The inclusion compound of a new ionizable derivative of β-cyclodextrin with ferrocenium drug

C. S. Lu; X. M. Ren; C. J. Hu; H. Z. Zhu; Q. J. Meng

doi:10.1248/cpb.49.818

The inclusion compound of a new ionizable derivative of β-cyclodextrin with ferrocenium drug

C. S. Lu, X. M. Ren, C. J. Hu, H. Z. Zhu, Q. J. Meng

Nanjing University

Research output: Contribution to journal › Article › peer-review

20 Scopus citations

Abstract

A new β-cyclodextrin (β-CD) derivative, mono[6 -deoxy-6-(2-butenedinitrile-2,3-dimercapto sodium salt)]-β- CD (6-β-CD), and its inclusion compound with a ferrocenium drug, have been prepared and characterized by IR, UV, ¹³C-NMR spectroscopy, and mass spectrometry, elemental analysis, thermogravimetry, and cyclic voltammetry (CV). The interplay between the side-arm anion of β-CD and the ferrocenium (guest) in the inclusion compound 6-mnt-β-CD^-/Fc⁺ has been investigated by ¹³C-NMR, UV, IR, and thermogravimetric methods. Charge transfer from the anion to the cation in 6-mnt-β- CD^-/Fc⁺ was then experimentally identified. The interaction between the guest and the host with side-arm in 6-mnt- β-CD^-/Fc⁺ resulted in smaller positive potential shifts compared to that in the inclusion compound [β-CD/Fc⁺]BF₄^-.

Original language	English
Pages (from-to)	818-821
Number of pages	4
Journal	Chemical and Pharmaceutical Bulletin
Volume	49
Issue number	7
DOIs	https://doi.org/10.1248/cpb.49.818
State	Published - 2001
Externally published	Yes

Keywords

Cyclic voltammetry
Differential thermogravimetry
Ferrocenium tetrafluoroborate
Inclusion compound
Mono[6-deoxy-6-(2-butenedinitrile-2,3-dimercapto sodium salt)] -β-cyclodextrin
β-cyclodextrin

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title = "The inclusion compound of a new ionizable derivative of β-cyclodextrin with ferrocenium drug",

abstract = "A new β-cyclodextrin (β-CD) derivative, mono[6 -deoxy-6-(2-butenedinitrile-2,3-dimercapto sodium salt)]-β- CD (6-β-CD), and its inclusion compound with a ferrocenium drug, have been prepared and characterized by IR, UV, 13C-NMR spectroscopy, and mass spectrometry, elemental analysis, thermogravimetry, and cyclic voltammetry (CV). The interplay between the side-arm anion of β-CD and the ferrocenium (guest) in the inclusion compound 6-mnt-β-CD-/Fc+ has been investigated by 13C-NMR, UV, IR, and thermogravimetric methods. Charge transfer from the anion to the cation in 6-mnt-β- CD-/Fc+ was then experimentally identified. The interaction between the guest and the host with side-arm in 6-mnt- β-CD-/Fc+ resulted in smaller positive potential shifts compared to that in the inclusion compound [β-CD/Fc+]BF4-.",

keywords = "Cyclic voltammetry, Differential thermogravimetry, Ferrocenium tetrafluoroborate, Inclusion compound, Mono[6-deoxy-6-(2-butenedinitrile-2,3-dimercapto sodium salt)] -β-cyclodextrin, β-cyclodextrin",

author = "Lu, {C. S.} and Ren, {X. M.} and Hu, {C. J.} and Zhu, {H. Z.} and Meng, {Q. J.}",

year = "2001",

doi = "10.1248/cpb.49.818",

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AU - Lu, C. S.

AU - Ren, X. M.

AU - Hu, C. J.

AU - Zhu, H. Z.

AU - Meng, Q. J.

PY - 2001

Y1 - 2001

N2 - A new β-cyclodextrin (β-CD) derivative, mono[6 -deoxy-6-(2-butenedinitrile-2,3-dimercapto sodium salt)]-β- CD (6-β-CD), and its inclusion compound with a ferrocenium drug, have been prepared and characterized by IR, UV, 13C-NMR spectroscopy, and mass spectrometry, elemental analysis, thermogravimetry, and cyclic voltammetry (CV). The interplay between the side-arm anion of β-CD and the ferrocenium (guest) in the inclusion compound 6-mnt-β-CD-/Fc+ has been investigated by 13C-NMR, UV, IR, and thermogravimetric methods. Charge transfer from the anion to the cation in 6-mnt-β- CD-/Fc+ was then experimentally identified. The interaction between the guest and the host with side-arm in 6-mnt- β-CD-/Fc+ resulted in smaller positive potential shifts compared to that in the inclusion compound [β-CD/Fc+]BF4-.

AB - A new β-cyclodextrin (β-CD) derivative, mono[6 -deoxy-6-(2-butenedinitrile-2,3-dimercapto sodium salt)]-β- CD (6-β-CD), and its inclusion compound with a ferrocenium drug, have been prepared and characterized by IR, UV, 13C-NMR spectroscopy, and mass spectrometry, elemental analysis, thermogravimetry, and cyclic voltammetry (CV). The interplay between the side-arm anion of β-CD and the ferrocenium (guest) in the inclusion compound 6-mnt-β-CD-/Fc+ has been investigated by 13C-NMR, UV, IR, and thermogravimetric methods. Charge transfer from the anion to the cation in 6-mnt-β- CD-/Fc+ was then experimentally identified. The interaction between the guest and the host with side-arm in 6-mnt- β-CD-/Fc+ resulted in smaller positive potential shifts compared to that in the inclusion compound [β-CD/Fc+]BF4-.

KW - Cyclic voltammetry

KW - Differential thermogravimetry

KW - Ferrocenium tetrafluoroborate

KW - Inclusion compound

KW - Mono[6-deoxy-6-(2-butenedinitrile-2,3-dimercapto sodium salt)] -β-cyclodextrin

KW - β-cyclodextrin

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JO - Chemical and Pharmaceutical Bulletin

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IS - 7

ER -

The inclusion compound of a new ionizable derivative of β-cyclodextrin with ferrocenium drug

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Keywords

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