Strategies for the Synthesis of Scaffolds Found in Natural Products

Strategies for the Synthesis of Scaffolds Found in Natural Products
Author: Renato A. Bauer
Publisher:
Total Pages: 658
Release: 2012
Genre:
ISBN:

A major challenge to finding compounds that modulate protein function is the identification of chemical matter for screening. Although Nature provides excellent options for screening in the form of natural products, sufficient quantities can be difficult to obtain and characterize. Thus, chemical synthesis plays a lead role in providing molecules for screening, and chemists must ultimately decide what to synthesize based on the predicted value of the end products. We developed new synthetic strategies to access compounds for screening. In each case, natural products serve as an inspiration for the developed chemistry. First, a strategy was developed that provides access to scaffolds based on bioactive alkaloids and terpenoids. A key feature of this strategy is the use of transition metals to mediate the synthesis of multiple scaffolds from simple enynes and diynes. A t -butylsulfinamide group serves as a convenient tether to facilitate this chemistry. Principal component analysis (PCA) is used to analyze the relationship of our synthetic scaffolds to naturally occurring alkaloids and terpenoids. Then, a chemical reaction was studied that provides access to benzannulated medium rings inspired by natural products. In the developed reaction, three reagent classes (TsOH, Cu[BF 4 ] 2 , and Tf 2 0) were shown to polarize the carbonyl of a polycyclic cyclohexadienone and subsequently cause a cationic fragmentation reaction that generates an aromatic ring annulated to a medium ring. This process efficiently produces 7- to 11- membered rings while tolerating a variety of common functional groups. Work is presented on efforts to apply this reaction to the synthesis of two natural products, heliannuol A and puerol A.

Natural Product Inspired Scaffolds

Natural Product Inspired Scaffolds
Author: Mohit Kumar
Publisher: Springer
Total Pages: 0
Release: 2024-08-04
Genre: Science
ISBN: 9789819731107

The book explains the use of natural products as scaffolds in tissue engineering. It presents an introduction to the concept of natural product-based scaffolds and explores various fabrication strategies for their synthesis. The book highlights the wide range of applications of these scaffolds in tissue engineering, including their use in tissue regeneration, wound healing, plastic surgery, and breast reconstruction. Specific natural products, such as gums (xanthan, gellan, arabic, guar, ghatti gum), chitosan, collagen are discussed in separate chapters. In addition, various application of natural product loaded PCL and PLA scaffolds have also been discussed. Each chapter focuses on the application of these natural product based scaffolds and explores their potential in tissue engineering. It also covers specific applications of these scaffolds in tissue regeneration, including angiogenesis, bone, skin, and nerve tissue regeneration. The book addresses important considerations regarding the toxicity and regulatory aspects of natural product-based scaffolds and explores the challenges associated with their implementation and emphasizes the need for safety and compliance in their use. Overall, the book provides a comprehensive overview of the field. It serves as a valuable resource for researchers, scientists, and professionals in the field of tissue engineering.

Privileged Scaffolds in Medicinal Chemistry

Privileged Scaffolds in Medicinal Chemistry
Author: Stefan Bräse
Publisher: Royal Society of Chemistry
Total Pages: 486
Release: 2015-11-20
Genre: Medical
ISBN: 1782620303

This book addresses the various classes of privileged scaffolds and covers the history of their discovery and use.

Privileged Scaffolds in Medicinal Chemistry

Privileged Scaffolds in Medicinal Chemistry
Author: Stefan Bräse
Publisher: Royal Society of Chemistry
Total Pages: 487
Release: 2015-11-20
Genre: Medical
ISBN: 1782622241

One strategy to expedite the discovery of new drugs, a process that is somewhat slow and serendipitous, is the identification and use of privileged scaffolds. This book covers the history of the discovery and use of privileged scaffolds and addresses the various classes of these important molecular fragments. The first of the benzodiazepines, a class of drugs that is powerful for treating anxiety, may not have been discovered had it not been for a chance experiment on the contents of a discarded flask found during a lab clean-up. Some years later, scientists discovered that benzodiazepine derivatives were also effective in treating other diseases. This class of molecules was the first to be described as privileged in the sense that it is especially effective at altering the course of disease. Other privileged molecular structures have since been discovered, and since these compounds are so effective at interacting with numerous classes of proteins, they may be an effective starting point to look for new drugs against the supposedly “undruggable” proteins. Following introductory chapters presenting an overview, a historical perspective and the theoretical background and findings, main chapters describe the structure of privileged structures in turn and discuss major drug classes associated with them and their syntheses. This book provides comprehensive coverage of the subject through chapters contributed by expert authors from both academia and industry and will be an excellent reference source for medicinal chemists of a range of disciplines and experiences.

Donor-acceptor Cyclopropanes as Building Blocks for the Synthesis of Natural Product Scaffolds

Donor-acceptor Cyclopropanes as Building Blocks for the Synthesis of Natural Product Scaffolds
Author: Sinan Gai
Publisher:
Total Pages: 496
Release: 2018
Genre:
ISBN:

The first chapter of this thesis provides an introduction to natural products and describes how they are a valuable source of bioactive compounds, which feature heavily in clinically used drugs. The recently reported bioactive natural product maoecrystal V was introduced followed by the chemistry of cyclopropanes, which were intended to be used in the synthesis of maoecrystal V.Synthetic strategies towards the synthesis of maoecrystal V were investigated in chapter 2. A retrosynthetic analysis of maoecrystal V was proposed, which featured a cyclopropane ring expansion. Using a model system, the key step, an intermolecular Diels-Alder cycloaddition was used to construct the [2.2.2]-bicyclooctane scaffold of maoecrystal V. Concurrently to this work, Baran and co-workers completed the synthesis of maoecrystal V and found that it possessed little to no bioactivity against a wide range of cancer cell lines.An introduction to spiroketals and the less common benzannulated spiroketals followed by the methodology to construct them are described in chapter 3. Based on some preliminary results from another study, attention was turned to utilising donor-acceptor cyclopropanes in the synthesis of benzannulated n,5-spiroketals (n = 6 or 5), which are found in numerous bioactive natural products.

Bone Tissue Engineering

Bone Tissue Engineering
Author: Jeffrey O. Hollinger
Publisher: CRC Press
Total Pages: 462
Release: 2004-10-14
Genre: Medical
ISBN: 1135501912

Focusing on bone biology, Bone Tissue Engineering integrates basic sciences with tissue engineering. It includes contributions from world-renowned researchers and clinicians who discuss key topics such as different models and approaches to bone tissue engineering, as well as exciting clinical applications for patients. Divided into four sections, t

Total Synthesis of Natural Products

Total Synthesis of Natural Products
Author: Jie Jack Li
Publisher: Springer Science & Business Media
Total Pages: 292
Release: 2013-03-14
Genre: Science
ISBN: 3642340652

'Total Synthesis of Natural Products' is written and edited by some of today's leaders in organic chemistry. Eleven chapters cover a range of natural products, from steroids to alkaloids. Each chapter contains an introduction to the natural product in question, descriptions of its biological and pharmacological properties and outlines of total synthesis procedures already carried out. Particular emphasis is placed on novel methodologies developed by the respective authors and their research groups. This text is ideal for graduate and advanced undergraduate students, as well as organic chemists in academia and industry.

Biopolymer Composites in Electronics

Biopolymer Composites in Electronics
Author: Kishor Kumar Sadasivuni
Publisher: Elsevier
Total Pages: 546
Release: 2016-09-10
Genre: Science
ISBN: 0081009747

Biopolymer Composites in Electronics examines the current state-of-the-art in the electronic application based on biopolymer composites. Covering the synthesis, dispersion of fillers, characterization and fabrication of the composite materials, the book will help materials scientists and engineers address the challenges posed by the increased use of biopolymeric materials in electronic applications. The influence of preparation techniques on the generation of micro, meso, and nanoscale fillers, and the effect of filler size and dispersion on various biopolymers are discussed in detail. Applications covered include sensors, actuators, optics, fuel cells, photovoltaics, dielectrics, electromagnetic shielding, piezoelectrics, flexible displays, and microwave absorbers. In addition, characterization techniques are discussed and compared, enabling scientists and engineers to make the correct choice of technique. This book is a 'one-stop' reference for researchers, covering the entire state-of-the-art in biopolymer electronics. Written by a collection of expert worldwide contributors from industry, academia, government, and private research institutions, it is an outstanding reference for researchers in the field of biopolymer composites for advanced technologies. - Enables researchers to keep up with the rapid development of biopolymer electronics, which offer light, flexible, and more cost-effective alternatives to conventional materials of solar cells, light-emitting diodes, and transistors - Includes thorough coverage of the physics and chemistry behind biopolymer composites, helping readers to become rapidly acquainted with the fiel - Provides in-depth information on the range of biopolymer applications in electronics, from printed flexible conductors and novel semiconductor components, to intelligent labels, large area displays, and solar panels