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Solubility of Piperine and Its Inclusion Complexes in Biorelevant Media and Their Effect on Attenuating Mouse Ileum Contractions

[Image: see text] This study evaluated the solubility of piperine (PP) in biorelevant media and the effect of its ground mixtures (GMs) and coprecipitates (CPs) on intestinal contractions when presented in inclusion complexes with α-, β-, and γ-cyclodextrins (CDs). In the powder X-ray diffraction (P...

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Autores principales: Ezawa, Toshinari, Inagaki, Yukiko, Kashiwaba, Kinami, Matsumoto, Namiko, Moteki, Hajime, Murata, Isamu, Inoue, Yutaka, Kimura, Mitsutoshi, Ogihara, Masahiko, Kanamoto, Ikuo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7970567/
https://www.ncbi.nlm.nih.gov/pubmed/33748609
http://dx.doi.org/10.1021/acsomega.0c06198
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author Ezawa, Toshinari
Inagaki, Yukiko
Kashiwaba, Kinami
Matsumoto, Namiko
Moteki, Hajime
Murata, Isamu
Inoue, Yutaka
Kimura, Mitsutoshi
Ogihara, Masahiko
Kanamoto, Ikuo
author_facet Ezawa, Toshinari
Inagaki, Yukiko
Kashiwaba, Kinami
Matsumoto, Namiko
Moteki, Hajime
Murata, Isamu
Inoue, Yutaka
Kimura, Mitsutoshi
Ogihara, Masahiko
Kanamoto, Ikuo
author_sort Ezawa, Toshinari
collection PubMed
description [Image: see text] This study evaluated the solubility of piperine (PP) in biorelevant media and the effect of its ground mixtures (GMs) and coprecipitates (CPs) on intestinal contractions when presented in inclusion complexes with α-, β-, and γ-cyclodextrins (CDs). In the powder X-ray diffraction (PXRD) and differential scanning calorimetry (DSC) measurements, CP (PP/αCD) and CP (PP/γCD) suggest the formation of inclusion complexes. The (1)H-nuclear magnetic resonance (NMR) analysis showed the integrated intensity ratios of CP (PP/αCD) and CP (PP/γCD) protons to be 1/2 and 1/1, the same as the respective molar ratios in the respective GM inclusion complexes. The intestinal contraction test confirmed that the intestinal contraction rate of carbachol (CCh) in the presence of 2.0 × 10(–5) M PP was comparable to that in the absence of PP. On the other hand, CP (PP/αCD), GM (PP/αCD = 1/2), and GM (PP/βCD = 1/1) formed inclusion complexes that significantly suppressed the intestinal contractility at PP 1.0 × 10(–8) M. No significant differences were observed between CP and GM. The solubility of the PP/αCD inclusion complex was 6–7 times higher than that of PP in the fasted-state-simulated intestinal fluid (FaSSIF, pH 6.5). PP functioned to suppress intestinal contraction by forming an inclusion complex. Based on this result, PP/αCD might be expected to be effective as an antidiarrheal.
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spelling pubmed-79705672021-03-19 Solubility of Piperine and Its Inclusion Complexes in Biorelevant Media and Their Effect on Attenuating Mouse Ileum Contractions Ezawa, Toshinari Inagaki, Yukiko Kashiwaba, Kinami Matsumoto, Namiko Moteki, Hajime Murata, Isamu Inoue, Yutaka Kimura, Mitsutoshi Ogihara, Masahiko Kanamoto, Ikuo ACS Omega [Image: see text] This study evaluated the solubility of piperine (PP) in biorelevant media and the effect of its ground mixtures (GMs) and coprecipitates (CPs) on intestinal contractions when presented in inclusion complexes with α-, β-, and γ-cyclodextrins (CDs). In the powder X-ray diffraction (PXRD) and differential scanning calorimetry (DSC) measurements, CP (PP/αCD) and CP (PP/γCD) suggest the formation of inclusion complexes. The (1)H-nuclear magnetic resonance (NMR) analysis showed the integrated intensity ratios of CP (PP/αCD) and CP (PP/γCD) protons to be 1/2 and 1/1, the same as the respective molar ratios in the respective GM inclusion complexes. The intestinal contraction test confirmed that the intestinal contraction rate of carbachol (CCh) in the presence of 2.0 × 10(–5) M PP was comparable to that in the absence of PP. On the other hand, CP (PP/αCD), GM (PP/αCD = 1/2), and GM (PP/βCD = 1/1) formed inclusion complexes that significantly suppressed the intestinal contractility at PP 1.0 × 10(–8) M. No significant differences were observed between CP and GM. The solubility of the PP/αCD inclusion complex was 6–7 times higher than that of PP in the fasted-state-simulated intestinal fluid (FaSSIF, pH 6.5). PP functioned to suppress intestinal contraction by forming an inclusion complex. Based on this result, PP/αCD might be expected to be effective as an antidiarrheal. American Chemical Society 2021-03-03 /pmc/articles/PMC7970567/ /pubmed/33748609 http://dx.doi.org/10.1021/acsomega.0c06198 Text en © 2021 The Authors. Published by American Chemical Society Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Ezawa, Toshinari
Inagaki, Yukiko
Kashiwaba, Kinami
Matsumoto, Namiko
Moteki, Hajime
Murata, Isamu
Inoue, Yutaka
Kimura, Mitsutoshi
Ogihara, Masahiko
Kanamoto, Ikuo
Solubility of Piperine and Its Inclusion Complexes in Biorelevant Media and Their Effect on Attenuating Mouse Ileum Contractions
title Solubility of Piperine and Its Inclusion Complexes in Biorelevant Media and Their Effect on Attenuating Mouse Ileum Contractions
title_full Solubility of Piperine and Its Inclusion Complexes in Biorelevant Media and Their Effect on Attenuating Mouse Ileum Contractions
title_fullStr Solubility of Piperine and Its Inclusion Complexes in Biorelevant Media and Their Effect on Attenuating Mouse Ileum Contractions
title_full_unstemmed Solubility of Piperine and Its Inclusion Complexes in Biorelevant Media and Their Effect on Attenuating Mouse Ileum Contractions
title_short Solubility of Piperine and Its Inclusion Complexes in Biorelevant Media and Their Effect on Attenuating Mouse Ileum Contractions
title_sort solubility of piperine and its inclusion complexes in biorelevant media and their effect on attenuating mouse ileum contractions
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7970567/
https://www.ncbi.nlm.nih.gov/pubmed/33748609
http://dx.doi.org/10.1021/acsomega.0c06198
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