Synthesis of quinolinylaminopyrimidines and quinazolinylmethylaminopyrimidines with antiproliferative activity against melanoma cell line

Jun A. Lee; Eun Joo Roh; Chang Hyun Oh; So Ha Lee; Taebo Sim; Jong Seung Kim; Kyung Ho Yoo

doi:10.3109/14756366.2014.958082

Synthesis of quinolinylaminopyrimidines and quinazolinylmethylaminopyrimidines with antiproliferative activity against melanoma cell line

Jun A. Lee, Eun Joo Roh, Chang Hyun Oh, So Ha Lee, Taebo Sim, Jong Seung Kim, Kyung Ho Yoo

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

3 Citations (Scopus)

Abstract

Synthesis of a new series of quinolinylaminopyrimidines 1a-k and quinazolinylmethylaminopyrimidines 2a-i containing aminoquinoline and aminoquinazoline as hinge regions is described. Their in vitro antiproliferative activities against A375P human melanoma cell line were tested. Among them, compounds 1h and 1k exhibited the highest antiproliferative activities against A375P cell line with IC₅₀ values in sub-micromolar scale. Compounds 1i, 2b and 2g showed similar potency against A375P to Sorafenib as a reference compound. The representative compound 1h showed high, dose-dependent inhibition of MEK and ERK kinases.

Original language	English
Pages (from-to)	607-614
Number of pages	8
Journal	Journal of Enzyme Inhibition and Medicinal Chemistry
Volume	30
Issue number	4
DOIs	https://doi.org/10.3109/14756366.2014.958082
Publication status	Published - 2015 Aug 1

Keywords

Antiproliferative
MEK/ERK kinase inhibition
melanoma cell line
quinazoline
quinoline

ASJC Scopus subject areas

Pharmacology
Drug Discovery

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10.3109/14756366.2014.958082

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title = "Synthesis of quinolinylaminopyrimidines and quinazolinylmethylaminopyrimidines with antiproliferative activity against melanoma cell line",

abstract = "Synthesis of a new series of quinolinylaminopyrimidines 1a-k and quinazolinylmethylaminopyrimidines 2a-i containing aminoquinoline and aminoquinazoline as hinge regions is described. Their in vitro antiproliferative activities against A375P human melanoma cell line were tested. Among them, compounds 1h and 1k exhibited the highest antiproliferative activities against A375P cell line with IC50 values in sub-micromolar scale. Compounds 1i, 2b and 2g showed similar potency against A375P to Sorafenib as a reference compound. The representative compound 1h showed high, dose-dependent inhibition of MEK and ERK kinases.",

keywords = "Antiproliferative, MEK/ERK kinase inhibition, melanoma cell line, quinazoline, quinoline",

author = "Lee, {Jun A.} and Roh, {Eun Joo} and Oh, {Chang Hyun} and Lee, {So Ha} and Taebo Sim and Kim, {Jong Seung} and Yoo, {Kyung Ho}",

note = "Funding Information: This work was funded by the KIST Institutional Program (Grant No. 2E24760) from Korea Institute of Science and Technology, and by the Creative Fusion Research Program (Grant No. CAP-12-1) from Korea Research Council of Fundamental Science and Technology. Publisher Copyright: {\textcopyright} 2014 Informa UK Ltd. All rights reserved.",

year = "2015",

month = aug,

day = "1",

doi = "10.3109/14756366.2014.958082",

language = "English",

volume = "30",

pages = "607--614",

journal = "Journal of Enzyme Inhibition and Medicinal Chemistry",

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TY - JOUR

T1 - Synthesis of quinolinylaminopyrimidines and quinazolinylmethylaminopyrimidines with antiproliferative activity against melanoma cell line

AU - Lee, Jun A.

AU - Roh, Eun Joo

AU - Oh, Chang Hyun

AU - Lee, So Ha

AU - Sim, Taebo

AU - Kim, Jong Seung

AU - Yoo, Kyung Ho

N1 - Funding Information: This work was funded by the KIST Institutional Program (Grant No. 2E24760) from Korea Institute of Science and Technology, and by the Creative Fusion Research Program (Grant No. CAP-12-1) from Korea Research Council of Fundamental Science and Technology. Publisher Copyright: © 2014 Informa UK Ltd. All rights reserved.

PY - 2015/8/1

Y1 - 2015/8/1

N2 - Synthesis of a new series of quinolinylaminopyrimidines 1a-k and quinazolinylmethylaminopyrimidines 2a-i containing aminoquinoline and aminoquinazoline as hinge regions is described. Their in vitro antiproliferative activities against A375P human melanoma cell line were tested. Among them, compounds 1h and 1k exhibited the highest antiproliferative activities against A375P cell line with IC50 values in sub-micromolar scale. Compounds 1i, 2b and 2g showed similar potency against A375P to Sorafenib as a reference compound. The representative compound 1h showed high, dose-dependent inhibition of MEK and ERK kinases.

AB - Synthesis of a new series of quinolinylaminopyrimidines 1a-k and quinazolinylmethylaminopyrimidines 2a-i containing aminoquinoline and aminoquinazoline as hinge regions is described. Their in vitro antiproliferative activities against A375P human melanoma cell line were tested. Among them, compounds 1h and 1k exhibited the highest antiproliferative activities against A375P cell line with IC50 values in sub-micromolar scale. Compounds 1i, 2b and 2g showed similar potency against A375P to Sorafenib as a reference compound. The representative compound 1h showed high, dose-dependent inhibition of MEK and ERK kinases.

KW - Antiproliferative

KW - MEK/ERK kinase inhibition

KW - melanoma cell line

KW - quinazoline

KW - quinoline

UR - http://www.scopus.com/inward/record.url?scp=84937211369&partnerID=8YFLogxK

U2 - 10.3109/14756366.2014.958082

DO - 10.3109/14756366.2014.958082

M3 - Article

C2 - 25431146

AN - SCOPUS:84937211369

SN - 1475-6366

VL - 30

SP - 607

EP - 614

JO - Journal of Enzyme Inhibition and Medicinal Chemistry

JF - Journal of Enzyme Inhibition and Medicinal Chemistry

IS - 4

ER -

Synthesis of quinolinylaminopyrimidines and quinazolinylmethylaminopyrimidines with antiproliferative activity against melanoma cell line

Abstract

Keywords

ASJC Scopus subject areas

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