Synthesis and anti-proliferative activity of sulfanyltriazolylnaphthalenols and sulfanyltriazolylnaphthalene-1,4-diones

Ibrahim Chaaban; El Sayeda M. El Khawass; Heba A. Abd El Razik; Nehad S. El Salamouni; Mariano Redondo-Horcajo; Isabel Barasoain; José Fernando Díaz; Jari Yli-Kauhaluoma; Vânia M. Moreira

doi:10.1002/ardp.201600134

Synthesis and anti-proliferative activity of sulfanyltriazolylnaphthalenols and sulfanyltriazolylnaphthalene-1,4-diones

Ibrahim Chaaban, El Sayeda M. El Khawass, Heba A. Abd El Razik, Nehad S. El Salamouni, Mariano Redondo-Horcajo, Isabel Barasoain, José Fernando Díaz, Jari Yli-Kauhaluoma, Vânia M. Moreira

Strathclyde Institute Of Pharmacy And Biomedical Sciences

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

4 Citations (Scopus)

Abstract

A series of new sulfanyltriazolylnaphthalenols (10a-f and 13a-f) and sulfanyltriazolylnaphthalene-1,4-diones (14a-f) were synthesized and evaluated against a panel of cancer cell lines. Among the tested compounds, 10b and 10d showed the best anti-proliferative activity with GI(50) values ranging from 2.72 to 10 and 3.13 to 13.1 mu M, respectively, in several of the tumor cell lines tested. Compound 10d is highly selective toward leukemia cell lines and can be regarded as a good model for the development of new anti-leukemic agents.

Original language	English
Pages (from-to)	749-761
Number of pages	13
Journal	Archiv der Pharmazie
Volume	349
Issue number	9
Early online date	12 Jul 2016
DOIs	https://doi.org/10.1002/ardp.201600134
Publication status	Published - 1 Sept 2016

Keywords

cancer
leukemia
quinone
sulfanyltriazolylnaphthalenols
synthesis
tumor-cell lines
anticancer agents
1,2,4-triazole derivatives
biological evaluation
antitumor activity
acid synthesis
inhibitors
binding
imidazole
hydrazide

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10.1002/ardp.201600134

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Chaaban, I., El Khawass, E. S. M., Abd El Razik, H. A., El Salamouni, N. S., Redondo-Horcajo, M., Barasoain, I., Fernando Díaz, J., Yli-Kauhaluoma, J., & Moreira, V. M. (2016). Synthesis and anti-proliferative activity of sulfanyltriazolylnaphthalenols and sulfanyltriazolylnaphthalene-1,4-diones. Archiv der Pharmazie, 349(9), 749-761. https://doi.org/10.1002/ardp.201600134

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title = "Synthesis and anti-proliferative activity of sulfanyltriazolylnaphthalenols and sulfanyltriazolylnaphthalene-1,4-diones",

abstract = "A series of new sulfanyltriazolylnaphthalenols (10a-f and 13a-f) and sulfanyltriazolylnaphthalene-1,4-diones (14a-f) were synthesized and evaluated against a panel of cancer cell lines. Among the tested compounds, 10b and 10d showed the best anti-proliferative activity with GI(50) values ranging from 2.72 to 10 and 3.13 to 13.1 mu M, respectively, in several of the tumor cell lines tested. Compound 10d is highly selective toward leukemia cell lines and can be regarded as a good model for the development of new anti-leukemic agents.",

keywords = "cancer, leukemia, quinone, sulfanyltriazolylnaphthalenols, synthesis, tumor-cell lines, anticancer agents, 1,2,4-triazole derivatives, biological evaluation, antitumor activity, acid synthesis, inhibitors, binding, imidazole, hydrazide",

author = "Ibrahim Chaaban and {El Khawass}, {El Sayeda M.} and {Abd El Razik}, {Heba A.} and {El Salamouni}, {Nehad S.} and Mariano Redondo-Horcajo and Isabel Barasoain and {Fernando D{\'i}az}, Jos{\'e} and Jari Yli-Kauhaluoma and Moreira, {V{\^a}nia M.}",

year = "2016",

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doi = "10.1002/ardp.201600134",

language = "English",

volume = "349",

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journal = "Archiv der Pharmazie",

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T1 - Synthesis and anti-proliferative activity of sulfanyltriazolylnaphthalenols and sulfanyltriazolylnaphthalene-1,4-diones

AU - Chaaban, Ibrahim

AU - El Khawass, El Sayeda M.

AU - Abd El Razik, Heba A.

AU - El Salamouni, Nehad S.

AU - Redondo-Horcajo, Mariano

AU - Barasoain, Isabel

AU - Fernando Díaz, José

AU - Yli-Kauhaluoma, Jari

AU - Moreira, Vânia M.

PY - 2016/9/1

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N2 - A series of new sulfanyltriazolylnaphthalenols (10a-f and 13a-f) and sulfanyltriazolylnaphthalene-1,4-diones (14a-f) were synthesized and evaluated against a panel of cancer cell lines. Among the tested compounds, 10b and 10d showed the best anti-proliferative activity with GI(50) values ranging from 2.72 to 10 and 3.13 to 13.1 mu M, respectively, in several of the tumor cell lines tested. Compound 10d is highly selective toward leukemia cell lines and can be regarded as a good model for the development of new anti-leukemic agents.

AB - A series of new sulfanyltriazolylnaphthalenols (10a-f and 13a-f) and sulfanyltriazolylnaphthalene-1,4-diones (14a-f) were synthesized and evaluated against a panel of cancer cell lines. Among the tested compounds, 10b and 10d showed the best anti-proliferative activity with GI(50) values ranging from 2.72 to 10 and 3.13 to 13.1 mu M, respectively, in several of the tumor cell lines tested. Compound 10d is highly selective toward leukemia cell lines and can be regarded as a good model for the development of new anti-leukemic agents.

KW - cancer

KW - leukemia

KW - quinone

KW - sulfanyltriazolylnaphthalenols

KW - synthesis

KW - tumor-cell lines

KW - anticancer agents

KW - 1,2,4-triazole derivatives

KW - biological evaluation

KW - antitumor activity

KW - acid synthesis

KW - inhibitors

KW - binding

KW - imidazole

KW - hydrazide

UR - http://onlinelibrary.wiley.com/journal/10.1002/(ISSN)1521-4184

U2 - 10.1002/ardp.201600134

DO - 10.1002/ardp.201600134

M3 - Article

SN - 0365-6233

VL - 349

SP - 749

EP - 761

JO - Archiv der Pharmazie

JF - Archiv der Pharmazie

IS - 9

ER -

Synthesis and anti-proliferative activity of sulfanyltriazolylnaphthalenols and sulfanyltriazolylnaphthalene-1,4-diones

Abstract

Keywords

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