New synthetic aliphatic sulfonamido-quaternary ammonium salts as anticancer chemotherapeutic agents

Doona Song, Jee Sun Yang, Changmok Oh, Shuolin Cui, Bo Kyung Kim, Misun Won, Jang Ik Lee, Hwan Mook Kim, Gyoonhee Han

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

RhoB is expressed during tumor cell proliferation, survival, invasion, and metastasis. In malignant progression, the expression levels of RhoB are commonly attenuated. RhoB is known to be linked to the regulation of the PI3K/Akt survival pathways. Based on aliphatic amido-quaternary ammonium salts that induce apoptosis via up-regulation of RhoB, we synthesized novel aliphatic sulfonamido-quaternary ammonium salts. These new synthetic compounds were evaluated for their biological activities using an in vitro RhoB promoter assay in HeLa cells, and in a growth inhibition assay using human cancer cell lines including PC-3, NUGC-3, MDA-MB-231, ACHN, HCT-15, and NCI-H23. Compound 5b (ethyl-dimethyl-{3-[methyl-(tetradecane-1-sulfonyl)-amino]-propyl}-ammonium; iodide) was the most promising anticancer agent in the series, based upon the potency of growth inhibition and RhoB promotion. These new aliphatic sulfonamido-quaternary ammonium salts could be a valuable series for development of new anticancer chemotherapeutic agents.

Original languageEnglish
Pages (from-to)670-677
Number of pages8
JournalEuropean Journal of Medicinal Chemistry
Volume69
DOIs
Publication statusPublished - 2013 Oct 4

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Ammonium Compounds
Antineoplastic Agents
Salts
Assays
Cell proliferation
Iodides
Growth
Bioactivity
Phosphatidylinositol 3-Kinases
HeLa Cells
Tumors
Neoplasms
Cell Survival
Up-Regulation
Cells
Cell Proliferation
Apoptosis
Neoplasm Metastasis
Cell Line
Survival

All Science Journal Classification (ASJC) codes

  • Pharmacology
  • Drug Discovery
  • Organic Chemistry

Cite this

Song, Doona ; Yang, Jee Sun ; Oh, Changmok ; Cui, Shuolin ; Kim, Bo Kyung ; Won, Misun ; Lee, Jang Ik ; Kim, Hwan Mook ; Han, Gyoonhee. / New synthetic aliphatic sulfonamido-quaternary ammonium salts as anticancer chemotherapeutic agents. In: European Journal of Medicinal Chemistry. 2013 ; Vol. 69. pp. 670-677.
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abstract = "RhoB is expressed during tumor cell proliferation, survival, invasion, and metastasis. In malignant progression, the expression levels of RhoB are commonly attenuated. RhoB is known to be linked to the regulation of the PI3K/Akt survival pathways. Based on aliphatic amido-quaternary ammonium salts that induce apoptosis via up-regulation of RhoB, we synthesized novel aliphatic sulfonamido-quaternary ammonium salts. These new synthetic compounds were evaluated for their biological activities using an in vitro RhoB promoter assay in HeLa cells, and in a growth inhibition assay using human cancer cell lines including PC-3, NUGC-3, MDA-MB-231, ACHN, HCT-15, and NCI-H23. Compound 5b (ethyl-dimethyl-{3-[methyl-(tetradecane-1-sulfonyl)-amino]-propyl}-ammonium; iodide) was the most promising anticancer agent in the series, based upon the potency of growth inhibition and RhoB promotion. These new aliphatic sulfonamido-quaternary ammonium salts could be a valuable series for development of new anticancer chemotherapeutic agents.",
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New synthetic aliphatic sulfonamido-quaternary ammonium salts as anticancer chemotherapeutic agents. / Song, Doona; Yang, Jee Sun; Oh, Changmok; Cui, Shuolin; Kim, Bo Kyung; Won, Misun; Lee, Jang Ik; Kim, Hwan Mook; Han, Gyoonhee.

In: European Journal of Medicinal Chemistry, Vol. 69, 04.10.2013, p. 670-677.

Research output: Contribution to journalArticle

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AU - Song, Doona

AU - Yang, Jee Sun

AU - Oh, Changmok

AU - Cui, Shuolin

AU - Kim, Bo Kyung

AU - Won, Misun

AU - Lee, Jang Ik

AU - Kim, Hwan Mook

AU - Han, Gyoonhee

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N2 - RhoB is expressed during tumor cell proliferation, survival, invasion, and metastasis. In malignant progression, the expression levels of RhoB are commonly attenuated. RhoB is known to be linked to the regulation of the PI3K/Akt survival pathways. Based on aliphatic amido-quaternary ammonium salts that induce apoptosis via up-regulation of RhoB, we synthesized novel aliphatic sulfonamido-quaternary ammonium salts. These new synthetic compounds were evaluated for their biological activities using an in vitro RhoB promoter assay in HeLa cells, and in a growth inhibition assay using human cancer cell lines including PC-3, NUGC-3, MDA-MB-231, ACHN, HCT-15, and NCI-H23. Compound 5b (ethyl-dimethyl-{3-[methyl-(tetradecane-1-sulfonyl)-amino]-propyl}-ammonium; iodide) was the most promising anticancer agent in the series, based upon the potency of growth inhibition and RhoB promotion. These new aliphatic sulfonamido-quaternary ammonium salts could be a valuable series for development of new anticancer chemotherapeutic agents.

AB - RhoB is expressed during tumor cell proliferation, survival, invasion, and metastasis. In malignant progression, the expression levels of RhoB are commonly attenuated. RhoB is known to be linked to the regulation of the PI3K/Akt survival pathways. Based on aliphatic amido-quaternary ammonium salts that induce apoptosis via up-regulation of RhoB, we synthesized novel aliphatic sulfonamido-quaternary ammonium salts. These new synthetic compounds were evaluated for their biological activities using an in vitro RhoB promoter assay in HeLa cells, and in a growth inhibition assay using human cancer cell lines including PC-3, NUGC-3, MDA-MB-231, ACHN, HCT-15, and NCI-H23. Compound 5b (ethyl-dimethyl-{3-[methyl-(tetradecane-1-sulfonyl)-amino]-propyl}-ammonium; iodide) was the most promising anticancer agent in the series, based upon the potency of growth inhibition and RhoB promotion. These new aliphatic sulfonamido-quaternary ammonium salts could be a valuable series for development of new anticancer chemotherapeutic agents.

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