TY  - JOUR
AU  - Pavlović, Radoslav Z.
AU  - Finnegan, Tyler J.
AU  - Metlushko, Anna
AU  - Hansen, Alexandar L.
AU  - Waudby, Christopher A.
AU  - Wang, Xiuze
AU  - Hoefer, Nicole
AU  - McComb, David W.
AU  - Pavić, Aleksandar
AU  - Plackić, Nikola
AU  - Novaković, Jovana
AU  - Bradić, Jovana
AU  - Jeremić, Nevena
AU  - Jakovljević, Vladimir
AU  - Šmit, Biljana
AU  - Matić, Sanja
AU  - Alvarez-Saavedra, Matias A.
AU  - Čapo, Ivan
AU  - Moore, Curtis E.
AU  - Stupp, Samuel I.
AU  - Badjić, Jovica D.
PY  - 2023
UR  - https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.202303374
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/2280
AB  - We describe the preparation, dynamic, assembly characteristics of vase-shaped basket 13− along with its ability to form an inclusion complex with anticancer drug mitoxantrone in abiotic and biotic systems. This novel cavitand has a deep nonpolar pocket consisting of three naphthalimide sides fused to a bicyclic platform at the bottom while carrying polar glycines at the top. The results of 1H Nuclear Magnetic Resonance (NMR), 1H NMR Chemical Exchange Saturation Transfer (CEST), Calorimetry, Hybrid Replica Exchange Molecular Dynamics (REMD), and Microcrystal Electron Diffraction (MicroED) measurements are in line with 1 forming dimer [12]6−, to be in equilibrium with monomers 1(R)3− (relaxed) and 1(S)3− (squeezed). Through simultaneous line-shape analysis of 1H NMR data, kinetic and thermodynamic parameters characterizing these equilibria were quantified. Basket 1(R)3− includes anticancer drug mitoxantrone (MTO2+) in its pocket to give stable binary complex [MTO⊂1]− (Kd=2.1 μM) that can be precipitated in vitro with UV light or pH as stimuli. Both in vitro and in vivo studies showed that the basket is nontoxic, while at a higher proportion with respect to MTO it reduced its cytotoxicity in vitro. With well-characterized internal dynamics and dimerization, the ability to include mitoxantrone, and biocompatibility, the stage is set to develop sequestering agents from deep-cavity baskets.
T2  - Chemistry – A European Journal
T1  - Dynamic and Assembly Characteristics of Deep-Cavity Basket Acting as a Host for Inclusion Complexation of Mitoxantrone in Biotic and Abiotic Systems
IS  - 68
SP  - e202303374
VL  - 29
DO  - 10.1002/chem.202303374
ER  - 

@article{
author = "Pavlović, Radoslav Z. and Finnegan, Tyler J. and Metlushko, Anna and Hansen, Alexandar L. and Waudby, Christopher A. and Wang, Xiuze and Hoefer, Nicole and McComb, David W. and Pavić, Aleksandar and Plackić, Nikola and Novaković, Jovana and Bradić, Jovana and Jeremić, Nevena and Jakovljević, Vladimir and Šmit, Biljana and Matić, Sanja and Alvarez-Saavedra, Matias A. and Čapo, Ivan and Moore, Curtis E. and Stupp, Samuel I. and Badjić, Jovica D.",
year = "2023",
abstract = "We describe the preparation, dynamic, assembly characteristics of vase-shaped basket 13− along with its ability to form an inclusion complex with anticancer drug mitoxantrone in abiotic and biotic systems. This novel cavitand has a deep nonpolar pocket consisting of three naphthalimide sides fused to a bicyclic platform at the bottom while carrying polar glycines at the top. The results of 1H Nuclear Magnetic Resonance (NMR), 1H NMR Chemical Exchange Saturation Transfer (CEST), Calorimetry, Hybrid Replica Exchange Molecular Dynamics (REMD), and Microcrystal Electron Diffraction (MicroED) measurements are in line with 1 forming dimer [12]6−, to be in equilibrium with monomers 1(R)3− (relaxed) and 1(S)3− (squeezed). Through simultaneous line-shape analysis of 1H NMR data, kinetic and thermodynamic parameters characterizing these equilibria were quantified. Basket 1(R)3− includes anticancer drug mitoxantrone (MTO2+) in its pocket to give stable binary complex [MTO⊂1]− (Kd=2.1 μM) that can be precipitated in vitro with UV light or pH as stimuli. Both in vitro and in vivo studies showed that the basket is nontoxic, while at a higher proportion with respect to MTO it reduced its cytotoxicity in vitro. With well-characterized internal dynamics and dimerization, the ability to include mitoxantrone, and biocompatibility, the stage is set to develop sequestering agents from deep-cavity baskets.",
journal = "Chemistry – A European Journal",
title = "Dynamic and Assembly Characteristics of Deep-Cavity Basket Acting as a Host for Inclusion Complexation of Mitoxantrone in Biotic and Abiotic Systems",
number = "68",
pages = "e202303374",
volume = "29",
doi = "10.1002/chem.202303374"
}

Pavlović, R. Z., Finnegan, T. J., Metlushko, A., Hansen, A. L., Waudby, C. A., Wang, X., Hoefer, N., McComb, D. W., Pavić, A., Plackić, N., Novaković, J., Bradić, J., Jeremić, N., Jakovljević, V., Šmit, B., Matić, S., Alvarez-Saavedra, M. A., Čapo, I., Moore, C. E., Stupp, S. I.,& Badjić, J. D.. (2023). Dynamic and Assembly Characteristics of Deep-Cavity Basket Acting as a Host for Inclusion Complexation of Mitoxantrone in Biotic and Abiotic Systems. in Chemistry – A European Journal, 29(68), e202303374.
https://doi.org/10.1002/chem.202303374

Pavlović RZ, Finnegan TJ, Metlushko A, Hansen AL, Waudby CA, Wang X, Hoefer N, McComb DW, Pavić A, Plackić N, Novaković J, Bradić J, Jeremić N, Jakovljević V, Šmit B, Matić S, Alvarez-Saavedra MA, Čapo I, Moore CE, Stupp SI, Badjić JD. Dynamic and Assembly Characteristics of Deep-Cavity Basket Acting as a Host for Inclusion Complexation of Mitoxantrone in Biotic and Abiotic Systems. in Chemistry – A European Journal. 2023;29(68):e202303374.
doi:10.1002/chem.202303374 .

Pavlović, Radoslav Z., Finnegan, Tyler J., Metlushko, Anna, Hansen, Alexandar L., Waudby, Christopher A., Wang, Xiuze, Hoefer, Nicole, McComb, David W., Pavić, Aleksandar, Plackić, Nikola, Novaković, Jovana, Bradić, Jovana, Jeremić, Nevena, Jakovljević, Vladimir, Šmit, Biljana, Matić, Sanja, Alvarez-Saavedra, Matias A., Čapo, Ivan, Moore, Curtis E., Stupp, Samuel I., Badjić, Jovica D., "Dynamic and Assembly Characteristics of Deep-Cavity Basket Acting as a Host for Inclusion Complexation of Mitoxantrone in Biotic and Abiotic Systems" in Chemistry – A European Journal, 29, no. 68 (2023):e202303374,
https://doi.org/10.1002/chem.202303374 . .