Development of a novel antioxidant based on a dimeric dihydroisocoumarin derivative

[Display omitted] •Synthesis of a biaryl dimer based on a natural product has been accomplished.•The biaryl dimer displayed more potent antioxidant activity than the monomer.•The biaryl dimer does not display cytotoxicity against cancer cells. A biaryl dimer based on eurotiumide A, a dihydroisocouma...

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Published inTetrahedron letters Vol. 74; pp. 153176 - 153179
Main Authors Nakayama, Atsushi, Nakamura, Tenta, Ara, Tabassum, Fukuta, Tatsuya, Karanjit, Sangita, Harada, Takeshi, Oda, Asuka, Sato, Hideo, Abe, Masahiro, Kogure, Kentaro, Namba, Kosuke
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 22.06.2021
Elsevier
Subjects
Antioxidant
Biaryl dimer
Chemistry
Chemistry, Organic
Dihydroisocoumarin
Natural product
Physical Sciences
Science & Technology
Natural product
Biaryl dimer
Antioxidant
Dihydroisocoumarin
OXIDATIVE STRESS
TETRAZOLIUM SALT
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Summary:[Display omitted] •Synthesis of a biaryl dimer based on a natural product has been accomplished.•The biaryl dimer displayed more potent antioxidant activity than the monomer.•The biaryl dimer does not display cytotoxicity against cancer cells. A biaryl dimer based on eurotiumide A, a dihydroisocoumarin-type natural product possessing a 1,4-hydroquinone skeleton, was synthesized herein. The radical scavenging activity and cytotoxicity were evaluated. The prepared biaryl dimer and eurotiumide A displayed comparable potent antioxidant activities to those of α-tocopherol and edaravone. However, the biaryl dimer did not show any cytotoxicity against murine colon and human myeloma cells.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2021.153176