Spiroheptane as a Saturated Benzene Bioisostere

Spiroheptane as a Saturated Benzene Bioisostere

The spiro[3.3]heptane core, with the non‐coplanar exit vectors, was shown to be a saturated benzene bioisostere. This scaffold was incorporated into the anticancer drug sonidegib (instead of the meta‐benzene), the anticancer drug vorinostat (instead of the phenyl ring), and the anesthetic drug benzo...

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Veröffentlicht in:Angewandte Chemie International Edition 2024-02, Vol.63 (9)
Hauptverfasser: Prysiazhniuk, Kateryna, Datsenko, Oleksandr P, Polishchuk, Oleksandr, Shulha, Stanislav, Shablykin, Oleh, Nikandrova, Yelyzaveta, Horbatok, Kateryna, Bodenchuk, Iryna, Petro Borysko, Shepilov, Dmytro, Pishel, Iryna, Kubyshkin, Vladimir, Mykhailiuk, Pavel K
Format: Artikel
Sprache:eng
Schlagworte:
Antineoplastic drugs
Benzene
Heptanes
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Zusammenfassung:The spiro[3.3]heptane core, with the non‐coplanar exit vectors, was shown to be a saturated benzene bioisostere. This scaffold was incorporated into the anticancer drug sonidegib (instead of the meta‐benzene), the anticancer drug vorinostat (instead of the phenyl ring), and the anesthetic drug benzocaine (instead of the para‐benzene). The patent‐free saturated analogs obtained showed a high potency in the corresponding biological assays.Dedicated to the people of Ukraine
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.202316557