Saturated Bioisosteres of ortho‐Substituted Benzenes

Saturated bioisosteres of ortho‐disubstituted benzenes (bicyclo[2.1.1]hexanes) were synthesized, characterized and validated. These cores were incorporated into the bioactive compounds Valsartan, Boskalid and Fluxapyroxad instead of the benzene ring. The saturated analogues showed a similar level of...

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Published in:Angewandte Chemie International Edition 2020-11, Vol.59 (46), p.20515-20521
Main Authors: Denisenko, Aleksandr, Garbuz, Pavel, Shishkina, Svetlana V., Voloshchuk, Nataliya M., Mykhailiuk, Pavel K.
Format: Article
Language:English
Subjects:
Antifungal activity
Benzene
benzene bioisosteres
bicyclo[1.1.1]pentanes
Bioactive compounds
bioisosterism
conformational restriction
Fungicides
Hexanes
ortho-substituted benzenes
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cited_by cdi_FETCH-LOGICAL-c3913-fe28fc9b252bf542a56e67587646d3380a9647156046de5d2cbaafef7c14e3b13
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container_issue 46
container_start_page 20515
container_title Angewandte Chemie International Edition
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creator Denisenko, Aleksandr
Garbuz, Pavel
Shishkina, Svetlana V.
Voloshchuk, Nataliya M.
Mykhailiuk, Pavel K.
description Saturated bioisosteres of ortho‐disubstituted benzenes (bicyclo[2.1.1]hexanes) were synthesized, characterized and validated. These cores were incorporated into the bioactive compounds Valsartan, Boskalid and Fluxapyroxad instead of the benzene ring. The saturated analogues showed a similar level of antifungal activity compared to that of Boskalid and Fluxapyroxad. Saturated bioisosteres of ortho‐disubstituted benzenes (bicyclo[2.1.1]hexanes) were synthesized, characterized and validated. These cores were incorporated into the bioactive compounds Valsartan, Boskalid and Fluxapyroxad instead of the benzene ring. The saturated analogues showed a similar level of antifungal activity compared to that of Boskalid and Fluxapyroxad.
doi_str_mv 10.1002/anie.202004183
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subjects Antifungal activity
Benzene
benzene bioisosteres
bicyclo[1.1.1]pentanes
Bioactive compounds
bioisosterism
conformational restriction
Fungicides
Hexanes
ortho-substituted benzenes
title Saturated Bioisosteres of ortho‐Substituted Benzenes
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