May 20, 2021 Journal article Closed Access

Alessandro Casnati; Valentina Franceschi; Carlo Alberto Vezzoni; Michela Lomazzi; Valentina Bagnacani; Gaetano Donofrio; Francesco Sansone

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    <subfield code="a">AbstractThe tetra‐L‐arginino‐tetrahexyloxycalix[4]arene 1 has shown extraordinary abilities to compact and internalize different types of Nucleid Acid cargos (DNA, microRNA, PNA) into cells even known to be transfected with great difficulties by commercial non‐viral gene delivery systems. This activity, accompanied by negligible toxicity, makes this calixarene a rather promising prototype of vector for Gene Therapy. In this study we report how small structural changes like i) the lower rim alkyl substituents, ii) the type of the terminal cationic headgroups (guanidinium or primary ammonium), iii) the length of the linker between the macrocycle and the terminal cationic headgroup, iv) the presence/absence of the basic α‐amino group of Arg, and v) the stereochemistry (L or D) of Arg, might affect the ability of the novel calixarene vectors to compact DNA and to deliver its cargo into the cells.</subfield>
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    <subfield code="a">A Structure-Activity Investigation on Modified Analogues of an Argininocalixarene Based Non-viral Gene Vector</subfield>
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    <subfield code="a">Valentina Franceschi</subfield>
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    <subfield code="a">Carlo Alberto Vezzoni</subfield>
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    <subfield code="a">Michela Lomazzi</subfield>
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    <subfield code="a">Valentina Bagnacani</subfield>
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    <subfield code="a">Gaetano Donofrio</subfield>
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    <subfield code="a">Francesco Sansone</subfield>
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    <subfield code="a">Alessandro Casnati</subfield>
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    <subfield code="a">10.1002/ejoc.202100338</subfield>
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    <subfield code="a">Organic Chemistry</subfield>
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    <subfield code="a">Physical and Theoretical Chemistry</subfield>
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