Synthesis and cytotoxicity evaluation of fluorinated brusatol, bruceosin, and dehydrobrusatol

Three fluorinated quassinoid analogues—4α-fluorobruceosin, 1α-fluorobrusatol, and 1-fluorodehydrobrusatol—were synthesized from brusatol, bruceosin, and dehydrobrusatol, respectively, by treatment with Selectfluor. These analogues were less cytotoxic to HL-60 cells than their non-fluorinated counter...

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Main Authors: Yukio Hitotsuyanagi, Ryotaro Yokoyama, Huiyu Ren, Daiki Nojima, Yu Tokumaru, Tomoyo Hasuda
Format: Article
Language:English
Published: Elsevier 2023-01-01
Series:Results in Chemistry
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2211715623002278
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author Yukio Hitotsuyanagi
Ryotaro Yokoyama
Huiyu Ren
Daiki Nojima
Yu Tokumaru
Tomoyo Hasuda
author_facet Yukio Hitotsuyanagi
Ryotaro Yokoyama
Huiyu Ren
Daiki Nojima
Yu Tokumaru
Tomoyo Hasuda
author_sort Yukio Hitotsuyanagi
collection DOAJ
description Three fluorinated quassinoid analogues—4α-fluorobruceosin, 1α-fluorobrusatol, and 1-fluorodehydrobrusatol—were synthesized from brusatol, bruceosin, and dehydrobrusatol, respectively, by treatment with Selectfluor. These analogues were less cytotoxic to HL-60 cells than their non-fluorinated counterparts.
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spelling doaj.art-b0179b8be93c4e7fbf513f8c79c562192023-06-21T06:52:49ZengElsevierResults in Chemistry2211-71562023-01-015100988Synthesis and cytotoxicity evaluation of fluorinated brusatol, bruceosin, and dehydrobrusatolYukio Hitotsuyanagi0Ryotaro Yokoyama1Huiyu Ren2Daiki Nojima3Yu Tokumaru4Tomoyo Hasuda5Corresponding author.; School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, JapanSchool of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, JapanSchool of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, JapanSchool of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, JapanSchool of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, JapanSchool of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, JapanThree fluorinated quassinoid analogues—4α-fluorobruceosin, 1α-fluorobrusatol, and 1-fluorodehydrobrusatol—were synthesized from brusatol, bruceosin, and dehydrobrusatol, respectively, by treatment with Selectfluor. These analogues were less cytotoxic to HL-60 cells than their non-fluorinated counterparts.http://www.sciencedirect.com/science/article/pii/S2211715623002278BrusatolQuassinoidSemi-synthesisFluoro analogueCytotoxicity
spellingShingle Yukio Hitotsuyanagi
Ryotaro Yokoyama
Huiyu Ren
Daiki Nojima
Yu Tokumaru
Tomoyo Hasuda
Synthesis and cytotoxicity evaluation of fluorinated brusatol, bruceosin, and dehydrobrusatol
Results in Chemistry
Brusatol
Quassinoid
Semi-synthesis
Fluoro analogue
Cytotoxicity
title Synthesis and cytotoxicity evaluation of fluorinated brusatol, bruceosin, and dehydrobrusatol
title_full Synthesis and cytotoxicity evaluation of fluorinated brusatol, bruceosin, and dehydrobrusatol
title_fullStr Synthesis and cytotoxicity evaluation of fluorinated brusatol, bruceosin, and dehydrobrusatol
title_full_unstemmed Synthesis and cytotoxicity evaluation of fluorinated brusatol, bruceosin, and dehydrobrusatol
title_short Synthesis and cytotoxicity evaluation of fluorinated brusatol, bruceosin, and dehydrobrusatol
title_sort synthesis and cytotoxicity evaluation of fluorinated brusatol bruceosin and dehydrobrusatol
topic Brusatol
Quassinoid
Semi-synthesis
Fluoro analogue
Cytotoxicity
url http://www.sciencedirect.com/science/article/pii/S2211715623002278
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