Synthesis and biological evaluation of novel aliphatic amido-quaternary ammonium salts for anticancer chemotherapy: Part II

Jee Sun Yang; Doona Song; Won Jin Ko; Bunyea Kim; Bo Kyung Kim; Song Kyu Park; Misun Won; Kiho Lee; Kyeong Lee; Hwan Mook Kim; Gyoonhee Han

doi:10.1016/j.ejmech.2012.12.063

Synthesis and biological evaluation of novel aliphatic amido-quaternary ammonium salts for anticancer chemotherapy: Part II

Jee Sun Yang
, Doona Song
, Won Jin Ko
, Bunyea Kim
, Bo Kyung Kim
, Song Kyu Park
, Misun Won
, Kiho Lee
, Kyeong Lee
, Hwan Mook Kim
, Gyoonhee Han

Department of Pharmacy

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

15 Scopus citations

Abstract

A series of novel aliphatic amido-quaternary ammonium salts were synthesized and evaluated for their anticancer effects involving induction of RhoB. Most of these compounds, featuring open-ring forms of aliphatic amido-quaternary ammonium salts, exhibited potent anti-proliferative activities in human cancer cell lines, including PC-3, NUGC-3, MDA-MB-231, ACHN, HCT-15, and NCI-H23. In further evaluation, the representative compound N,N-diethyl-N-(2-(N-methyltetradecanamido)ethyl)prop-2-en-1-aminium bromide (3b) exhibited potent pro-apoptotic activity, through RhoB activation, in HeLa cells.

Original language	English
Pages (from-to)	621-628
Number of pages	8
Journal	European Journal of Medicinal Chemistry
Volume	63
DOIs	https://doi.org/10.1016/j.ejmech.2012.12.063
State	Published - 2013

Keywords

Aliphatic amido-quaternary ammonium salts
GTPase RAt Sarcoma (Ras)
NSC126188
Open-ring form of aliphatic amido-quaternary ammonium salts
Perifosine
RhoB

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.ejmech.2012.12.063

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@article{fcc40fedaff144d2ac30076315ae0902,

title = "Synthesis and biological evaluation of novel aliphatic amido-quaternary ammonium salts for anticancer chemotherapy: Part II",

abstract = "A series of novel aliphatic amido-quaternary ammonium salts were synthesized and evaluated for their anticancer effects involving induction of RhoB. Most of these compounds, featuring open-ring forms of aliphatic amido-quaternary ammonium salts, exhibited potent anti-proliferative activities in human cancer cell lines, including PC-3, NUGC-3, MDA-MB-231, ACHN, HCT-15, and NCI-H23. In further evaluation, the representative compound N,N-diethyl-N-(2-(N-methyltetradecanamido)ethyl)prop-2-en-1-aminium bromide (3b) exhibited potent pro-apoptotic activity, through RhoB activation, in HeLa cells.",

keywords = "Aliphatic amido-quaternary ammonium salts, GTPase RAt Sarcoma (Ras), NSC126188, Open-ring form of aliphatic amido-quaternary ammonium salts, Perifosine, RhoB",

author = "Yang, \{Jee Sun\} and Doona Song and Ko, \{Won Jin\} and Bunyea Kim and Kim, \{Bo Kyung\} and Park, \{Song Kyu\} and Misun Won and Kiho Lee and Kyeong Lee and Kim, \{Hwan Mook\} and Gyoonhee Han",

year = "2013",

doi = "10.1016/j.ejmech.2012.12.063",

language = "English",

volume = "63",

pages = "621--628",

journal = "European Journal of Medicinal Chemistry",

issn = "0223-5234",

publisher = "Elsevier Masson s.r.l.",

}

TY - JOUR

T1 - Synthesis and biological evaluation of novel aliphatic amido-quaternary ammonium salts for anticancer chemotherapy

T2 - Part II

AU - Yang, Jee Sun

AU - Song, Doona

AU - Ko, Won Jin

AU - Kim, Bunyea

AU - Kim, Bo Kyung

AU - Park, Song Kyu

AU - Won, Misun

AU - Lee, Kiho

AU - Lee, Kyeong

AU - Kim, Hwan Mook

AU - Han, Gyoonhee

PY - 2013

Y1 - 2013

N2 - A series of novel aliphatic amido-quaternary ammonium salts were synthesized and evaluated for their anticancer effects involving induction of RhoB. Most of these compounds, featuring open-ring forms of aliphatic amido-quaternary ammonium salts, exhibited potent anti-proliferative activities in human cancer cell lines, including PC-3, NUGC-3, MDA-MB-231, ACHN, HCT-15, and NCI-H23. In further evaluation, the representative compound N,N-diethyl-N-(2-(N-methyltetradecanamido)ethyl)prop-2-en-1-aminium bromide (3b) exhibited potent pro-apoptotic activity, through RhoB activation, in HeLa cells.

AB - A series of novel aliphatic amido-quaternary ammonium salts were synthesized and evaluated for their anticancer effects involving induction of RhoB. Most of these compounds, featuring open-ring forms of aliphatic amido-quaternary ammonium salts, exhibited potent anti-proliferative activities in human cancer cell lines, including PC-3, NUGC-3, MDA-MB-231, ACHN, HCT-15, and NCI-H23. In further evaluation, the representative compound N,N-diethyl-N-(2-(N-methyltetradecanamido)ethyl)prop-2-en-1-aminium bromide (3b) exhibited potent pro-apoptotic activity, through RhoB activation, in HeLa cells.

KW - Aliphatic amido-quaternary ammonium salts

KW - GTPase RAt Sarcoma (Ras)

KW - NSC126188

KW - Open-ring form of aliphatic amido-quaternary ammonium salts

KW - Perifosine

KW - RhoB

UR - https://www.scopus.com/pages/publications/84875932912

U2 - 10.1016/j.ejmech.2012.12.063

DO - 10.1016/j.ejmech.2012.12.063

M3 - Article

C2 - 23567950

AN - SCOPUS:84875932912

SN - 0223-5234

VL - 63

SP - 621

EP - 628

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

ER -

Synthesis and biological evaluation of novel aliphatic amido-quaternary ammonium salts for anticancer chemotherapy: Part II

Abstract

Keywords

UN SDGs

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