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      Inclusion Complexes of β and HPβ-Cyclodextrin with α, β Amyrin and In Vitro Anti-Inflammatory Activity

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          Abstract

          α, β amyrin (ABAM) is a natural mixture of pentacyclic triterpenes that has a wide range of biological activities. ABAM is isolated from the species of the Burseraceae family, in which the species Protium is commonly found in the Amazon region of Brazil. The aim of this work was to develop inclusion complexes (ICs) of ABAM and β-cyclodextrin (βCD) and hydroxypropyl-β-cyclodextrin (HPβCD) by physical mixing (PM) and kneading (KN) methods. Interactions between ABAM and the CD’s as well as the formation of ICs were confirmed by physicochemical characterization in the solid state by Fourier transform infrared (FTIR), scanning electron microscopy (SEM), X-ray diffraction (XRD), thermogravimetry (TG) and differential scanning calorimetry (DSC). Physicochemical characterization indicated the formation of ICs with both βCD and HPβCD. Such ICs were able to induce changes in the physicochemical properties of ABAM. In addition, the formation of ICs with cyclodextrins showed to be an effective and promising alternative to enhance the anti-inflammatory activity and safety of ABAM.

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          Most cited references47

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          A review on cyclodextrin encapsulation of essential oils and volatiles

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            Mechanism of action of flavonoids as anti-inflammatory agents: a review.

            Flavonoids are polyphenolic compounds that occur ubiquitously in plants having a variety of biological effects both in vitro and in vivo. They have been found to have antimicrobial, antiviral, anti-ulcerogenic, cytotoxic, anti-neoplastic, mutagenic, antioxidant, antihepatotoxic, antihypertensive, hypolipidemic, antiplatelet and anti-inflammatory activities. Flavonoids also have biochemical effects, which inhibit a number of enzymes such as aldose reductase, xanthine oxidase, phosphodiesterase, Ca(+2)-ATPase, lipoxygenase, cycloxygenase, etc. They also have a regulatory role on different hormones like estrogens, androgens and thyroid hormone. They have been found to have anti-inflammatory activity in both proliferative and exudative phases of inflammation. Several mechanisms of action have been proposed to explain anti-inflammatory action of flavonoids. The aim of the present review is to give an overview of the mechanism of action of potential anti-inflammatory flavonoids.
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              Characterization of beta-cyclodextrin inclusion complexes containing an essential oil component.

              An important issue in food technology is that antimicrobial compounds can be used for various applications, such as the development of antimicrobial active packaging materials. Yet most antimicrobial compounds are volatile and require protection. In the present study, the inclusion complexes of 2-nonanone (2-NN) with β-cyclodextrin (β-CD), were prepared by a co-precipitation method. Entrapment efficiency (EE), thermal analysis (DSC and TGA), X-ray diffractometry (XRD), Fourier transform infrared spectroscopy (FT-IR), sorption isotherms and antifungal activity were evaluated for the characterization of the inclusion complex (β-CD:2-NN). A higher EE was obtained (34.8%) for the inclusion complex 1:0.5 than for other molar rates. Both DSC and TGA of the inclusion complexes showed the presence of endothermic peaks between 80 °C and 150 °C, attributed to a complexation phenomenon. Antimicrobial tests for mycelial growth reduction under atmospheric conditions proved the fungistatic behaviour of the inclusion complexes against Botrytis cinerea.
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                Author and article information

                Journal
                Biomolecules
                Biomolecules
                biomolecules
                Biomolecules
                MDPI
                2218-273X
                21 June 2019
                June 2019
                : 9
                : 6
                : 241
                Affiliations
                [1 ]Pharmacy Department, Universidade Federal do Rio Grande do Norte, Natal 59012-570, RN, Brazil; walterjuniornt@ 123456hotmail.com (W.F.d.S.J.); daniellelbmenezes@ 123456gmail.com (D.L.B.d.M.); farmaceuticalu@ 123456hotmail.com (L.C.d.O.)
                [2 ]Production and Drug Control Department, Universidade Federal do Rio Grande do Sul, Porto Alegre 90610-000, RS, Brazil; leticia.koester@ 123456ufrgs.br
                [3 ]Laboratory of Biological Activity, Faculty of Pharmaceutical Sciences, Universidade Federal do Amazonas, Manaus 69077-000, AM, Brazil; patt_danielle@ 123456hotmail.com (P.D.O.d.A.); eslima75@ 123456gmail.com (E.S.L.)
                [4 ]Graduate Program of Biotechnology, Laureate International Universities (UnP), Natal 59056-000, RN, Brazil; azevedoep@ 123456hotmail.com
                [5 ]Chemical Engineering Department, Military Institute of Engineering, Rio de Janeiro 22290-270, RJ, Brazil; valdir.veiga@ 123456gmail.com
                Author notes
                [* ]Correspondence: adleyantonini@ 123456yahoo.com.br ; Tel.: +55-84-99928-8864
                Author information
                https://orcid.org/0000-0003-1365-7602
                Article
                biomolecules-09-00241
                10.3390/biom9060241
                6627979
                31234312
                ad5ed674-19f3-4ecb-a75d-aaad068627d6
                © 2019 by the authors.

                Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license ( http://creativecommons.org/licenses/by/4.0/).

                History
                : 03 May 2019
                : 16 June 2019
                Categories
                Article

                amyrin,cyclodextrin,inclusion complexes,anti-inflammatory

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