Bioavailability and structural study of 20-hydroxyecdysone complexes with cyclodextrins
20-Hydroxyecdysterone – (2β,3β,5β,22R)-2,3,14,20,22,25-hexahydroxycholest-7-en-6-one was isolated in satisfactory yield using ethanol extraction from the aerial part of Silene wolgensis (Hornem.) Otth; sometimes Silene wolgensis (Willd.) Bess. ex Spreng. The complexation of the phytoecdysteroid with...
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| Veröffentlicht in: | Steroids 2019-07, Vol.147, p.37-41 |
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| creator | Temirgaziyev, Bakhtiyar S. Kučáková, Karolína Baizhigit, Yerassyl A. Jurášek, Michal Džubák, Petr Hajdúch, Marián Dolenský, Bohumil Drašar, Pavel B. Tuleuov, Borash I. Adekenov, Sergazy M. |
| description | 20-Hydroxyecdysterone – (2β,3β,5β,22R)-2,3,14,20,22,25-hexahydroxycholest-7-en-6-one was isolated in satisfactory yield using ethanol extraction from the aerial part of Silene wolgensis (Hornem.) Otth; sometimes Silene wolgensis (Willd.) Bess. ex Spreng. The complexation of the phytoecdysteroid with β-cyclodextrin was studied by NMR spectroscopy. By studying the changes in chemical shifts of protons of substrates and receptors it was found that ecdysterone interacts with cyclodextrins to form supramolecular inclusion complexes of stoichiometric composition of 1:1 or 1:2. Ecdysterone-β-cyclodextrin complexes exhibit 100 times higher solubility in water than the parent compound. |
| doi_str_mv | 10.1016/j.steroids.2018.11.007 |
| format | Article |
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Otth; sometimes Silene wolgensis (Willd.) Bess. ex Spreng. The complexation of the phytoecdysteroid with β-cyclodextrin was studied by NMR spectroscopy. By studying the changes in chemical shifts of protons of substrates and receptors it was found that ecdysterone interacts with cyclodextrins to form supramolecular inclusion complexes of stoichiometric composition of 1:1 or 1:2. 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Ecdysterone-β-cyclodextrin complexes exhibit 100 times higher solubility in water than the parent compound.</description><subject>Biological Availability</subject><subject>Cyclodextrins</subject><subject>Cyclodextrins - chemistry</subject><subject>Ecdysterone - chemistry</subject><subject>Ecdysterone - isolation & purification</subject><subject>Ecdysterone - pharmacokinetics</subject><subject>Ecdysterones</subject><subject>Inclusion complexes</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Molecular Conformation</subject><subject>NMR spectroscopy</subject><subject>Silene - chemistry</subject><subject>Solubility</subject><issn>0039-128X</issn><issn>1878-5867</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkEtP4zAQxy3EipbHV6hy5JIwTmLHufEQ7CJV2suulpvl2GPhKo2L7UDz7QkqcN3TzOH_mPkRsqJQUKD8alPEhME7E4sSqCgoLQCaI7KkohE5E7w5JkuAqs1pKZ4W5DTGDQDwqi1PyKKCmgnawpL8u3VevSrXq871Lk2ZGkwWUxh1GoPq53U0U-ZtVkL-PJng9xNqM0U_YKb9dtfjHmP25tJzpifde4P7FNwQz8kPq_qIF5_zjPx9uP9z9ytf__75eHezznXFRco74KouQZWW0oorhh3nTNvSWts0vKOMI1MNCiVqo9p2PrrjYBmva2ipsLw6I5eH3F3wLyPGJLcuaux7NaAfoyznWMZA1NUs5QepDj7GgFbugtuqMEkK8gOq3MgvqPIDqqRUzlBn4-qzY-y2aL5tXxRnwfVBgPOnrw6DjNrhoNG4gDpJ493_Ot4BRPGNrQ</recordid><startdate>201907</startdate><enddate>201907</enddate><creator>Temirgaziyev, Bakhtiyar S.</creator><creator>Kučáková, Karolína</creator><creator>Baizhigit, Yerassyl A.</creator><creator>Jurášek, Michal</creator><creator>Džubák, Petr</creator><creator>Hajdúch, Marián</creator><creator>Dolenský, Bohumil</creator><creator>Drašar, Pavel B.</creator><creator>Tuleuov, Borash I.</creator><creator>Adekenov, Sergazy M.</creator><general>Elsevier Inc</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>7X8</scope><orcidid>https://orcid.org/0000-0002-5329-4490</orcidid><orcidid>https://orcid.org/0000-0003-0093-7007</orcidid><orcidid>https://orcid.org/0000-0002-3098-5969</orcidid></search><sort><creationdate>201907</creationdate><title>Bioavailability and structural study of 20-hydroxyecdysone complexes with cyclodextrins</title><author>Temirgaziyev, Bakhtiyar S. ; 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| subjects | Biological Availability Cyclodextrins Cyclodextrins - chemistry Ecdysterone - chemistry Ecdysterone - isolation & purification Ecdysterone - pharmacokinetics Ecdysterones Inclusion complexes Magnetic Resonance Spectroscopy Molecular Conformation NMR spectroscopy Silene - chemistry Solubility |
| title | Bioavailability and structural study of 20-hydroxyecdysone complexes with cyclodextrins |
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