Application of Asymmetric Catalysis for the Synthesis and Medicinal Chemistry Study of Polyketide Natural Products

Application of Asymmetric Catalysis for the Synthesis and Medicinal Chemistry Study of Polyketide Natural Products PDF Author: Yanping Wang
Publisher:
ISBN:
Category : Cell-mediated cytotoxicity
Languages : en
Pages : 190

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Book Description
Most polyketide natural products are chiral and exist in enantiomerically pure form, often containing more than one stereogenic centers. During synthesis of the polyketide natural products, these centers can be either derived from nature's chiral pools or from resolution of racemic mixtures. Alternatively, the chiral center can be installed using asymmetric catalysis. The asymmetric catalysis approach has the potential to be the most efficient strategy for the construction of libraries of stereochemical polyketide natural products by the installation stereochemistry into the achiral starting materials. Asymmetric catalysis was used to synthesize two categories of polyketide natural products, cryptocaryols and tetrahydrolipstatin, in 25 and 10 longest linear steps, respectively. In addition, five cryptocaryol and eight tetrahydrolipstatin stereochemical analogues were also accessed, which demonstrated the versatility of the catalytic asymmetric approach. The asymmetric catalysis strategy is also applied to an ongoing project the total synthesis of EBC-23. These stereochemical analogues were used to develop structure activity relationship profiles for cryptocaryols and tetrahydrolipstatin cytotoxicity against cancer cell lines (e.g. MCF-7 and H460).

Application of Asymmetric Catalysis for the Synthesis and Medicinal Chemistry Study of Polyketide Natural Products

Application of Asymmetric Catalysis for the Synthesis and Medicinal Chemistry Study of Polyketide Natural Products PDF Author: Yanping Wang
Publisher:
ISBN:
Category : Cell-mediated cytotoxicity
Languages : en
Pages : 190

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Book Description
Most polyketide natural products are chiral and exist in enantiomerically pure form, often containing more than one stereogenic centers. During synthesis of the polyketide natural products, these centers can be either derived from nature's chiral pools or from resolution of racemic mixtures. Alternatively, the chiral center can be installed using asymmetric catalysis. The asymmetric catalysis approach has the potential to be the most efficient strategy for the construction of libraries of stereochemical polyketide natural products by the installation stereochemistry into the achiral starting materials. Asymmetric catalysis was used to synthesize two categories of polyketide natural products, cryptocaryols and tetrahydrolipstatin, in 25 and 10 longest linear steps, respectively. In addition, five cryptocaryol and eight tetrahydrolipstatin stereochemical analogues were also accessed, which demonstrated the versatility of the catalytic asymmetric approach. The asymmetric catalysis strategy is also applied to an ongoing project the total synthesis of EBC-23. These stereochemical analogues were used to develop structure activity relationship profiles for cryptocaryols and tetrahydrolipstatin cytotoxicity against cancer cell lines (e.g. MCF-7 and H460).

Asymmetric Synthesis of Drugs and Natural Products

Asymmetric Synthesis of Drugs and Natural Products PDF Author: Ahindra Nag
Publisher: CRC Press
ISBN: 1315302306
Category : Medical
Languages : en
Pages : 498

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Book Description
This book focuses on different techniques of asymmetric synthesis of important compounds, such as drugs and natural products. It gives insightful information on recent asymmetric synthesis by Inorganic, Organic and Enzymatic combinations. It also emphasizes chiral compounds and design of new catalyst for synthesis of compounds.

Catalysis in Asymmetric Synthesis

Catalysis in Asymmetric Synthesis PDF Author: Vittorio Caprio
Publisher: Wiley-Blackwell
ISBN: 9781405175197
Category : Science
Languages : en
Pages : 408

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Book Description
Asymmetric synthesis has become a major aspect of modern organic chemistry. The stereochemical properties of an organic compound are often essential to its bioactivity, and the need for stereochemically pure pharmaceutical products is a key example of the importance of stereochemical control in organic synthesis. However, achieving high levels of stereoselectivity in the synthesis of complex natural products represents a considerable intellectual and practical challenge for chemists. Written from a synthetic organic chemistry perspective, this text provides a practical overview of the field, illustrating a wide range of transformations that can be achieved. The book captures the latest advances in asymmetric catalysis with emphasis placed on non-enzymatic methods. Topics covered include: Reduction of alkenes, ketones and imines Nucleophilic addition to carbonyl compounds Catalytic carbon-carbon bond forming reactions Catalytic reactions involving metal carbenoids Conjugate addition reactions Catalysis in Asymmetric Synthesis bridges the gap between undergraduate and advanced level textbooks and provides a convenient point of entry to the primary literature for the experienced synthetic organic chemist.

Stereoselective Synthesis of Drugs and Natural Products

Stereoselective Synthesis of Drugs and Natural Products PDF Author: Vasyl Andrushko
Publisher: John Wiley & Sons
ISBN: 1118628330
Category : Science
Languages : en
Pages : 1836

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Book Description
Brings together the best tested and proven stereoselective synthetic methods Both the chemical and pharmaceutical industries are increasingly dependent on stereoselective synthetic methods and strategies for the generation of new chiral drugs and natural products that offer specific 3-D structures. With the publication of Stereoselective Synthesis of Drugs and Natural Products, researchers can turn to this comprehensive two-volume work to guide them through all the core methods for the synthesis of chiral drugs and natural products. Stereoselective Synthesis of Drugs and Natural Products features contributions from an international team of synthetic chemists and pharmaceutical and natural product researchers. These authors have reviewed the tremendous body of literature in the field in order to compile a set of reliable, tested, and proven methods alongside step-by-step guidance. This practical resource not only explores synthetic methodology, but also reaction mechanisms and applications in medicinal chemistry and drug discovery. The publication begins with an introductory chapter covering general principles and methodologies, nomenclature, and strategies of stereoselective synthesis. Next, it is divided into three parts: Part One: General Methods and Strategies Part Two: Stereoselective Synthesis by Bond Formation including C-C bond formation C-H bond formation C-O bond formation C-N bond formation Other C-heteroatom formation and other bond formation Part Three: Methods of Analysis and Chiral Separation References in every chapter serve as a gateway to the literature in the field. With this publication as their guide, chemists involved in the stereoselective synthesis of drugs and natural products now have a single, expertly edited source for all the methods they need.

Catalytic Methods in Asymmetric Synthesis

Catalytic Methods in Asymmetric Synthesis PDF Author: Michelangelo Gruttadauria
Publisher: John Wiley & Sons
ISBN: 1118087984
Category : Science
Languages : en
Pages : 721

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Book Description
This book covers advances in the methods of catalytic asymmetric synthesis and their applications. Coverage moves from new materials and technologies to homogeneous metal-free catalysts and homogeneous metal catalysts. The applications of several methodologies for the synthesis of biologically active molecules are discussed. Part I addresses recent advances in new materials and technologies such as supported catalysts, supports, self-supported catalysts, chiral ionic liquids, supercritical fluids, flow reactors and microwaves related to asymmetric catalysis. Part II covers advances and milestones in organocatalytic, enzymatic and metal-based mediated asymmetric synthesis, including applications for the synthesis of biologically active molecules. Written by leading international experts, this book consists of 16 chapters with 2000 References and illustrations of 560 schemes and figures.

Asymmetric Synthesis of Bioactive Lactones and the Development of a Catalytic Asymmetric Synthesis of α-Aryl Ketones

Asymmetric Synthesis of Bioactive Lactones and the Development of a Catalytic Asymmetric Synthesis of α-Aryl Ketones PDF Author: Robert Doran
Publisher: Springer
ISBN: 3319205447
Category : Science
Languages : en
Pages : 218

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Book Description
This thesis addresses two fundamental areas in contemporary organic chemistry: synthesis of natural products and catalytic asymmetric synthesis. Firstly, a new methodology, developed by our research group, which allows the asymmetric synthesis of lactones, a structural unit ubiquitous in natural products, was utilised in the synthesis of a number of natural product analogues that showed significant biological activity. Secondly, the development of a catalytic asymmetric synthesis of a key structural motif present in a number of natural products and pharmaceuticals was accomplished. During the course of this work we discovered dual stereo control, which is significant because it allows the configuration of a new stereo centre to be controlled by a simple change of proton source.

Asymmetric Synthesis

Asymmetric Synthesis PDF Author: Mathias Christmann
Publisher: Wiley-VCH
ISBN: 9783527313990
Category : Science
Languages : en
Pages : 0

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Book Description
A veritable "Who's who" of asymmetric synthesis introduces the reader to the leaders in the field with a four-page concentrate of their area of research along with a short biography. The book is organized into five chapters, each with an introductory preface. Starting from the key concepts of asymmetric synthesis diastereoselective methods, asymmetric catalysis) the Focus then shifts to its application to the synthesis natural products and industrial processes. Graduate students, academic and industrial researchers will find this book a rich source of inspiration for their own work as well as an indispensable tool for the preparation of seminars and exams. A must for everyone in the field.

Green Approaches To Asymmetric Catalytic Synthesis

Green Approaches To Asymmetric Catalytic Synthesis PDF Author: Angela Patti
Publisher: Springer Science & Business Media
ISBN: 9400714548
Category : Science
Languages : en
Pages : 150

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Book Description
Nowadays, chirality is widely accepted as an important factor in molecular recognition processes and the biological activity of many pharmaceutical drugs and agrochemicals; this is confirmed by the continuous need for synthetic methods which lead to single or enriched enantiomers of such compounds. By presenting a review of the various and more recently developed approaches for both metal-transition and organocatalysis, this volume describes the development of “greener” asymmetric reactions which preserve stereoselectivity. The author summarizes the impressive amount of research that has been gathered within this field into three chapters focusing on: i)the search of alternative catalysts, ii) alternative solvents, and iii) alternative synthetic strategies and processes. For each topic, the fundamentals and some valuable applications are discussed.

Asymmetric Synthesis of Natural Products

Asymmetric Synthesis of Natural Products PDF Author: Ari M. P. Koskinen
Publisher:
ISBN:
Category :
Languages : en
Pages : 234

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Book Description


Catalytic Asymmetric Synthesis

Catalytic Asymmetric Synthesis PDF Author: Iwao Ojima
Publisher: Wiley
ISBN: 9780471188216
Category : Science
Languages : en
Pages : 476

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Book Description
Widely acknowledged as one of today's most desirable, challenging, and economically advantageous techniques, Catalytic Asymmetric Synthesis promotes the creation of millions of chiral product molecules with a single chiral catalyst molecule and serves as a valuable method for obtaining enantiomerically pure or enriched compounds. Offering a thorough account of the significance, usefulness and major advances in catalytic asymmetric synthesis over the past decade, Catalytic Asymmetric Synthesis documents the explosive development of increasingly efficient and reliable methods for the synthesis of desired compounds in an enantiomerically pure state. Featuring contributions from K. Barry Sharpless, Ryoji Noyori, Hisashi Yamamoto, Eric N. Jacobson, Henri B. Kagan, Henri Brunner, Tamio Hayashi, Hidemasa Takaya, and other internationally renowned authorities, coverage provides detailed accounts of today's most important catalytic asymmetric reactions. Audience: Catalytic Asymmetric Synthesis is an essential reference for medicinal, agricultural, natural products, and synthetic organic chemists at all levels, as well as professionals in the pharmaceutical and agricultural industries.