2014 Fiscal Year Final Research Report
Synthesis of stimuli-responsive cyclophane oligomers for controlled catch and release of guest molecules
| Project/Area Number |
24550166
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Multi-year Fund |
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| Section | 一般 |
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| Research Field |
Functional materials chemistry
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| Research Institution | Fukuoka University |
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Principal Investigator |
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| Project Period (FY) |
2012-04-01 – 2015-03-31
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| Keywords | シクロファン / ホストゲスト化学 / 還元応答性 |
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| Outline of Final Research Achievements |
In order to enhance guest-binding affinities, water-soluble cyclophane oligomers was synthesized by click chemistry. The present cyclophane oligomers demonstrated enhanced guest-binding affinities toward fluorescent guests such as 6-p-toluidinonaphthalene- 2-sulfonate, in comparison with those of monomeric cyclophane, reflecting multivalency effects in macrocycles. In addition, water-soluble anionic cyclophane having diphenyl disulfide moieties was also synthesized as a reduction-responsive degradable host. The anionic cyclophane binds cationic anticancer drugs such as daunorubicin hydrochloride (DNR). Reduction of disulfide bonds of the host by dithiothreitol gave its reduced form having poor guest-binding affinity that led to release of the entrapped guest molecules to the bulk aqueous phase.
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| Free Research Field |
ホストゲスト化学
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