Enhanced water solubility, antioxidant activity, and oral absorption of hesperetin by D-α-tocopheryl polyethylene glycol 1000 succinate and phosphatidylcholine
Hesperetin, an abundant bioactive component of citrus fruits, is poorly water-soluble, resulting in low oral bioavailability. We developed new formulations to improve the water solubility, antioxidant activity, and oral absorption of hesperetin. Two nano-based formulations were developed, namely hes...
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| Veröffentlicht in: | Journal of Zhejiang University. B. Science 2019-03, Vol.20 (3), p.273-281 |
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| creator | Gu, Su-Fang Wang, Li-Ying Tian, Ying-Jie Zhou, Zhu-Xian Tang, Jian-Bin Liu, Xiang-Rui Jiang, Hai-Ping Shen, You-Qing |
| description | Hesperetin, an abundant bioactive component of citrus fruits, is poorly water-soluble, resulting in low oral bioavailability. We developed new formulations to improve the water solubility, antioxidant activity, and oral absorption of hesperetin. Two nano-based formulations were developed, namely hesperetin-TPGS (D-α-tocopheryl polyethylene glycol 1000 succinate) micelles and hesperetin-phosphatidylcholine (PC) complexes. These two formulations were prepared by a simple technique called solvent dispersion, using US Food and Drug Administration (FDA)-approved excipients for drugs. Differential scanning calorimetry (DSC) and dynamic light scattering (DLS) were used to characterize the formulations’ physical properties. Cytotoxicity analysis, cellular antioxidant activity assay, and a pharmacokinetic study were performed to evaluate the biological properties of these two formulations. The final weight ratios of both hesperetin to TPGS and hesperetin to PC were 1:12 based on their water solubility, which increased to 21.5- and 20.7-fold, respectively. The hesperetin-TPGS micelles had a small particle size of 26.19 nm, whereas the hesperetin-PC complexes exhibited a larger particle size of 219.15 nm. In addition, the cellular antioxidant activity assay indicated that both hesperetin-TPGS micelles and hesperetin-PC complexes increased the antioxidant activity of hesperetin to 4.2- and 3.9-fold, respectively. Importantly, the in vivo oral absorption study on rats indicated that the micelles and complexes significantly increased the peak plasma concentration (
C
max
) from 2.64 μg/mL to 20.67 and 33.09 μg/mL and also increased the area under the concentration–time curve of hesperetin after oral administration to 16.2- and 18.0-fold, respectively. The micelles and complexes increased the solubility and remarkably improved the in vitro antioxidant activity and in vivo oral absorption of hesperetin, indicating these formulations’ potential applications in drugs and healthcare products. |
| doi_str_mv | 10.1631/jzus.B1800346 |
| format | Article |
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C
max
) from 2.64 μg/mL to 20.67 and 33.09 μg/mL and also increased the area under the concentration–time curve of hesperetin after oral administration to 16.2- and 18.0-fold, respectively. The micelles and complexes increased the solubility and remarkably improved the in vitro antioxidant activity and in vivo oral absorption of hesperetin, indicating these formulations’ potential applications in drugs and healthcare products.</description><identifier>ISSN: 1673-1581</identifier><identifier>EISSN: 1862-1783</identifier><identifier>DOI: 10.1631/jzus.B1800346</identifier><identifier>PMID: 30829014</identifier><language>eng</language><publisher>Hangzhou: Zhejiang University Press</publisher><subject>Absorption ; Administration, Oral ; alpha-Tocopherol - chemistry ; Animals ; Antioxidants ; Antioxidants - chemistry ; Bioavailability ; Biocompatibility ; Biological Availability ; Biological properties ; Biomedical and Life Sciences ; Biomedicine ; Calorimetry ; Calorimetry, Differential Scanning ; Citrus fruits ; Cytotoxicity ; Differential scanning calorimetry ; Dogs ; Dose-Response Relationship, Drug ; Drug Carriers ; Drugs ; Female ; Hep G2 Cells ; Hesperidin ; Hesperidin - chemistry ; Humans ; In vivo methods and tests ; Lecithin ; Light ; Light scattering ; Madin Darby Canine Kidney Cells ; Micelles ; Oral administration ; Particle size ; Pharmacokinetics ; Phosphatidylcholine ; Phosphatidylcholines - chemistry ; Photon correlation spectroscopy ; Physical properties ; Polyethylene glycol ; Polyethylene Glycols - chemistry ; Rats ; Rats, Sprague-Dawley ; Regulatory agencies ; Scattering, Radiation ; Solubility ; Solvents ; Toxicity ; Vitamin E - chemistry ; Water - chemistry</subject><ispartof>Journal of Zhejiang University. B. Science, 2019-03, Vol.20 (3), p.273-281</ispartof><rights>Zhejiang University and Springer-Verlag GmbH Germany, part of Springer Nature 2019</rights><rights>Zhejiang University and Springer-Verlag GmbH Germany, part of Springer Nature 2019.</rights><rights>Copyright © Zhejiang University and Springer-Verlag GmbH Germany, part of Springer Nature 2019 2019</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3696-1450ba1019f8589024c267f90fb190cbc29cbdbcca731e858bc64fd7a90cffcd3</citedby><cites>FETCH-LOGICAL-c3696-1450ba1019f8589024c267f90fb190cbc29cbdbcca731e858bc64fd7a90cffcd3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC6421126/pdf/$$EPDF$$P50$$Gpubmedcentral$$H</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC6421126/$$EHTML$$P50$$Gpubmedcentral$$H</linktohtml><link.rule.ids>230,314,727,780,784,885,27924,27925,41488,42557,51319,53791,53793</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/30829014$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Gu, Su-Fang</creatorcontrib><creatorcontrib>Wang, Li-Ying</creatorcontrib><creatorcontrib>Tian, Ying-Jie</creatorcontrib><creatorcontrib>Zhou, Zhu-Xian</creatorcontrib><creatorcontrib>Tang, Jian-Bin</creatorcontrib><creatorcontrib>Liu, Xiang-Rui</creatorcontrib><creatorcontrib>Jiang, Hai-Ping</creatorcontrib><creatorcontrib>Shen, You-Qing</creatorcontrib><title>Enhanced water solubility, antioxidant activity, and oral absorption of hesperetin by D-α-tocopheryl polyethylene glycol 1000 succinate and phosphatidylcholine</title><title>Journal of Zhejiang University. B. Science</title><addtitle>J. Zhejiang Univ. Sci. B</addtitle><addtitle>J Zhejiang Univ Sci B</addtitle><description>Hesperetin, an abundant bioactive component of citrus fruits, is poorly water-soluble, resulting in low oral bioavailability. We developed new formulations to improve the water solubility, antioxidant activity, and oral absorption of hesperetin. Two nano-based formulations were developed, namely hesperetin-TPGS (D-α-tocopheryl polyethylene glycol 1000 succinate) micelles and hesperetin-phosphatidylcholine (PC) complexes. These two formulations were prepared by a simple technique called solvent dispersion, using US Food and Drug Administration (FDA)-approved excipients for drugs. Differential scanning calorimetry (DSC) and dynamic light scattering (DLS) were used to characterize the formulations’ physical properties. Cytotoxicity analysis, cellular antioxidant activity assay, and a pharmacokinetic study were performed to evaluate the biological properties of these two formulations. The final weight ratios of both hesperetin to TPGS and hesperetin to PC were 1:12 based on their water solubility, which increased to 21.5- and 20.7-fold, respectively. The hesperetin-TPGS micelles had a small particle size of 26.19 nm, whereas the hesperetin-PC complexes exhibited a larger particle size of 219.15 nm. In addition, the cellular antioxidant activity assay indicated that both hesperetin-TPGS micelles and hesperetin-PC complexes increased the antioxidant activity of hesperetin to 4.2- and 3.9-fold, respectively. Importantly, the in vivo oral absorption study on rats indicated that the micelles and complexes significantly increased the peak plasma concentration (
C
max
) from 2.64 μg/mL to 20.67 and 33.09 μg/mL and also increased the area under the concentration–time curve of hesperetin after oral administration to 16.2- and 18.0-fold, respectively. The micelles and complexes increased the solubility and remarkably improved the in vitro antioxidant activity and in vivo oral absorption of hesperetin, indicating these formulations’ potential applications in drugs and healthcare products.</description><subject>Absorption</subject><subject>Administration, Oral</subject><subject>alpha-Tocopherol - chemistry</subject><subject>Animals</subject><subject>Antioxidants</subject><subject>Antioxidants - chemistry</subject><subject>Bioavailability</subject><subject>Biocompatibility</subject><subject>Biological Availability</subject><subject>Biological properties</subject><subject>Biomedical and Life Sciences</subject><subject>Biomedicine</subject><subject>Calorimetry</subject><subject>Calorimetry, Differential Scanning</subject><subject>Citrus fruits</subject><subject>Cytotoxicity</subject><subject>Differential scanning calorimetry</subject><subject>Dogs</subject><subject>Dose-Response Relationship, Drug</subject><subject>Drug Carriers</subject><subject>Drugs</subject><subject>Female</subject><subject>Hep G2 Cells</subject><subject>Hesperidin</subject><subject>Hesperidin - chemistry</subject><subject>Humans</subject><subject>In vivo methods and tests</subject><subject>Lecithin</subject><subject>Light</subject><subject>Light scattering</subject><subject>Madin Darby Canine Kidney Cells</subject><subject>Micelles</subject><subject>Oral administration</subject><subject>Particle size</subject><subject>Pharmacokinetics</subject><subject>Phosphatidylcholine</subject><subject>Phosphatidylcholines - chemistry</subject><subject>Photon correlation spectroscopy</subject><subject>Physical properties</subject><subject>Polyethylene glycol</subject><subject>Polyethylene Glycols - chemistry</subject><subject>Rats</subject><subject>Rats, Sprague-Dawley</subject><subject>Regulatory agencies</subject><subject>Scattering, Radiation</subject><subject>Solubility</subject><subject>Solvents</subject><subject>Toxicity</subject><subject>Vitamin E - chemistry</subject><subject>Water - chemistry</subject><issn>1673-1581</issn><issn>1862-1783</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkc2OFCEUhStG44yjS7eGxI0Lq-VCNUVtTHQcf5JJ3OiaAEV10aGhBGq0fBpfwRfxmaTtnvEnri7hfDn3npyqegh4BYzCs-3XOa1eAseYNuxWdQqckRpaTm-XN2tpDWsOJ9W9lLYYNw1u2d3qhGJOOgzNafXtwo_Sa9OjzzKbiFJws7LO5uUpkj7b8MX2ZSKps706_vYoROmQVCnEqSAehQGNJk0mmmw9Ugt6Vf_4XuegwzSauDg0BbeYPC7OeIM2btHBIcAYozRrbX1Z_ct3GkOaRpltvzg9Bme9uV_dGaRL5sFxnlUfX198OH9bX75_8-78xWWtKetYDc0aKwkYuoGveYdJowlrhw4PCjqslSadVr3SWrYUTEGUZs3Qt7KIw6B7elY9P_hOs9qZXhufS0gxRbuTcRFBWvG34u0oNuFKsIYAEFYMnhwNYvg0m5TFziZtnJPehDkJArzt1pxQKOjjf9BtmKMv8QRpKOMdZWxvWB8oHUNK0Qw3xwAW--7Fvntx3X3hH_2Z4Ia-LrsAqwOQiuQ3Jv5e-3_Hn6GKv-s</recordid><startdate>20190301</startdate><enddate>20190301</enddate><creator>Gu, Su-Fang</creator><creator>Wang, Li-Ying</creator><creator>Tian, Ying-Jie</creator><creator>Zhou, Zhu-Xian</creator><creator>Tang, Jian-Bin</creator><creator>Liu, Xiang-Rui</creator><creator>Jiang, Hai-Ping</creator><creator>Shen, You-Qing</creator><general>Zhejiang University Press</general><general>Springer Nature B.V</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7QP</scope><scope>7TK</scope><scope>8FD</scope><scope>FR3</scope><scope>K9.</scope><scope>P64</scope><scope>7X8</scope><scope>5PM</scope></search><sort><creationdate>20190301</creationdate><title>Enhanced water solubility, antioxidant activity, and oral absorption of hesperetin by D-α-tocopheryl polyethylene glycol 1000 succinate and phosphatidylcholine</title><author>Gu, Su-Fang ; Wang, Li-Ying ; Tian, Ying-Jie ; Zhou, Zhu-Xian ; Tang, Jian-Bin ; Liu, Xiang-Rui ; Jiang, Hai-Ping ; Shen, You-Qing</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3696-1450ba1019f8589024c267f90fb190cbc29cbdbcca731e858bc64fd7a90cffcd3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Absorption</topic><topic>Administration, Oral</topic><topic>alpha-Tocopherol - chemistry</topic><topic>Animals</topic><topic>Antioxidants</topic><topic>Antioxidants - chemistry</topic><topic>Bioavailability</topic><topic>Biocompatibility</topic><topic>Biological Availability</topic><topic>Biological properties</topic><topic>Biomedical and Life Sciences</topic><topic>Biomedicine</topic><topic>Calorimetry</topic><topic>Calorimetry, Differential Scanning</topic><topic>Citrus fruits</topic><topic>Cytotoxicity</topic><topic>Differential scanning calorimetry</topic><topic>Dogs</topic><topic>Dose-Response Relationship, Drug</topic><topic>Drug Carriers</topic><topic>Drugs</topic><topic>Female</topic><topic>Hep G2 Cells</topic><topic>Hesperidin</topic><topic>Hesperidin - chemistry</topic><topic>Humans</topic><topic>In vivo methods and tests</topic><topic>Lecithin</topic><topic>Light</topic><topic>Light scattering</topic><topic>Madin Darby Canine Kidney Cells</topic><topic>Micelles</topic><topic>Oral administration</topic><topic>Particle size</topic><topic>Pharmacokinetics</topic><topic>Phosphatidylcholine</topic><topic>Phosphatidylcholines - chemistry</topic><topic>Photon correlation spectroscopy</topic><topic>Physical properties</topic><topic>Polyethylene glycol</topic><topic>Polyethylene Glycols - chemistry</topic><topic>Rats</topic><topic>Rats, Sprague-Dawley</topic><topic>Regulatory agencies</topic><topic>Scattering, Radiation</topic><topic>Solubility</topic><topic>Solvents</topic><topic>Toxicity</topic><topic>Vitamin E - chemistry</topic><topic>Water - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Gu, Su-Fang</creatorcontrib><creatorcontrib>Wang, Li-Ying</creatorcontrib><creatorcontrib>Tian, Ying-Jie</creatorcontrib><creatorcontrib>Zhou, Zhu-Xian</creatorcontrib><creatorcontrib>Tang, Jian-Bin</creatorcontrib><creatorcontrib>Liu, Xiang-Rui</creatorcontrib><creatorcontrib>Jiang, Hai-Ping</creatorcontrib><creatorcontrib>Shen, You-Qing</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Calcium & Calcified Tissue Abstracts</collection><collection>Neurosciences Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Journal of Zhejiang University. B. Science</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Gu, Su-Fang</au><au>Wang, Li-Ying</au><au>Tian, Ying-Jie</au><au>Zhou, Zhu-Xian</au><au>Tang, Jian-Bin</au><au>Liu, Xiang-Rui</au><au>Jiang, Hai-Ping</au><au>Shen, You-Qing</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Enhanced water solubility, antioxidant activity, and oral absorption of hesperetin by D-α-tocopheryl polyethylene glycol 1000 succinate and phosphatidylcholine</atitle><jtitle>Journal of Zhejiang University. B. Science</jtitle><stitle>J. Zhejiang Univ. Sci. B</stitle><addtitle>J Zhejiang Univ Sci B</addtitle><date>2019-03-01</date><risdate>2019</risdate><volume>20</volume><issue>3</issue><spage>273</spage><epage>281</epage><pages>273-281</pages><issn>1673-1581</issn><eissn>1862-1783</eissn><abstract>Hesperetin, an abundant bioactive component of citrus fruits, is poorly water-soluble, resulting in low oral bioavailability. We developed new formulations to improve the water solubility, antioxidant activity, and oral absorption of hesperetin. Two nano-based formulations were developed, namely hesperetin-TPGS (D-α-tocopheryl polyethylene glycol 1000 succinate) micelles and hesperetin-phosphatidylcholine (PC) complexes. These two formulations were prepared by a simple technique called solvent dispersion, using US Food and Drug Administration (FDA)-approved excipients for drugs. Differential scanning calorimetry (DSC) and dynamic light scattering (DLS) were used to characterize the formulations’ physical properties. Cytotoxicity analysis, cellular antioxidant activity assay, and a pharmacokinetic study were performed to evaluate the biological properties of these two formulations. The final weight ratios of both hesperetin to TPGS and hesperetin to PC were 1:12 based on their water solubility, which increased to 21.5- and 20.7-fold, respectively. The hesperetin-TPGS micelles had a small particle size of 26.19 nm, whereas the hesperetin-PC complexes exhibited a larger particle size of 219.15 nm. In addition, the cellular antioxidant activity assay indicated that both hesperetin-TPGS micelles and hesperetin-PC complexes increased the antioxidant activity of hesperetin to 4.2- and 3.9-fold, respectively. Importantly, the in vivo oral absorption study on rats indicated that the micelles and complexes significantly increased the peak plasma concentration (
C
max
) from 2.64 μg/mL to 20.67 and 33.09 μg/mL and also increased the area under the concentration–time curve of hesperetin after oral administration to 16.2- and 18.0-fold, respectively. The micelles and complexes increased the solubility and remarkably improved the in vitro antioxidant activity and in vivo oral absorption of hesperetin, indicating these formulations’ potential applications in drugs and healthcare products.</abstract><cop>Hangzhou</cop><pub>Zhejiang University Press</pub><pmid>30829014</pmid><doi>10.1631/jzus.B1800346</doi><tpages>9</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Journal of Zhejiang University. B. Science, 2019-03, Vol.20 (3), p.273-281 |
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| source | MEDLINE; SpringerNature Journals; EZB-FREE-00999 freely available EZB journals; PubMed Central; Free Full-Text Journals in Chemistry |
| subjects | Absorption Administration, Oral alpha-Tocopherol - chemistry Animals Antioxidants Antioxidants - chemistry Bioavailability Biocompatibility Biological Availability Biological properties Biomedical and Life Sciences Biomedicine Calorimetry Calorimetry, Differential Scanning Citrus fruits Cytotoxicity Differential scanning calorimetry Dogs Dose-Response Relationship, Drug Drug Carriers Drugs Female Hep G2 Cells Hesperidin Hesperidin - chemistry Humans In vivo methods and tests Lecithin Light Light scattering Madin Darby Canine Kidney Cells Micelles Oral administration Particle size Pharmacokinetics Phosphatidylcholine Phosphatidylcholines - chemistry Photon correlation spectroscopy Physical properties Polyethylene glycol Polyethylene Glycols - chemistry Rats Rats, Sprague-Dawley Regulatory agencies Scattering, Radiation Solubility Solvents Toxicity Vitamin E - chemistry Water - chemistry |
| title | Enhanced water solubility, antioxidant activity, and oral absorption of hesperetin by D-α-tocopheryl polyethylene glycol 1000 succinate and phosphatidylcholine |
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