One-Step Synthesis of Natural Product-Inspired Biaryl Ether-Cyclopeptoid Macrocycles by Double Ugi Multiple-Component Reactions of Bifunctional Building Blocks

2007 ◽  
Vol 2007 (1) ◽  
pp. 149-157 ◽  
Author(s):  
Dirk Michalik ◽  
Angela Schaks ◽  
Ludger A. Wessjohann
Keyword(s):  
Natural Product ◽  
Building Blocks ◽  
One Step ◽  
Multiple Component ◽  
Biaryl Ether

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.

scholarly journals Constructing Large 2D Lattices Out of DNA-Tiles

Molecules ◽  
2021 ◽  
Vol 26 (6) ◽  
pp. 1502
Author(s):  
Johannes M. Parikka ◽  
Karolina Sokołowska ◽  
Nemanja Markešević ◽  
J. Jussi Toppari
Keyword(s):  
Self Assembly ◽  
Dna Nanotechnology ◽  
Building Blocks ◽  
High Yield ◽  
Dna Nanostructures ◽  
Liquid Interfaces ◽  
Basic Principles ◽  
Dna Tiles ◽  
One Step ◽  
Solid Liquid

The predictable nature of deoxyribonucleic acid (DNA) interactions enables assembly of DNA into almost any arbitrary shape with programmable features of nanometer precision. The recent progress of DNA nanotechnology has allowed production of an even wider gamut of possible shapes with high-yield and error-free assembly processes. Most of these structures are, however, limited in size to a nanometer scale. To overcome this limitation, a plethora of studies has been carried out to form larger structures using DNA assemblies as building blocks or tiles. Therefore, DNA tiles have become one of the most widely used building blocks for engineering large, intricate structures with nanometer precision. To create even larger assemblies with highly organized patterns, scientists have developed a variety of structural design principles and assembly methods. This review first summarizes currently available DNA tile toolboxes and the basic principles of lattice formation and hierarchical self-assembly using DNA tiles. Special emphasis is given to the forces involved in the assembly process in liquid-liquid and at solid-liquid interfaces, and how to master them to reach the optimum balance between the involved interactions for successful self-assembly. In addition, we focus on the recent approaches that have shown great potential for the controlled immobilization and positioning of DNA nanostructures on different surfaces. The ability to position DNA objects in a controllable manner on technologically relevant surfaces is one step forward towards the integration of DNA-based materials into nanoelectronic and sensor devices.

Natural Product Inspired meta/para’-Biaryl Ether Lactam Macrocycles by Double Ugi Multicomponent Reactions

Heterocycles ◽  
2007 ◽  
Vol 73 (1) ◽  
pp. 863 ◽  
Author(s):  
Ludger A. Wessjohann ◽  
Bernhard Westermann ◽  
Dirk Michalik ◽  
Angela Schaks ◽  
Oliver Kreye ◽  
...  
Keyword(s):  
Natural Product ◽  
Multicomponent Reactions ◽  
Biaryl Ether

TiCl 4 ‐Et 3 N‐mediated one‐step synthesis of γ‐alkylidenebutenolides from ketones: Application to natural product synthesis

2020 ◽  
Vol 57 (4) ◽  
pp. 2056-2062
Author(s):  
Xingyi Li ◽  
Yanhong Wang ◽  
Kai Fu ◽  
Zhiyong Hu ◽  
Zhichun Li ◽  
...  
Keyword(s):  
Natural Product ◽  
Natural Product Synthesis ◽  
One Step

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

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.

scholarly journals Flow Synthesis of (3R)- and (3S)-(E)-1-Iodohexa-1,5-dien-3-ol: Chiral Building Blocks for Natural Product Synthesis

2018 ◽  
Vol 47 (9) ◽  
pp. 1116-1118 ◽  
Author(s):  
Sota Katayama ◽  
Tomoyuki Koge ◽  
Satoko Katsuragi ◽  
Shuji Akai ◽  
Tohru Oishi
Keyword(s):  
Natural Product ◽  
Building Blocks ◽  
Natural Product Synthesis ◽  
Flow Synthesis

Lithium Aldol Reactions of α-Chloroaldehydes Provide Versatile Building Blocks for Natural Product Synthesis

Synthesis ◽  
2011 ◽  
Vol 2011 (12) ◽  
pp. 1946-1953 ◽  
Author(s):  
Robert Britton ◽  
Shira Halperin ◽  
Baldip Kang
Keyword(s):  
Natural Product ◽  
Building Blocks ◽  
Natural Product Synthesis ◽  
Aldol Reactions
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