesize other functional compounds.

Novel and efficient synthesis of fused spiro piperidone-cyclopropanes from cascade reaction of 1-acylcyclopropanecarboxamides and polarized olefin

2021 ◽  
Author(s):  
Xiao Dan Han ◽  
Gao Liang Peng ◽  
Hui Bin Wang ◽  
lei wu ◽  
Jian Ping Fu ◽  
...  
Keyword(s):  
Cascade Reaction ◽  
Single Step ◽  
Efficient Synthesis ◽  
One Pot ◽  
The One ◽  
Cyclopropane Derivatives

We report here that a series of O-bridged ring fused spiro piperidone-cyclopropane derivatives 3 can be constructed in a single step by the one-pot reaction of 1-acylcyclopropanecarboxamides 1 with polarized...

scholarly journals A Water-Soluble Copper-Immobilized Covalent Organic Framework Functioning as an “OFF–ON” Fluorescent Sensor for Amino Acids

2021 ◽  
Author(s):  
Lamiaa Reda Ahmed ◽  
Ahmed F. M. EL-Mahdy ◽  
Cheng-Tang Pan ◽  
Shiao-Wei Kuo
Keyword(s):  
Amino Acids ◽  
Fluorescent Sensor ◽  
Water Soluble ◽  
One Pot ◽  
Covalent Organic Framework ◽  
The One ◽  
Organic Framework

In this paper, we describe the construction of a new fluorescent hydroxyl- and hydrazone-based covalent organic framework (TFPB-DHTH COF) through the one-pot polycondensation of 1,3,5-tris(4-formylphenyl)benzene (TFPB) and 2,5-dihydroxyterephthalohydrazide (DHTH) under...

PTSA-Catalyzed One Pot Domino Synthesis of Dihydropyrido[2,3-d]pyrimidine Derivatives and their Antimicrobial Activity

2021 ◽  
Vol 6 (3) ◽  
pp. 222-227
Author(s):  
Krishna A. Bhensdadia ◽  
Prakash L. Kalavadiya ◽  
Nilam H. Lalavani ◽  
Shipra H. Baluja
Keyword(s):  
Antimicrobial Activity ◽  
Spectral Analysis ◽  
Pyrimidine Derivatives ◽  
One Pot ◽  
In Vitro Antimicrobial Activity ◽  
Aryl Aldehydes ◽  
Three Component Reaction ◽  
The One

A novel series of dihydropyrido[2,3-d]pyrimidine derivatives were synthesized by multicomponent domino cyclization via the one-pot three component reaction of 6-amino uracil, substituted aryl aldehydes and N-methyl-1-(methylthio)-2-nitroethenamine in the presence of PTSA 10 mol% as a catalyst. The structures of these synthesized compounds were characterized by spectral analysis. Further the synthesized compounds screened for in vitro antimicrobial activity. Among all the compounds, compound 4b containing flouro substitution exhibited good inhibition against the tested species.

Palladium(II)-Catalyzed Three-Component Tandem Cyclization Reaction for the One-Pot Assembly of 4-Arylquinazolines

Synthesis ◽  
2020 ◽  
Author(s):  
Guolin Zhang ◽  
Yongping Yu ◽  
Zijuan Wang ◽  
Wenteng Chen ◽  
Chang He
Keyword(s):  
Bond Formation ◽  
Cascade Reaction ◽  
Cyclization Reaction ◽  
One Pot ◽  
Tandem Cyclization ◽  
The One

AbstractA one-pot method for joining three separate components leading to an assortment of 4-arylquinazolines (27 examples) in good to excellent yields is described. The method consists of a palladium(II)-catalyzed­ cascade reaction involving C(sp)–C(sp2) coupling followed by intramolecular C–N bond formation. The reaction was readily scaled up to gram quantity and successfully applied to the synthesis of a translocator­ protein (TSPO) ligand.

scholarly journals Synthesis, Anticancer Activity, and Molecular Modeling of New Halogenated Spiro[pyrrolidine-thiazolo-oxindoles] Derivatives

2020 ◽  
Vol 10 (6) ◽  
pp. 2170 ◽  
Author(s):  
Mohammad Shahidul Islam ◽  
Abdullah Mohammed Al-Majid ◽  
Fardous F. El-Senduny ◽  
Farid A. Badria ◽  
A. F. M. Motiur Rahman ◽  
...  
Keyword(s):  
Cell Lines ◽  
Cancer Cell ◽  
Cancer Cell Lines ◽  
Single Step ◽  
One Pot ◽  
Antiproliferative Effects ◽  
Physiochemical Parameters ◽  
Hct 116 ◽  
Mcf 7

A one-pot, single-step, and an atom-economical process towards the synthesis of highly functionalized spirooxindoles analogues was efficiently conducted to produce a satisfactory chemical yields (70–93%) with excellent relative diastereo-, and regio-selectivity. An in vitro antiproliferative assay was carried out on different cancer cell lines to evaluate the biological activity of the synthesized tetrahydro-1’H-spiro[indoline-3,5’-pyrrolo[1,2-c]thiazol]-2-one 5a–n. The prepared hybrids were then tested in vitro for their antiproliferative effects against three cancer cell lines, namely, HepG2 (liver cancer), MCF-7 (breast cancer), and HCT-116 (colon cancer). The spirooxindole analogue 5g exhibited a broad activity against HepG2, MCF-7, and HCT-116 cell lines of liver, breast, and colorectal cancers when compared to cisplatin. Modeling studies including shape similarity, lipophilicity scores, and physicochemical parameters were calculated. The results of this study indicated that spirooxindole analogue 5g retained a good physiochemical parameters with acceptable lipophilicity scores.

scholarly journals Regioselective Pd-catalyzed direct C1- and C2-arylations of lilolidine for the access to 5,6-dihydropyrrolo[3,2,1-ij]quinoline derivatives

2019 ◽  
Vol 15 ◽  
pp. 2069-2075 ◽  
Author(s):  
Hai-Yun Huang ◽  
Haoran Li ◽  
Thierry Roisnel ◽  
Jean-François Soulé ◽  
Henri Doucet
Keyword(s):  
Nitrogen Atom ◽  
Biological Properties ◽  
Quinoline Derivatives ◽  
Aryl Bromide ◽  
One Pot ◽  
Bond Functionalization ◽  
Aryl Bromides ◽  
The One

The Pd-catalyzed C–H bond functionalization of lilolidine was investigated. The use of a palladium-diphosphine catalyst associated to acetate bases in DMA was found to promote the regioselective arylation at α-position of the nitrogen atom of lilolidine with a wide variety of aryl bromides. From these α-arylated lilolidines, a second arylation at the β-position gives the access to α,β-diarylated lilolidines containing two different aryl groups. The one pot access to α,β-diarylated lilolidines with two identical aryl groups is also possible by using a larger amount of aryl bromide. The synthesis of 5,6-dihydrodibenzo[a,c]pyrido[3,2,1-jk]carbazoles from lilolidine via three successive direct arylations is also described. Therefore, this methodology provides a straightforward access to several lilolidine derivatives from commercially available compounds via one, two or three C–H bond functionalization steps allowing to tune their biological properties.

Single-step formulation of levodopa-based nanotheranostics – strategy for ultra-sensitive high longitudinal relaxivity MRI guided switchable therapeutics

2020 ◽  
Vol 8 (6) ◽  
pp. 1615-1621
Author(s):  
Dan Tian ◽  
Hongxia Xu ◽  
Bing Xiao ◽  
Xiaoxuan Zhou ◽  
Xiangrui Liu ◽  
...  
Keyword(s):  
Photothermal Therapy ◽  
Single Step ◽  
Tumor Ablation ◽  
One Pot ◽  
Mri Contrast ◽  
Longitudinal Relaxivity ◽  
Mri Guided ◽  
The One ◽  
Complete Tumor

The one-pot synthesized nanotheranostic agent T-SWITCH showed high MRI contrast efficiency (r1 = 61.94 mM−1 s−1) and complete tumor ablation after photothermal therapy.

One-pot total synthesis of streptindole, arsindoline B and their congeners through tandem decarboxylative deaminative dual-coupling reaction of amino acids with indoles

2015 ◽  
Vol 13 (14) ◽  
pp. 4240-4247 ◽  
Author(s):  
Jiachen Xiang ◽  
Jungang Wang ◽  
Miao Wang ◽  
Xianggao Meng ◽  
Anxin Wu
Keyword(s):  
Amino Acids ◽  
Natural Products ◽  
Total Synthesis ◽  
Coupling Reaction ◽  
One Pot ◽  
The One

This paper described a decarboxylative deaminative dual-coupling reaction of amino acids with indoles to afford BIM scaffolds and its further application to the one-pot total synthesis of natural products.

scholarly journals Microwave Assisted One Pot Synthesis of Tetrazole Based 3-hydroxy-4H-chromen-4-ones by modified Algar-Flynn-Oyamada reaction and their Antimicrobial activity

2019 ◽  
Vol 63 (4) ◽  
Author(s):  
ASHOK DONGAMANTI ◽  
Nagaraju Nalaparaju ◽  
Sarasija Madderla ◽  
Vijaya Lakshmi Bommidi
Keyword(s):  
Escherichia Coli ◽  
Antimicrobial Activity ◽  
Klebsiella Pneumonia ◽  
Good Activity ◽  
One Pot ◽  
Microwave Assisted ◽  
One Pot Synthesis ◽  
Antimicrobial Studies ◽  
The One

In the present work, we report the one pot synthesis of tetrazole based 3-hydroxy-4H-chromen-4-ones 3(a-g) from  4-(1H-tetrazol-5-yl)benzaldehyde and 2-hydroxy acetophenone using KOH and H2O2 by modified Algar-Flynn-Oyamada reaction under conventional and microwave irradiation conditions. In this technique, flavonols are synthesized without isolating chalcones, in good yields. All the synthesized compounds were characterized by IR, NMR, MS and elemental. All newly synthesized compounds were screened for their in-vitro antimicrobial activity against strains such as Staphylococcus aurous, Bacillus subtilis, Klebsiella pneumonia, Escherichia coli, Aspergillus Niger, Aspergillus flavus, and Fusarium oxysporum. The results of antimicrobial studies revealed that most of the compounds exhibit good activity.

Sign in / Sign up

Export Citation Format

Share Document