Cyclodextrin Applications in Medicine, Food, Environment and Liquid Crystals

249 Pages·2018·9.194 MB·English

by  Sophie Fourmentin, Grégorio Crini, Eric Lichtfouse

Environmental Chemistry for a Sustainable World
Sophie Fourmentin · Grégorio Crini 
Eric Lichtfouse E ditors
Cyclodextrin Applications
in Medicine, Food,
Environment and Liquid
Crystals
Environmental Chemistry for a Sustainable
World
Series editors
Eric Lichtfouse, Aix-Marseille Univ, CEREGE, CNRS, IRD, INRA, Coll France,
Aix en Provence, France
Jan Schwarzbauer, RWTH Aachen University, Aachen, Germany
Didier Robert, CNRS, European Laboratory for Catalysis and Surface Sciences,
Saint-Avold, France
Other Publications by the Editors
Books
Environmental Chemistry
http://www.springer.com/978-3-540-22860-8
Organic Contaminants in Riverine and Groundwater Systems
http://www.springer.com/978-3-540-31169-0
Sustainable Agriculture
Volume 1: http://www.springer.com/978-90-481-2665-1
Volume 2: http://www.springer.com/978-94-007-0393-3
Book series
Environmental Chemistry for a Sustainable World
http://www.springer.com/series/11480
Sustainable Agriculture Reviews
http://www.springer.com/series/8380
Journals
Environmental Chemistry Letters
http://www.springer.com/10311
More information about this series at http://www.springer.com/series/11480
Sophie Fourmentin • Grégorio Crini
Eric Lichtfouse
Editors
Cyclodextrin Applications
in Medicine, Food,
Environment and Liquid
Crystals
Editors
Sophie Fourmentin Grégorio Crini
UCEIV Université de Bourgogne Franche-Comté
Dunkerque, France Besançon, France
Eric Lichtfouse
Aix-Marseille Univ, CEREGE, CNRS, IRD,
INRA, Coll France, Europole
Mediterraneen de l’Arbois
Aix en Provence, France
ISSN 2213-7114 ISSN 2213-7122 (electronic)
Environmental Chemistry for a Sustainable World
ISBN 978-3-319-76161-9 ISBN 978-3-319-76162-6 (eBook)
https://doi.org/10.1007/978-3-319-76162-6
Library of Congress Control Number: 2018941846
© Springer International Publishing AG, part of Springer Nature 2018
This work is subject to copyright. All rights are reserved by the Publisher, whether the whole or part of
the material is concerned, specifically the rights of translation, reprinting, reuse of illustrations, recitation,
broadcasting, reproduction on microfilms or in any other physical way, and transmission or information
storage and retrieval, electronic adaptation, computer software, or by similar or dissimilar methodology
now known or hereafter developed.
The use of general descriptive names, registered names, trademarks, service marks, etc. in this publication
does not imply, even in the absence of a specific statement, that such names are exempt from the relevant
protective laws and regulations and therefore free for general use.
The publisher, the authors and the editors are safe to assume that the advice and information in this book
are believed to be true and accurate at the date of publication. Neither the publisher nor the authors or the
editors give a warranty, express or implied, with respect to the material contained herein or for any errors
or omissions that may have been made. The publisher remains neutral with regard to jurisdictional claims
in published maps and institutional affiliations.
Printed on acid-free paper
This Springer imprint is published by the registered company Springer International Publishing AG part
of Springer Nature.
The registered company address is: Gewerbestrasse 11, 6330 Cham, Switzerland
Preface
“Cyclodextrins have been a source of fascination for over a
hundred years as the heart of these molecules is easy to
penetrate although they are hard to crack”
(Benito Casu, 1993)
The 2016 Nobel Prize in Chemistry was awarded to Jean-Pierre Sauvage, Sir James
Fraser Stoddart and Bernard Lucas Feringa for the design and synthesis of molecu-
lar machines. This prize revealed a major recognition for supramolecular chemistry
involving host-guest relationships such as cyclodextrin complexes. This recognition
will surely contribute to a renewed interest for cyclodextrins. Cyclodextrins have
been discovered more than 100 years ago by the pioneering work of the pharmacist
and chemist Antoine Villiers in France. Cyclodextrins are obtained by enzymatic
degradation of starch and still fascinate researchers because they are remarkable
macrocyclic molecules with major theoretical and practical impacts in chemistry,
biology, biochemistry, health science and agriculture. Cyclodextrins have broken
barriers between different disciplines and, nowadays, various scientists work
together to find new concepts and applications.
The most characteristic feature of cyclodextrins is their ability to form inclusion
complexes with various molecules through host-guest interactions, which are at the
origin of many applications (Fig. 1). Actually, cyclodextrins and their chemically
modified derivatives have a wide variety of practical applications in almost all sec-
tors of industry including pharmacy, medicine, foods, cosmetics, toiletries, cataly-
sis, chromatography, biotechnology, textile industry, supramolecular chemistry and
nanotechnology. New contributions and industrial developments are further
expected in biomedicine, e.g., for magnetic resonance imaging and chemotherapy,
in fermentation processing and enzymology, sensor applications, cosmeto-textiles,
and agrochemistry.
This book is the second volume of two volumes on cyclodextrins published in the
series Environmental Chemistry for a Sustainable World. This volume focuses on
cyclodextrin applications. The first chapter by Divya Arora and Sundeep Jaglan
v
vi Preface
Fig. 1 Cyclodextrin hosts are able to trap a wide variety of guest chemicals. This complexing
ability has led to many applications in various sectors
presents cyclodextrin-based carriers for delivery of dietary phytochemicals. The
second chapter by Éva Fenyvesi et al. describes the interactions of steroids with
cyclodextrins and their applications to pharmaceuticals, food, biotechnology, and
environment. Nazli Erdoğar and Erem Bilensoy discuss cyclodextrin-based nano-
systems in targeted cancer therapy. Miriana Kfoury et al. review the use of cyclo-
dextrins for essential oils applications in chapter 4. Hiroshi Ikeda demonstrates in
chapter 5 that chromophore-appended cyclodextrins are effective for chemosensors
to detect organic molecules by fluorescence or absorbance changes. Then Grégorio
Crini et al. describe silica materials-containing cyclodextrin for pollutant removal.
The final chapter by Chang-Chun Ling et al. summarizes the synthesis and charac-
terization of supramolecular liquid crystals based on cyclodextrins and their
applications.
The editors extend their thanks to all the authors who contributed to this book. Its
creation would not have been possible without the assistance of several friends and
colleagues deserving acknowledgment. They have helped by choosing contributors,
reviewing chapters, and in many other ways. Finally, we would like to thank the
staff at Springer Nature for their highly professional editing of the publication.
Dunkerque, France Sophie Fourmentin
Besançon, France Grégorio Crini
Aix-en-Provence, France Eric Lichtfouse
Contents
1 Cyclodextrin-Based Carriers for Delivery
of Dietary Phytochemicals . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1
Divya Arora, Ankit Saneja, and Sundeep Jaglan
2 Cyclodextrin-Steroid Interactions and Applications
to Pharmaceuticals, Food, Biotechnology and Environment . . . . . . . 19
Éva Fenyvesi, István Puskás, and Lajos Szente
3 Cyclodextrin-Based Nanosystems in Targeted
Cancer Therapy . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 59
Nazlı Erdoğar and Erem Bilensoy
4 Cyclodextrins for Essential Oils Applications . . . . . . . . . . . . . . . . . . . 81
Miriana Kfoury, Lizette Auezova, Hélène Greige-Gerges,
and Sophie Fourmentin
5 Chemosensors for Water Contaminants Based
on Chromophore-Appended Cyclodextrins . . . . . . . . . . . . . . . . . . . . . 125
Hiroshi Ikeda
6 Silica Materials Containing Cyclodextrin
for Pollutant Removal . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 149
Nadia Morin-Crini, Marc Fourmentin, Sophie Fourmentin,
Giangiacomo Torri, and Grégorio Crini
7 Supramolecular Liquid Crystals Based on Cyclodextrins . . . . . . . . . 183
Pier-Luc Champagne, Rajesh Kumar, and Chang-Chun Ling
vii
Contributors
Divya  Arora Microbial Biotechnology Division, CSIR-Indian Institute of
Integrative Medicine, Jammu, India
Academy of Scientific and Innovative Research (AcSIR), Jammu, India
Lizette Auezova Bioactive Molecules Research Laboratory, Faculty of Sciences,
Lebanese University, Beirut, Lebanon
Erem Bilensoy Department of Pharmaceutical Technology, Hacettepe University
Faculty of Pharmacy, Ankara, Turkey
Pier-Luc  Champagne Alberta Glycomics Centre, Department of Chemistry,
University of Calgary, Calgary, Alberta, Canada
Nazlı Erdoğar Department of Pharmaceutical Technology, Hacettepe University
Faculty of Pharmacy, Ankara, Turkey
Éva Fenyvesi CycloLab Cyclodextrin R&D Laboratory Co., Budapest, Hungary
Marc Fourmentin Laboratoire de Physico-Chimie de l’Atmosphère (LPCA, EA
4493), Université du Littoral Côte d’Opale, Dunkerque, France
Hélène  Greige-Gerges Bioactive Molecules Research Laboratory, Faculty of
Sciences, Lebanese University, Beirut, Lebanon
Hiroshi  Ikeda School of Life Science and Technology, Tokyo Institute of
Technology, Yokohama, Japan
Sundeep  Jaglan Microbial Biotechnology Division, CSIR-I ndian Institute of
Integrative Medicine, Jammu, India
Academy of Scientific and Innovative Research (AcSIR), Jammu, India
Miriana Kfoury Unité de Chimie Environnementale et Interactions sur le Vivant
(UCEIV, EA 4492), Dunkerque, France
Bioactive Molecules Research Laboratory, Faculty of Sciences, Lebanese University,
Beirut, Lebanon
ix
x Contributors
Rajesh Kumar Alberta Glycomics Centre, Department of Chemistry, University
of Calgary, Calgary, Alberta, Canada
Chang-Chun  Ling Alberta Glycomics Centre, Department of Chemistry,
University of Calgary, Calgary, Alberta, Canada
Nadia  Morin-Crini UFR Sciences et Techniques, Laboratoire Chrono-
environnement, Université de Bourgogne Franche-Comté, Besançon, France
István Puskás CycloLab Cyclodextrin R&D Laboratory Co., Budapest, Hungary
Ankit Saneja Product Development Cell-II, National Institute of Immunology,
New Delhi, India
Lajos Szente CycloLab Cyclodextrin R&D Laboratory Co., Budapest, Hungary
Giangiacomo Torri Istituto di Chimica e Biochimica G. Ronzoni, Milano, Italy