Oxa-spirocycles: synthesis, properties and applications

A general approach to a new generation of spirocyclic molecules – oxa-spirocycles – was developed. The key synthetic step was iodocyclization. More than 150 oxa-spirocyclic compounds were prepared. Incorporation of an oxygen atom into the spirocyclic unit dramatically improved water solubility (by u...

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Autores principales: Fominova, Kateryna, Diachuk, Taras, Granat, Dmitry, Savchuk, Taras, Vilchynskyi, Vladyslav, Svitlychnyi, Oleksiy, Meliantsev, Vladyslav, Kovalchuk, Igor, Litskan, Eduard, Levterov, Vadym V., Badlo, Valentyn R., Vaskevych, Ruslan I., Vaskevych, Alla I., Bolbut, Andrii V., Semeno, Volodymyr V., Iminov, Rustam, Shvydenko, Kostiantyn, Kuznetsova, Anastasiia S., Dmytriv, Yurii V., Vysochyn, Daniil, Ripenko, Vasyl, Tolmachev, Andrei A., Pavlova, Olexandra, Kuznietsova, Halyna, Pishel, Iryna, Borysko, Petro, Mykhailiuk, Pavel K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8447932/
https://www.ncbi.nlm.nih.gov/pubmed/34667540
http://dx.doi.org/10.1039/d1sc03615g
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author Fominova, Kateryna
Diachuk, Taras
Granat, Dmitry
Savchuk, Taras
Vilchynskyi, Vladyslav
Svitlychnyi, Oleksiy
Meliantsev, Vladyslav
Kovalchuk, Igor
Litskan, Eduard
Levterov, Vadym V.
Badlo, Valentyn R.
Vaskevych, Ruslan I.
Vaskevych, Alla I.
Bolbut, Andrii V.
Semeno, Volodymyr V.
Iminov, Rustam
Shvydenko, Kostiantyn
Kuznetsova, Anastasiia S.
Dmytriv, Yurii V.
Vysochyn, Daniil
Ripenko, Vasyl
Tolmachev, Andrei A.
Pavlova, Olexandra
Kuznietsova, Halyna
Pishel, Iryna
Borysko, Petro
Mykhailiuk, Pavel K.
author_facet Fominova, Kateryna
Diachuk, Taras
Granat, Dmitry
Savchuk, Taras
Vilchynskyi, Vladyslav
Svitlychnyi, Oleksiy
Meliantsev, Vladyslav
Kovalchuk, Igor
Litskan, Eduard
Levterov, Vadym V.
Badlo, Valentyn R.
Vaskevych, Ruslan I.
Vaskevych, Alla I.
Bolbut, Andrii V.
Semeno, Volodymyr V.
Iminov, Rustam
Shvydenko, Kostiantyn
Kuznetsova, Anastasiia S.
Dmytriv, Yurii V.
Vysochyn, Daniil
Ripenko, Vasyl
Tolmachev, Andrei A.
Pavlova, Olexandra
Kuznietsova, Halyna
Pishel, Iryna
Borysko, Petro
Mykhailiuk, Pavel K.
author_sort Fominova, Kateryna
collection PubMed
description A general approach to a new generation of spirocyclic molecules – oxa-spirocycles – was developed. The key synthetic step was iodocyclization. More than 150 oxa-spirocyclic compounds were prepared. Incorporation of an oxygen atom into the spirocyclic unit dramatically improved water solubility (by up to 40 times) and lowered lipophilicity. More potent oxa-spirocyclic analogues of antihypertensive drug terazosin were synthesized and studied in vivo.
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spelling pubmed-84479322021-10-18 Oxa-spirocycles: synthesis, properties and applications Fominova, Kateryna Diachuk, Taras Granat, Dmitry Savchuk, Taras Vilchynskyi, Vladyslav Svitlychnyi, Oleksiy Meliantsev, Vladyslav Kovalchuk, Igor Litskan, Eduard Levterov, Vadym V. Badlo, Valentyn R. Vaskevych, Ruslan I. Vaskevych, Alla I. Bolbut, Andrii V. Semeno, Volodymyr V. Iminov, Rustam Shvydenko, Kostiantyn Kuznetsova, Anastasiia S. Dmytriv, Yurii V. Vysochyn, Daniil Ripenko, Vasyl Tolmachev, Andrei A. Pavlova, Olexandra Kuznietsova, Halyna Pishel, Iryna Borysko, Petro Mykhailiuk, Pavel K. Chem Sci Chemistry A general approach to a new generation of spirocyclic molecules – oxa-spirocycles – was developed. The key synthetic step was iodocyclization. More than 150 oxa-spirocyclic compounds were prepared. Incorporation of an oxygen atom into the spirocyclic unit dramatically improved water solubility (by up to 40 times) and lowered lipophilicity. More potent oxa-spirocyclic analogues of antihypertensive drug terazosin were synthesized and studied in vivo. The Royal Society of Chemistry 2021-07-27 /pmc/articles/PMC8447932/ /pubmed/34667540 http://dx.doi.org/10.1039/d1sc03615g Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Fominova, Kateryna
Diachuk, Taras
Granat, Dmitry
Savchuk, Taras
Vilchynskyi, Vladyslav
Svitlychnyi, Oleksiy
Meliantsev, Vladyslav
Kovalchuk, Igor
Litskan, Eduard
Levterov, Vadym V.
Badlo, Valentyn R.
Vaskevych, Ruslan I.
Vaskevych, Alla I.
Bolbut, Andrii V.
Semeno, Volodymyr V.
Iminov, Rustam
Shvydenko, Kostiantyn
Kuznetsova, Anastasiia S.
Dmytriv, Yurii V.
Vysochyn, Daniil
Ripenko, Vasyl
Tolmachev, Andrei A.
Pavlova, Olexandra
Kuznietsova, Halyna
Pishel, Iryna
Borysko, Petro
Mykhailiuk, Pavel K.
Oxa-spirocycles: synthesis, properties and applications
title Oxa-spirocycles: synthesis, properties and applications
title_full Oxa-spirocycles: synthesis, properties and applications
title_fullStr Oxa-spirocycles: synthesis, properties and applications
title_full_unstemmed Oxa-spirocycles: synthesis, properties and applications
title_short Oxa-spirocycles: synthesis, properties and applications
title_sort oxa-spirocycles: synthesis, properties and applications
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8447932/
https://www.ncbi.nlm.nih.gov/pubmed/34667540
http://dx.doi.org/10.1039/d1sc03615g
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