Novel benzo[d]imidazole-2(3H)-thiones as potent inhibitors of the α-melanocyte stimulating hormone induced melanogenesis in melanoma B16 cells

Jee Hyun Lee; Pillaiyar Thanigaimalai; Ki Cheul Lee; Seong Cheol Bang; Min Seok Kim; Vinay Kumar Sharma; Cheong Yong Yun; Eunmiri Roh; Youngsoo Kim; Sang Hun Jung

doi:10.1248/cpb.58.918

Novel benzo[d]imidazole-2(3H)-thiones as potent inhibitors of the α-melanocyte stimulating hormone induced melanogenesis in melanoma B16 cells

Jee Hyun Lee, Pillaiyar Thanigaimalai, Ki Cheul Lee, Seong Cheol Bang, Min Seok Kim, Vinay Kumar Sharma, Cheong Yong Yun, Eunmiri Roh, Youngsoo Kim, Sang Hun Jung

The Hormel Institute

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

6 Scopus citations

Abstract

In order to determine the optimum size of heterocycle of lead compound 1 (6-methyl-3-phenethyl-3,4-dihydro-1H-quinoline-2-thione; IC₅₀=0.8 μM) for inhibition of melanogenesis, we have synthesized and evaluated some benzimdazole-2(3H)-thiones 5a - e. The preliminary bioassay has shown that the benzimdazole-2(3H)-thione motif of 5 is essential structural unit for their inhibitory activity. Among all thiones 5a - e, the compound 5d strongly inhibited the formation of melanin with IC₅₀ value of 1.3 μM.

Original language	English (US)
Pages (from-to)	918-921
Number of pages	4
Journal	Chemical and Pharmaceutical Bulletin
Volume	58
Issue number	7
DOIs	https://doi.org/10.1248/cpb.58.918
State	Published - Jul 2010

Keywords

Benzimdazole-2(3H)-thione
Inhibitor
Melanogenesis

UN SDGs

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

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10.1248/cpb.58.918

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title = "Novel benzo[d]imidazole-2(3H)-thiones as potent inhibitors of the α-melanocyte stimulating hormone induced melanogenesis in melanoma B16 cells",

abstract = "In order to determine the optimum size of heterocycle of lead compound 1 (6-methyl-3-phenethyl-3,4-dihydro-1H-quinoline-2-thione; IC50=0.8 μM) for inhibition of melanogenesis, we have synthesized and evaluated some benzimdazole-2(3H)-thiones 5a - e. The preliminary bioassay has shown that the benzimdazole-2(3H)-thione motif of 5 is essential structural unit for their inhibitory activity. Among all thiones 5a - e, the compound 5d strongly inhibited the formation of melanin with IC50 value of 1.3 μM.",

keywords = "Benzimdazole-2(3H)-thione, Inhibitor, Melanogenesis",

author = "Lee, {Jee Hyun} and Pillaiyar Thanigaimalai and Lee, {Ki Cheul} and Bang, {Seong Cheol} and Kim, {Min Seok} and Sharma, {Vinay Kumar} and Yun, {Cheong Yong} and Eunmiri Roh and Youngsoo Kim and Jung, {Sang Hun}",

year = "2010",

month = jul,

doi = "10.1248/cpb.58.918",

language = "English (US)",

volume = "58",

pages = "918--921",

journal = "Chemical and Pharmaceutical Bulletin",

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T1 - Novel benzo[d]imidazole-2(3H)-thiones as potent inhibitors of the α-melanocyte stimulating hormone induced melanogenesis in melanoma B16 cells

AU - Lee, Jee Hyun

AU - Thanigaimalai, Pillaiyar

AU - Lee, Ki Cheul

AU - Bang, Seong Cheol

AU - Kim, Min Seok

AU - Sharma, Vinay Kumar

AU - Yun, Cheong Yong

AU - Roh, Eunmiri

AU - Kim, Youngsoo

AU - Jung, Sang Hun

PY - 2010/7

Y1 - 2010/7

N2 - In order to determine the optimum size of heterocycle of lead compound 1 (6-methyl-3-phenethyl-3,4-dihydro-1H-quinoline-2-thione; IC50=0.8 μM) for inhibition of melanogenesis, we have synthesized and evaluated some benzimdazole-2(3H)-thiones 5a - e. The preliminary bioassay has shown that the benzimdazole-2(3H)-thione motif of 5 is essential structural unit for their inhibitory activity. Among all thiones 5a - e, the compound 5d strongly inhibited the formation of melanin with IC50 value of 1.3 μM.

AB - In order to determine the optimum size of heterocycle of lead compound 1 (6-methyl-3-phenethyl-3,4-dihydro-1H-quinoline-2-thione; IC50=0.8 μM) for inhibition of melanogenesis, we have synthesized and evaluated some benzimdazole-2(3H)-thiones 5a - e. The preliminary bioassay has shown that the benzimdazole-2(3H)-thione motif of 5 is essential structural unit for their inhibitory activity. Among all thiones 5a - e, the compound 5d strongly inhibited the formation of melanin with IC50 value of 1.3 μM.

KW - Benzimdazole-2(3H)-thione

KW - Inhibitor

KW - Melanogenesis

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DO - 10.1248/cpb.58.918

M3 - Article

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AN - SCOPUS:77954281507

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SP - 918

EP - 921

JO - Chemical and Pharmaceutical Bulletin

JF - Chemical and Pharmaceutical Bulletin

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ER -

Novel benzo[d]imidazole-2(3H)-thiones as potent inhibitors of the α-melanocyte stimulating hormone induced melanogenesis in melanoma B16 cells

Abstract

Keywords

UN SDGs

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