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Chemical and Biological Properties of S-1-Propenyl-l-Cysteine in Aged Garlic Extract

S-1-propenyl-l-cysteine (S1PC) is a stereoisomer of S-allyl-l-cysteine (SAC), an important sulfur-containing amino acid that plays a role for the beneficial pharmacological effects of aged garlic extract (AGE). The existence of S1PC in garlic preparations has been known since the 1960’s. However, th...

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Autores principales: Kodera, Yukihiro, Ushijima, Mitsuyasu, Amano, Hirotaka, Suzuki, Jun-ichiro, Matsutomo, Toshiaki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6154623/
https://www.ncbi.nlm.nih.gov/pubmed/28362335
http://dx.doi.org/10.3390/molecules22040570
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author Kodera, Yukihiro
Ushijima, Mitsuyasu
Amano, Hirotaka
Suzuki, Jun-ichiro
Matsutomo, Toshiaki
author_facet Kodera, Yukihiro
Ushijima, Mitsuyasu
Amano, Hirotaka
Suzuki, Jun-ichiro
Matsutomo, Toshiaki
author_sort Kodera, Yukihiro
collection PubMed
description S-1-propenyl-l-cysteine (S1PC) is a stereoisomer of S-allyl-l-cysteine (SAC), an important sulfur-containing amino acid that plays a role for the beneficial pharmacological effects of aged garlic extract (AGE). The existence of S1PC in garlic preparations has been known since the 1960’s. However, there was no report regarding the biological and/or pharmacological activity of S1PC until 2016. Recently, we performed a series of studies to examine the chemical, biological, pharmacological and pharmacokinetic properties of S1PC, and obtained some interesting results. S1PC existed only in trace amounts in raw garlic, but its concentration increased almost up to the level similar of SAC through aging process of AGE. S1PC showed immunomodulatory effects in vitro and in vivo, and reduced blood pressure in a hypertensive animal model. A pharmacokinetic study revealed that S1PC was readily absorbed after oral administration in rats and dogs with bioavailability of 88–100%. Additionally, S1PC had little inhibitory influence on human cytochrome P450 activities, even at a concentration of 1 mM. Based on these findings, S1PC was suggested to be another important, pharmacologically active and safe component of AGE similar to SAC. In this review, we highlight some results from recent studies on S1PC and discuss the potential medicinal value of S1PC.
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spelling pubmed-61546232018-11-13 Chemical and Biological Properties of S-1-Propenyl-l-Cysteine in Aged Garlic Extract Kodera, Yukihiro Ushijima, Mitsuyasu Amano, Hirotaka Suzuki, Jun-ichiro Matsutomo, Toshiaki Molecules Review S-1-propenyl-l-cysteine (S1PC) is a stereoisomer of S-allyl-l-cysteine (SAC), an important sulfur-containing amino acid that plays a role for the beneficial pharmacological effects of aged garlic extract (AGE). The existence of S1PC in garlic preparations has been known since the 1960’s. However, there was no report regarding the biological and/or pharmacological activity of S1PC until 2016. Recently, we performed a series of studies to examine the chemical, biological, pharmacological and pharmacokinetic properties of S1PC, and obtained some interesting results. S1PC existed only in trace amounts in raw garlic, but its concentration increased almost up to the level similar of SAC through aging process of AGE. S1PC showed immunomodulatory effects in vitro and in vivo, and reduced blood pressure in a hypertensive animal model. A pharmacokinetic study revealed that S1PC was readily absorbed after oral administration in rats and dogs with bioavailability of 88–100%. Additionally, S1PC had little inhibitory influence on human cytochrome P450 activities, even at a concentration of 1 mM. Based on these findings, S1PC was suggested to be another important, pharmacologically active and safe component of AGE similar to SAC. In this review, we highlight some results from recent studies on S1PC and discuss the potential medicinal value of S1PC. MDPI 2017-03-31 /pmc/articles/PMC6154623/ /pubmed/28362335 http://dx.doi.org/10.3390/molecules22040570 Text en © 2017 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/).
spellingShingle Review
Kodera, Yukihiro
Ushijima, Mitsuyasu
Amano, Hirotaka
Suzuki, Jun-ichiro
Matsutomo, Toshiaki
Chemical and Biological Properties of S-1-Propenyl-l-Cysteine in Aged Garlic Extract
title Chemical and Biological Properties of S-1-Propenyl-l-Cysteine in Aged Garlic Extract
title_full Chemical and Biological Properties of S-1-Propenyl-l-Cysteine in Aged Garlic Extract
title_fullStr Chemical and Biological Properties of S-1-Propenyl-l-Cysteine in Aged Garlic Extract
title_full_unstemmed Chemical and Biological Properties of S-1-Propenyl-l-Cysteine in Aged Garlic Extract
title_short Chemical and Biological Properties of S-1-Propenyl-l-Cysteine in Aged Garlic Extract
title_sort chemical and biological properties of s-1-propenyl-l-cysteine in aged garlic extract
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6154623/
https://www.ncbi.nlm.nih.gov/pubmed/28362335
http://dx.doi.org/10.3390/molecules22040570
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