Identification of 1-phenoxy-3-(piperazin-1-yl)propan-2-ol derivatives as novel triple reuptake inhibitors

Md Ashrafuzzaman; Su Hyun Ji; Hyomin Ahn; Hwan Won Chung; Daeun Choi; Ju Jin Park; Minji Go; Jung In Pyo; Azam Sharif Mohammed Shafioul; Duck Hyung Lee; Sung Gil Chi; Chiman Song; Chan Seong Cheong; Seo Jung Han

doi:10.1002/bkcs.12693

Identification of 1-phenoxy-3-(piperazin-1-yl)propan-2-ol derivatives as novel triple reuptake inhibitors

Md Ashrafuzzaman, Su Hyun Ji, Hyomin Ahn, Hwan Won Chung, Daeun Choi, Ju Jin Park, Minji Go, Jung In Pyo, Azam Sharif Mohammed Shafioul, Duck Hyung Lee, Sung Gil Chi, Chiman Song, Chan Seong Cheong, Seo Jung Han

Department of Life Sciences

Research output: Contribution to journal › Article › peer-review

Abstract

Novel 1-phenoxy-3-(piperazin-1-yl)propan-2-ol derivatives were designed and synthesized as potential triple reuptake inhibitors, which simultaneously inhibit serotonin, norepinephrine, and dopamine transporters (SERT, NET, and DAT, respectively). Through neurotransmitter transporter uptake assays, inhibitory activities of 1-phenoxy-3-(piperazin-1-yl)propan-2-ol derivatives were evaluated. We discovered compound 19 exhibited the most potent inhibitory activities against all three monoamine neurotransmitter transporters and the IC₅₀ values of 19 against SERT, NET, and DAT were determined. In addition, binding modes of 19 with SERT, NET, and DAT were predicted by docking studies.

Original language	English
Pages (from-to)	596-599
Number of pages	4
Journal	Bulletin of the Korean Chemical Society
Volume	44
Issue number	7
DOIs	https://doi.org/10.1002/bkcs.12693
Publication status	Published - 2023 Jul

Bibliographical note

Publisher Copyright:
© 2023 Korean Chemical Society, Seoul & Wiley-VCH GmbH.

Keywords

antidepressants
aryloxypropanolpiperazine
major depressive disorder
monoamine neurotransmitter
triple reuptake inhibitor

ASJC Scopus subject areas

General Chemistry

Access to Document

10.1002/bkcs.12693

Cite this

Ashrafuzzaman, M., Ji, S. H., Ahn, H., Chung, H. W., Choi, D., Park, J. J., Go, M., Pyo, J. I., Shafioul, A. S. M., Lee, D. H., Chi, S. G., Song, C., Cheong, C. S., & Han, S. J. (2023). Identification of 1-phenoxy-3-(piperazin-1-yl)propan-2-ol derivatives as novel triple reuptake inhibitors. Bulletin of the Korean Chemical Society, 44(7), 596-599. https://doi.org/10.1002/bkcs.12693

@article{4d13b38fcd8e4b32abf5636db92a1096,

title = "Identification of 1-phenoxy-3-(piperazin-1-yl)propan-2-ol derivatives as novel triple reuptake inhibitors",

abstract = "Novel 1-phenoxy-3-(piperazin-1-yl)propan-2-ol derivatives were designed and synthesized as potential triple reuptake inhibitors, which simultaneously inhibit serotonin, norepinephrine, and dopamine transporters (SERT, NET, and DAT, respectively). Through neurotransmitter transporter uptake assays, inhibitory activities of 1-phenoxy-3-(piperazin-1-yl)propan-2-ol derivatives were evaluated. We discovered compound 19 exhibited the most potent inhibitory activities against all three monoamine neurotransmitter transporters and the IC50 values of 19 against SERT, NET, and DAT were determined. In addition, binding modes of 19 with SERT, NET, and DAT were predicted by docking studies.",

keywords = "antidepressants, aryloxypropanolpiperazine, major depressive disorder, monoamine neurotransmitter, triple reuptake inhibitor",

author = "Md Ashrafuzzaman and Ji, {Su Hyun} and Hyomin Ahn and Chung, {Hwan Won} and Daeun Choi and Park, {Ju Jin} and Minji Go and Pyo, {Jung In} and Shafioul, {Azam Sharif Mohammed} and Lee, {Duck Hyung} and Chi, {Sung Gil} and Chiman Song and Cheong, {Chan Seong} and Han, {Seo Jung}",

note = "Publisher Copyright: {\textcopyright} 2023 Korean Chemical Society, Seoul & Wiley-VCH GmbH.",

year = "2023",

month = jul,

doi = "10.1002/bkcs.12693",

language = "English",

volume = "44",

pages = "596--599",

journal = "Bulletin of the Korean Chemical Society",

issn = "0253-2964",

publisher = "Wiley-Blackwell",

number = "7",

}

TY - JOUR

T1 - Identification of 1-phenoxy-3-(piperazin-1-yl)propan-2-ol derivatives as novel triple reuptake inhibitors

AU - Ashrafuzzaman, Md

AU - Ji, Su Hyun

AU - Ahn, Hyomin

AU - Chung, Hwan Won

AU - Choi, Daeun

AU - Park, Ju Jin

AU - Go, Minji

AU - Pyo, Jung In

AU - Shafioul, Azam Sharif Mohammed

AU - Lee, Duck Hyung

AU - Chi, Sung Gil

AU - Song, Chiman

AU - Cheong, Chan Seong

AU - Han, Seo Jung

PY - 2023/7

Y1 - 2023/7

N2 - Novel 1-phenoxy-3-(piperazin-1-yl)propan-2-ol derivatives were designed and synthesized as potential triple reuptake inhibitors, which simultaneously inhibit serotonin, norepinephrine, and dopamine transporters (SERT, NET, and DAT, respectively). Through neurotransmitter transporter uptake assays, inhibitory activities of 1-phenoxy-3-(piperazin-1-yl)propan-2-ol derivatives were evaluated. We discovered compound 19 exhibited the most potent inhibitory activities against all three monoamine neurotransmitter transporters and the IC50 values of 19 against SERT, NET, and DAT were determined. In addition, binding modes of 19 with SERT, NET, and DAT were predicted by docking studies.

AB - Novel 1-phenoxy-3-(piperazin-1-yl)propan-2-ol derivatives were designed and synthesized as potential triple reuptake inhibitors, which simultaneously inhibit serotonin, norepinephrine, and dopamine transporters (SERT, NET, and DAT, respectively). Through neurotransmitter transporter uptake assays, inhibitory activities of 1-phenoxy-3-(piperazin-1-yl)propan-2-ol derivatives were evaluated. We discovered compound 19 exhibited the most potent inhibitory activities against all three monoamine neurotransmitter transporters and the IC50 values of 19 against SERT, NET, and DAT were determined. In addition, binding modes of 19 with SERT, NET, and DAT were predicted by docking studies.

KW - antidepressants

KW - aryloxypropanolpiperazine

KW - major depressive disorder

KW - monoamine neurotransmitter

KW - triple reuptake inhibitor

UR - http://www.scopus.com/inward/record.url?scp=85152002292&partnerID=8YFLogxK

U2 - 10.1002/bkcs.12693

DO - 10.1002/bkcs.12693

M3 - Article

AN - SCOPUS:85152002292

SN - 0253-2964

VL - 44

SP - 596

EP - 599

JO - Bulletin of the Korean Chemical Society

JF - Bulletin of the Korean Chemical Society

IS - 7

ER -

Identification of 1-phenoxy-3-(piperazin-1-yl)propan-2-ol derivatives as novel triple reuptake inhibitors

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this