scholarly journals Synthesis of most polyene natural product motifs using just 12 building blocks and one coupling reaction

2014 ◽  
Vol 6 (6) ◽  
pp. 484-491 ◽  
Author(s):  
Eric M. Woerly ◽  
Jahnabi Roy ◽  
Martin D. Burke
Keyword(s):  
Natural Product ◽  
Coupling Reaction ◽  
Building Blocks

scholarly journals Erratum: Synthesis of most polyene natural product motifs using just 12 building blocks and one coupling reaction

2014 ◽  
Vol 6 (7) ◽  
pp. 650-650 ◽  
Author(s):  
Eric M. Woerly ◽  
Jahnabi Roy ◽  
Martin D. Burke
Keyword(s):  
Natural Product ◽  
Coupling Reaction ◽  
Building Blocks

scholarly journals Fluorinated Iron(ii) clathrochelate units in metalorganic based copolymers: improved porosity, iodine uptake, and dye adsorption properties

RSC Advances ◽  
2021 ◽  
Vol 11 (25) ◽  
pp. 14986-14995
Author(s):  
Suchetha Shetty ◽  
Noorullah Baig ◽  
Atikur Hassan ◽  
Saleh Al-Mousawi ◽  
Neeladri Das ◽  
...  
Keyword(s):  
Dye Adsorption ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Building Blocks ◽  
Adsorption Properties ◽  
Iodine Uptake ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed

We report the synthesis of metalorganic copolymers made from the palladium catalyzed Sonogashira cross-coupling reaction between various iron(ii) clathrochelate building blocks with diethynyl–triptycene and fluorene derivatives.

scholarly journals Characterization of a Solvent-Tolerant Amidohydrolase Involved in Natural Product Heterocycle Formation

Catalysts ◽  
2021 ◽  
Vol 11 (8) ◽  
pp. 892
Author(s):  
Lea Winand ◽  
Dustin Joshua Vollmann ◽  
Jacqueline Hentschel ◽  
Markus Nett
Keyword(s):  
Natural Product ◽  
Metal Ion ◽  
Building Blocks ◽  
Maximal Activity ◽  
Kinetic Properties ◽  
Pharmaceutical Drugs ◽  
Highly Active ◽  
Km Value ◽  
Amidohydrolase Superfamily ◽  
Solvent Tolerant

Heterocycles are important building blocks in pharmaceutical drugs and their enzymatic synthesis is attracting increasing interest. In recent years, various enzymes of the amidohydrolase superfamily were reported to catalyze heterocycle-forming condensation reactions. One of these enzymes, MxcM, is biochemically and kinetically characterized in this study. MxcM generates an imidazoline moiety in the biosynthesis of the natural product pseudochelin A, which features potent anti-inflammatory properties. The enzyme shows maximal activity at 50 °C and pH 10 as well as a kcat/Km value of 22,932 s−1 M−1 at its temperature optimum. Experimental data suggest that the activity of MxcM does not depend on a catalytic metal ion, which is uncommon among amidohydrolases. MxcM is highly active in diverse organic solvents and concentrated salt solutions. Furthermore, we show that MxcM is also capable to introduce imidazoline rings into derivatives of its natural substrate myxochelin B. Overall, MxcM is a solvent-stable, halotolerant enzyme with promising biochemical and kinetic properties and, in future, might become a valuable biocatalyst for the manufacturing of pharmaceutical drugs.

Pyrido[1,2-a]pyrazine - Startprodukte für regioselektive Ringtransformationen und supramolekulare Architekturen / Pyrido[1,2-a]pyrazines - Starting Materials for Regioselective Ringtransformation Reactions and Supramolecular Architectures

2002 ◽  
Vol 57 (4) ◽  
pp. 471-478 ◽  
Author(s):  
D. Müller ◽  
B. Frank ◽  
R. Beckert ◽  
H. Görls
Keyword(s):  
Cycloaddition Reaction ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Building Blocks ◽  
Ring Transformation ◽  
Supramolecular Architectures ◽  
Cross Coupling Reaction ◽  
Metal Catalyzed

The easily available pyrido[1,2-a]pyrazines of type 1 are versatile building blocks for ring transformation reactions.W ith heterocyclic quinones such as quinoline-2,5,8-triones 4a-c, a highly regioselective [4+2]-cycloaddition reaction takes place in the first step, followed by a ring transformation cascade.T he 1,6-diazaanthracene-2,9,10-triones 5a-e, which possess an additional bipyridine substructure, could be isolated as main products.In order to modify the starting products of type 1, a metal-catalyzed cross-coupling reaction with acetylenic benzoic esters 9a,b has been performed.T he modified pyridopyrazines 10a,b which were obtained in good yields could be transformed by analogy to 1a,b into ring-fused heterocyclic quinones 12a,b.

Optimization of Manganese Coupling Reaction for Kilogram-Scale Preparation of Two Aryl-1,3-dione Building Blocks

2017 ◽  
Vol 21 (10) ◽  
pp. 1625-1632 ◽  
Author(s):  
Tomas Smejkal ◽  
Vijayagopal Gopalsamuthiram ◽  
Sujit K. Ghorai ◽  
Anup M. Jawalekar ◽  
Dinesh Pagar ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Building Blocks ◽  
Scale Preparation

scholarly journals Catalytic Asymmetric Intramolecular Darzens Reaction of 2-Halomalonate Derivatives

2019 ◽  
Vol 14 (10) ◽  
pp. 1934578X1988440
Author(s):  
Kenichi Kobayashi ◽  
Kosaku Tanaka ◽  
Momoko Suzuki ◽  
Hiroshi Kogen
Keyword(s):  
Natural Products ◽  
Natural Product ◽  
Phase Transfer ◽  
Building Blocks ◽  
Natural Product Synthesis ◽  
Darzens Reaction ◽  
Phase Transfer Catalysts ◽  
Catalytic Asymmetric

A catalytic asymmetric intramolecular Darzens reaction of 2-halomalonate derivatives was developed for the enantioselective preparation of chiral building blocks for epoxide-containing natural products. Among the screened catalysts, some phase-transfer catalysts gave the desired epoxide in moderate enantioselectivity, albeit in low yield. The epoxide product would be useful as versatile chiral building blocks for natural product synthesis.

Pd0- and/or Pd2+-Promoted Cyclization in cis-Hydrindane Synthesis - Building Blocks for Natural Product Synthesis

Synlett ◽  
1995 ◽  
Vol 1995 (07) ◽  
pp. 761-762 ◽  
Author(s):  
Masahiro Toyota ◽  
Toshihiro Wada ◽  
Masaki Matsuura ◽  
Keiichiro Fukumoto
Keyword(s):  
Natural Product ◽  
Building Blocks ◽  
Natural Product Synthesis ◽  
In Cis

An Efficient Synthesis of the Pentasaccharide Repeating Unit of Pseudomonas aeruginosa Psl Exopolysaccharide

Synlett ◽  
2019 ◽  
Vol 31 (05) ◽  
pp. 469-474 ◽  
Author(s):  
Fruzsina Demeter ◽  
Margaret Dah-Tsyr Chang ◽  
Yuan-Chuan Lee ◽  
Anikó Borbás ◽  
Mihály Herczeg
Keyword(s):  
Pseudomonas Aeruginosa ◽  
Coupling Reaction ◽  
Building Blocks ◽  
Bacterial Biofilm ◽  
Efficient Synthesis ◽  
Negative Bacterium ◽  
Resistant Species ◽  
Promising Therapeutic Target ◽  
Polysaccharide Synthesis ◽  
Life Threatening

Pseudomonas aeruginosa is a biofilm-forming Gram-negative bacterium and a leading cause of life-threatening nosocomial infections. The polysaccharide synthesis locus (Psl) exopolysaccharide of P. aeruginosa is a key constituent of the defending bacterial biofilm layer and is a promising therapeutic target for resistant species. The Psl exopolysaccharide is built up from repeating pentasaccharide units which contain one α- and two β-mannosidic linkages, and one l-rhamnose and one d-glucose moieties. The preparation of this pentasaccharide was first described by Boons et al. in a 34-step synthesis. Based on their work, we have developed a new and effective pathway for the synthesis of the repeating pentasaccharide unit of the Psl exopolysaccharide. We have succeeded in simplifying the synthesis of the l-rhamnose and the α-selective d-mannose building blocks. Furthermore, taking advantage of a chemoselective pre-activation-based β-mannosylation, we directly prepare a thioglycoside disaccharide donor and use it in the next coupling reaction without further transformation. The pentasaccharide, in the form of a p-methoxyphenyl glycoside, is prepared in 26 steps, which is suitable for biological testing.

scholarly journals Antioxidant Activity of Carvone and Derivatives against Superoxide Ion

2017 ◽  
Vol 12 (5) ◽  
pp. 1934578X1701200 ◽  
Author(s):  
Sofia Pombal ◽  
Yaiza Hernández ◽  
David Diez ◽  
Eily Mondolis ◽  
Aldahir Mero ◽  
...  
Keyword(s):  
Organic Chemistry ◽  
Antioxidant Activity ◽  
Natural Product ◽  
Building Blocks ◽  
Starting Material ◽  
Superoxide Ion ◽  
Chloro Derivative

Carvone has corroborated its versatility as starting material for building blocks synthesis in organic chemistry, being achieved a new chiral lactone. It has been done a study on the antioxidant activity against superoxide of carvone and a chloro derivative that show the potent activity of the natural product ( R)-carvone, 1.

Synthesis of Useful Benzocyclobutene Building Blocks via the Suzuki-Miyaura Coupling Reaction

Synthesis ◽  
2001 ◽  
Vol 2001 (13) ◽  
pp. 1932-1934 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Kakali Lahiri (née Chakraborty) ◽  
Nampally Sreenivasachary
Keyword(s):  
Coupling Reaction ◽  
Building Blocks
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