Bioactivity of boronic acid derivative homodimers

Homodimers that deployed boronic acids and their esters in their termini, namely boronic acid derivative homodimers, were designed. The boronic acid pinacol ester homodimer displayed antiviral activity and the boronic acid homodimer, in contrast, exerted cytotoxicity. Chemical modification of the bo...

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Main Authors: Kaori Ota, Jian-Rong Zhou, Kazumi Yokomizo, Tomohiro Kozako, Shin-ichiro Honda, Nobuhiro Kashige, Makoto Furutachi, Kunihiro Sumoto
Format: Article
Language:English
Published: Elsevier 2022-01-01
Series:Results in Chemistry
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2211715622002788
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author Kaori Ota
Jian-Rong Zhou
Kazumi Yokomizo
Tomohiro Kozako
Shin-ichiro Honda
Nobuhiro Kashige
Makoto Furutachi
Kunihiro Sumoto
author_facet Kaori Ota
Jian-Rong Zhou
Kazumi Yokomizo
Tomohiro Kozako
Shin-ichiro Honda
Nobuhiro Kashige
Makoto Furutachi
Kunihiro Sumoto
author_sort Kaori Ota
collection DOAJ
description Homodimers that deployed boronic acids and their esters in their termini, namely boronic acid derivative homodimers, were designed. The boronic acid pinacol ester homodimer displayed antiviral activity and the boronic acid homodimer, in contrast, exerted cytotoxicity. Chemical modification of the boronic acid pinacol ester homodimers revealed that most of their derivatives showed an antiviral tendency as did their lead compounds albeit the same or worse antiviral activity. In contrast, chemical modification of the boronic acid homodimer revealed that most of its derivatives unexpectedly showed antibacterial and antiviral tendencies unlike their lead compound. The boronic acid homodimer also exerted antiproliferative activity against leukemic cell lines. The results of this study provided an insight into hitherto-unprecedented boronic acid and its pinacol ester homodimers as bioactive agents.
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spelling doaj.art-928eb1bab9ef42b4b0d8fdd2018a5cdf2022-12-22T04:41:09ZengElsevierResults in Chemistry2211-71562022-01-014100559Bioactivity of boronic acid derivative homodimersKaori Ota0Jian-Rong Zhou1Kazumi Yokomizo2Tomohiro Kozako3Shin-ichiro Honda4Nobuhiro Kashige5Makoto Furutachi6Kunihiro Sumoto7Faculty of Pharmaceutical Sciences, Fukuoka University, 8-19-1 Nanakuma, Jonan-ku, Fukuoka 814-0180, JapanFaculty of Pharmaceutical Sciences, Sojo University, 4-22-1 Ikeda, Nishi-ku, Kumamoto 860-0082, JapanFaculty of Pharmaceutical Sciences, Sojo University, 4-22-1 Ikeda, Nishi-ku, Kumamoto 860-0082, JapanFaculty of Pharmaceutical Sciences, Fukuoka University, 8-19-1 Nanakuma, Jonan-ku, Fukuoka 814-0180, JapanFaculty of Pharmaceutical Sciences, Fukuoka University, 8-19-1 Nanakuma, Jonan-ku, Fukuoka 814-0180, JapanFaculty of Pharmaceutical Sciences, Fukuoka University, 8-19-1 Nanakuma, Jonan-ku, Fukuoka 814-0180, JapanFaculty of Pharmaceutical Sciences, Fukuoka University, 8-19-1 Nanakuma, Jonan-ku, Fukuoka 814-0180, Japan; Corresponding author.Faculty of Pharmaceutical Sciences, Fukuoka University, 8-19-1 Nanakuma, Jonan-ku, Fukuoka 814-0180, JapanHomodimers that deployed boronic acids and their esters in their termini, namely boronic acid derivative homodimers, were designed. The boronic acid pinacol ester homodimer displayed antiviral activity and the boronic acid homodimer, in contrast, exerted cytotoxicity. Chemical modification of the boronic acid pinacol ester homodimers revealed that most of their derivatives showed an antiviral tendency as did their lead compounds albeit the same or worse antiviral activity. In contrast, chemical modification of the boronic acid homodimer revealed that most of its derivatives unexpectedly showed antibacterial and antiviral tendencies unlike their lead compound. The boronic acid homodimer also exerted antiproliferative activity against leukemic cell lines. The results of this study provided an insight into hitherto-unprecedented boronic acid and its pinacol ester homodimers as bioactive agents.http://www.sciencedirect.com/science/article/pii/S2211715622002788Boronic acidHomodimerBioactivity
spellingShingle Kaori Ota
Jian-Rong Zhou
Kazumi Yokomizo
Tomohiro Kozako
Shin-ichiro Honda
Nobuhiro Kashige
Makoto Furutachi
Kunihiro Sumoto
Bioactivity of boronic acid derivative homodimers
Results in Chemistry
Boronic acid
Homodimer
Bioactivity
title Bioactivity of boronic acid derivative homodimers
title_full Bioactivity of boronic acid derivative homodimers
title_fullStr Bioactivity of boronic acid derivative homodimers
title_full_unstemmed Bioactivity of boronic acid derivative homodimers
title_short Bioactivity of boronic acid derivative homodimers
title_sort bioactivity of boronic acid derivative homodimers
topic Boronic acid
Homodimer
Bioactivity
url http://www.sciencedirect.com/science/article/pii/S2211715622002788
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