New diarylureas and diarylamides possessing acet(benz)amidophenyl scaffold: Design, synthesis, and antiproliferative activity against melanoma cell line

Hee Jin Kim; Hye Jung Cho; Hwan Kim; Mohammed I. El-Gamal; Chang Hyun Oh; So Ha Lee; Taebo Sim; Jung Mi Hah; Kyung Ho Yoo

doi:10.1016/j.bmcl.2012.03.020

New diarylureas and diarylamides possessing acet(benz)amidophenyl scaffold: Design, synthesis, and antiproliferative activity against melanoma cell line

Hee Jin Kim, Hye Jung Cho, Hwan Kim, Mohammed I. El-Gamal, Chang Hyun Oh, So Ha Lee, Taebo Sim, Jung Mi Hah, Kyung Ho Yoo

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

34 Citations (Scopus)

Abstract

A series of new diarylurea and diarylamide derivatives possessing acet(benz)amidophenyl scaffold was synthesized. Their in vitro antiproliferative activity was tested against A375P human melanoma cell line. Compounds 1c,d and 2c,d showed the highest potencies with IC ₅₀ values in sub-micromolar scale. In addition, compounds 1b,e,l and 2e,l were more potent than Sorafenib but with IC ₅₀ values in micromolar range. Moreover, compound 2c was equipotent to Vemurafenib, and 2d showed higher potency than Vemurafenib against A375P. Molar refractometry calculation and ADME profiling of the highest potent four derivatives 1c,d and 2c,d are also reported.

Original language	English
Pages (from-to)	3269-3273
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	22
Issue number	9
DOIs	https://doi.org/10.1016/j.bmcl.2012.03.020
Publication status	Published - 2012 May 1

Bibliographical note

Funding Information:
This research was supported by Korea Institute of Science and Technology (KIST) and Fundamental R&D Program for Core Technology of Materials funded by the Ministry of Knowledge Economy, Republic of Korea ( K0006028 ).

Keywords

A375P
Acet(benz)amidophenyl
Antiproliferative activity
Diarylamide
Diarylurea
Melanoma

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2012.03.020

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Kim, H. J., Cho, H. J., Kim, H., El-Gamal, M. I., Oh, C. H., Lee, S. H., Sim, T., Hah, J. M., & Yoo, K. H. (2012). New diarylureas and diarylamides possessing acet(benz)amidophenyl scaffold: Design, synthesis, and antiproliferative activity against melanoma cell line. Bioorganic and Medicinal Chemistry Letters, 22(9), 3269-3273. https://doi.org/10.1016/j.bmcl.2012.03.020

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title = "New diarylureas and diarylamides possessing acet(benz)amidophenyl scaffold: Design, synthesis, and antiproliferative activity against melanoma cell line",

abstract = "A series of new diarylurea and diarylamide derivatives possessing acet(benz)amidophenyl scaffold was synthesized. Their in vitro antiproliferative activity was tested against A375P human melanoma cell line. Compounds 1c,d and 2c,d showed the highest potencies with IC 50 values in sub-micromolar scale. In addition, compounds 1b,e,l and 2e,l were more potent than Sorafenib but with IC 50 values in micromolar range. Moreover, compound 2c was equipotent to Vemurafenib, and 2d showed higher potency than Vemurafenib against A375P. Molar refractometry calculation and ADME profiling of the highest potent four derivatives 1c,d and 2c,d are also reported.",

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author = "Kim, {Hee Jin} and Cho, {Hye Jung} and Hwan Kim and El-Gamal, {Mohammed I.} and Oh, {Chang Hyun} and Lee, {So Ha} and Taebo Sim and Hah, {Jung Mi} and Yoo, {Kyung Ho}",

note = "Funding Information: This research was supported by Korea Institute of Science and Technology (KIST) and Fundamental R&D Program for Core Technology of Materials funded by the Ministry of Knowledge Economy, Republic of Korea ( K0006028 ). ",

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AU - Sim, Taebo

AU - Hah, Jung Mi

AU - Yoo, Kyung Ho

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AB - A series of new diarylurea and diarylamide derivatives possessing acet(benz)amidophenyl scaffold was synthesized. Their in vitro antiproliferative activity was tested against A375P human melanoma cell line. Compounds 1c,d and 2c,d showed the highest potencies with IC 50 values in sub-micromolar scale. In addition, compounds 1b,e,l and 2e,l were more potent than Sorafenib but with IC 50 values in micromolar range. Moreover, compound 2c was equipotent to Vemurafenib, and 2d showed higher potency than Vemurafenib against A375P. Molar refractometry calculation and ADME profiling of the highest potent four derivatives 1c,d and 2c,d are also reported.

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New diarylureas and diarylamides possessing acet(benz)amidophenyl scaffold: Design, synthesis, and antiproliferative activity against melanoma cell line

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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