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Spiro[3.3]heptane as a Saturated Benzene Bioisostere.
Prysiazhniuk, Kateryna; Datsenko, Oleksandr P; Polishchuk, Oleksandr; Shulha, Stanislav; Shablykin, Oleh; Nikandrova, Yelyzaveta; Horbatok, Kateryna; Bodenchuk, Iryna; Borysko, Petro; Shepilov, Dmytro; Pishel, Iryna; Kubyshkin, Vladimir; Mykhailiuk, Pavel K.
Affiliation
  • Prysiazhniuk K; Enamine Ltd., Winston Churchill Str. 78, 02094, Kyiv, Ukraine.
  • Datsenko OP; Enamine Ltd., Winston Churchill Str. 78, 02094, Kyiv, Ukraine.
  • Polishchuk O; Enamine Ltd., Winston Churchill Str. 78, 02094, Kyiv, Ukraine.
  • Shulha S; Enamine Ltd., Winston Churchill Str. 78, 02094, Kyiv, Ukraine.
  • Shablykin O; Enamine Ltd., Winston Churchill Str. 78, 02094, Kyiv, Ukraine.
  • Nikandrova Y; V. P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry NAS of Ukraine, 02094, Kyiv, Ukraine.
  • Horbatok K; Bienta, Winston Churchill Str. 78, 02094, Kyiv, Ukraine.
  • Bodenchuk I; Bienta, Winston Churchill Str. 78, 02094, Kyiv, Ukraine.
  • Borysko P; Bienta, Winston Churchill Str. 78, 02094, Kyiv, Ukraine.
  • Shepilov D; Bienta, Winston Churchill Str. 78, 02094, Kyiv, Ukraine.
  • Pishel I; Bienta, Winston Churchill Str. 78, 02094, Kyiv, Ukraine.
  • Kubyshkin V; Bienta, Winston Churchill Str. 78, 02094, Kyiv, Ukraine.
  • Mykhailiuk PK; Enamine Ltd., Winston Churchill Str. 78, 02094, Kyiv, Ukraine.
Angew Chem Int Ed Engl ; 63(9): e202316557, 2024 02 26.
Article in En | MEDLINE | ID: mdl-38251921
ABSTRACT
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.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Benzene / Antineoplastic Agents Language: En Journal: Angew Chem Int Ed Engl Year: 2024 Document type: Article Affiliation country: Ukraine Country of publication: Germany
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Benzene / Antineoplastic Agents Language: En Journal: Angew Chem Int Ed Engl Year: 2024 Document type: Article Affiliation country: Ukraine Country of publication: Germany