FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2723523009> ?p ?o ?g. }

• W2723523009 endingPage "457" @default.
• W2723523009 startingPage "451" @default.
• W2723523009 abstract "Abstract A major challenge in pharmaceuticals for clinical applications is to alter the solubility, stability, and toxicity of drug molecules in living systems. Cyclodextrins (CDs) have the ability to form host–guest inclusion complexes with pharmaceuticals for further development of new drug formulations. The inclusion complex of clomiphene citrate (CL), a poorly water‐soluble drug, with native β‐cyclodextrin (β‐CD) was characterized by a one and two‐dimensional nuclear magnetic resonance (NMR) spectroscopic approach and also by molecular docking techniques. Here we report NMR and a computational approach in preferential isomeric selection of CL, which exists in two stereochemical isomers, enclomiphene citrate (ENC; E isomer) and zuclomiphene citrate (ZNC; Z isomer) with β‐CD. β‐CD cavity protons, namely, H‐3′ and H‐5′, experienced shielding in the presence of CL. The aromatic ring protons of the CL molecule were observed to be deshielded in the presence of β‐CD. The stoichiometric ratio of the β‐CD:CL inclusion complex was observed by NMR and found to be 1:1. The overall binding constant of β‐CD:CL inclusion complexes was based on NMR chemical shifts and was calculated to be 50.21 M −1 . The change in Gibb's free energy (∆G) was calculated to be −9.80 KJ mol −1 . The orientation and structure of the β‐CD:CL inclusion complexes are proposed on the basis of NMR and molecular docking studies. 2D 1 H‐ 1 H ROESY confirmed the involvement of all three aromatic rings of CL in the inclusion complexation with β‐CD in the solution, confirming the multiple equilibria between β‐CD and CL. Molecular docking and 2D 1 H‐ 1 H ROESY provide insight into the inclusion complexation of two isomers of CL into the β‐CD cavity. A molecular docking technique further provided the different binding affinities of the E and Z isomers of CL with β‐CD and confirmed the preference of the Z isomer binding for β‐CD:CL inclusion complexes. The study indicates that the formation of a hydrogen bond between –O– of CL and the hydrogen atom of the hydroxyl group of β‐CD was the main factor for noncovalent β‐CD:CL inclusion complex formation and stabilization in the aqueous phase." @default.
• W2723523009 created "2017-06-30" @default.
• W2723523009 creator A5023220129 @default.
• W2723523009 creator A5042079845 @default.
• W2723523009 creator A5069327682 @default.
• W2723523009 date "2017-06-23" @default.
• W2723523009 modified "2023-10-17" @default.
• W2723523009 title "Structural insights into the inclusion complexes between clomiphene citrate and β-cyclodextrin: The mechanism of preferential isomeric selection" @default.
• W2723523009 cites W1971474834 @default.
• W2723523009 cites W1996481160 @default.
• W2723523009 cites W2001570423 @default.
• W2723523009 cites W2010962614 @default.
• W2723523009 cites W2027482274 @default.
• W2723523009 cites W2031281559 @default.
• W2723523009 cites W2033387736 @default.
• W2723523009 cites W2036812147 @default.
• W2723523009 cites W2044609602 @default.
• W2723523009 cites W2053008816 @default.
• W2723523009 cites W2100003552 @default.
• W2723523009 cites W2104349169 @default.
• W2723523009 cites W2106543279 @default.
• W2723523009 cites W2134967712 @default.
• W2723523009 cites W2141767386 @default.
• W2723523009 cites W2228784587 @default.
• W2723523009 cites W2271221228 @default.
• W2723523009 cites W2321972685 @default.
• W2723523009 cites W4210961063 @default.
• W2723523009 doi "https://doi.org/10.1002/chir.22712" @default.
• W2723523009 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/28644553" @default.
• W2723523009 hasPublicationYear "2017" @default.
• W2723523009 type Work @default.
• W2723523009 sameAs 2723523009 @default.
• W2723523009 citedByCount "5" @default.
• W2723523009 countsByYear W27235230092018 @default.
• W2723523009 countsByYear W27235230092020 @default.
• W2723523009 countsByYear W27235230092023 @default.
• W2723523009 crossrefType "journal-article" @default.
• W2723523009 hasAuthorship W2723523009A5023220129 @default.
• W2723523009 hasAuthorship W2723523009A5042079845 @default.
• W2723523009 hasAuthorship W2723523009A5069327682 @default.
• W2723523009 hasConcept C103319777 @default.
• W2723523009 hasConcept C111429119 @default.
• W2723523009 hasConcept C144082473 @default.
• W2723523009 hasConcept C147789679 @default.
• W2723523009 hasConcept C155574463 @default.
• W2723523009 hasConcept C159110408 @default.
• W2723523009 hasConcept C168191866 @default.
• W2723523009 hasConcept C178790620 @default.
• W2723523009 hasConcept C184651966 @default.
• W2723523009 hasConcept C185592680 @default.
• W2723523009 hasConcept C197404232 @default.
• W2723523009 hasConcept C2779433975 @default.
• W2723523009 hasConcept C32909587 @default.
• W2723523009 hasConcept C41685203 @default.
• W2723523009 hasConcept C66974803 @default.
• W2723523009 hasConcept C71240020 @default.
• W2723523009 hasConcept C71924100 @default.
• W2723523009 hasConcept C8010536 @default.
• W2723523009 hasConceptScore W2723523009C103319777 @default.
• W2723523009 hasConceptScore W2723523009C111429119 @default.
• W2723523009 hasConceptScore W2723523009C144082473 @default.
• W2723523009 hasConceptScore W2723523009C147789679 @default.
• W2723523009 hasConceptScore W2723523009C155574463 @default.
• W2723523009 hasConceptScore W2723523009C159110408 @default.
• W2723523009 hasConceptScore W2723523009C168191866 @default.
• W2723523009 hasConceptScore W2723523009C178790620 @default.
• W2723523009 hasConceptScore W2723523009C184651966 @default.
• W2723523009 hasConceptScore W2723523009C185592680 @default.
• W2723523009 hasConceptScore W2723523009C197404232 @default.
• W2723523009 hasConceptScore W2723523009C2779433975 @default.
• W2723523009 hasConceptScore W2723523009C32909587 @default.
• W2723523009 hasConceptScore W2723523009C41685203 @default.
• W2723523009 hasConceptScore W2723523009C66974803 @default.
• W2723523009 hasConceptScore W2723523009C71240020 @default.
• W2723523009 hasConceptScore W2723523009C71924100 @default.
• W2723523009 hasConceptScore W2723523009C8010536 @default.
• W2723523009 hasIssue "8" @default.
• W2723523009 hasLocation W27235230091 @default.
• W2723523009 hasLocation W27235230092 @default.
• W2723523009 hasOpenAccess W2723523009 @default.
• W2723523009 hasPrimaryLocation W27235230091 @default.
• W2723523009 hasRelatedWork W2038663961 @default.
• W2723523009 hasRelatedWork W2085804288 @default.
• W2723523009 hasRelatedWork W2094450158 @default.
• W2723523009 hasRelatedWork W2095108378 @default.
• W2723523009 hasRelatedWork W2354394672 @default.
• W2723523009 hasRelatedWork W2357025784 @default.
• W2723523009 hasRelatedWork W2385077426 @default.
• W2723523009 hasRelatedWork W2393984148 @default.
• W2723523009 hasRelatedWork W2740976213 @default.
• W2723523009 hasRelatedWork W3192373579 @default.
• W2723523009 hasVolume "29" @default.
• W2723523009 isParatext "false" @default.
• W2723523009 isRetracted "false" @default.
• W2723523009 magId "2723523009" @default.
• W2723523009 workType "article" @default.