Synthesis of Selagibenzophenone A and Its Derivatives for Evaluation of Their Antiproliferative, RORγ Inverse Agonistic, and Antimicrobial Effect **

Abstract: We report a modular synthetic approach towards novel derivatives of the naturally occurring arylated benzophenone selagibenzophenone A. The initial strategy for the construction of the carbon framework of the derivatives relied on the Suzuki reaction of 2,4,6‐tribromobenzonitrile, and the addition of the aryl lithium species to nitrile to generate imine. However, the formed imines showed remarkable stability toward hydrolysis. Therefore, Suzuki cross‐coupling was carried out with 2,4,6‐tribromobenzaldehyde and the subsequent addition of organometallic species to the aldehyde. Oxidation of the resulting alcohol ensured the access to desired ketones. The importance of the developed modular strategy is underlined by the discovery of several derivatives with selective cytotoxic effects and potential anti‐inflammatory activity superior to the effect of the natural product.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Synthesis of Selagibenzophenone A and Its Derivatives for Evaluation of Their Antiproliferative, RORγ Inverse Agonistic, and Antimicrobial Effect ** ; volume:8 ; number:7 ; year:2023 ; extent:8
ChemistrySelect ; 8, Heft 7 (2023) (gesamt 8)

Creator
Lapinskaite, Ringaile
Atalay, Hazal Nazlıcan
Malatinec, Štefan
Donmez, Serhat
Cinar, Zeynep Ozlem
Schwarz, Patrik F.
Perhal, Alexander F.
Císařová, Ivana
Labanauskas, Linas
Karpiński, Tomasz M.
Dirsch, Verena
Tumer, Tugba Boyunegmez
Rycek, Lukas

DOI
10.1002/slct.202204816
URN
urn:nbn:de:101:1-2023021414194795652579
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
14.08.2025, 10:48 AM CEST

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Associated

  • Lapinskaite, Ringaile
  • Atalay, Hazal Nazlıcan
  • Malatinec, Štefan
  • Donmez, Serhat
  • Cinar, Zeynep Ozlem
  • Schwarz, Patrik F.
  • Perhal, Alexander F.
  • Císařová, Ivana
  • Labanauskas, Linas
  • Karpiński, Tomasz M.
  • Dirsch, Verena
  • Tumer, Tugba Boyunegmez
  • Rycek, Lukas

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