Synthesis of (S)-(+)-decursin and its analogues as potent inhibitors of melanin formation in B16 murine melanoma cells

Kyeong Lee, Jee Hyun Lee, Shanthaveerappa K. Boovanahalli, Yongseok Choi, Soo Jin Choo, Ick Dong Yoo, Dong Hee Kim, Mi Young Yun, Gye Won Lee, Gyu Yong Song

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

We report the synthesis of a novel series of highly potent melanin inhibitors which were obtained through structural modification of an anticancer compound S-(+)-decursinol. The in vitro inhibitory potencies of the newly synthesized compounds were evaluated against α-MSH induced melanin production in B16 murine melanoma cells. Among the compounds evaluated, compounds 2, 3, 6b, 7a, 7b, 8a and 8b emerged as highly potent inhibitors of melanin production. Besides, these compounds demonstrated significantly low cytotoxicity.

Original languageEnglish
Pages (from-to)5567-5575
Number of pages9
JournalEuropean Journal of Medicinal Chemistry
Volume45
Issue number12
DOIs
Publication statusPublished - 2010 Dec 1

Fingerprint

Experimental Melanomas
Melanins
Melanocyte-Stimulating Hormones
Cytotoxicity
decursin

Keywords

  • (+)-Decursin
  • (+)-Decursinol
  • (+)-Decursinol angelate
  • Melanin inhibitors

ASJC Scopus subject areas

  • Drug Discovery
  • Organic Chemistry
  • Pharmacology

Cite this

Synthesis of (S)-(+)-decursin and its analogues as potent inhibitors of melanin formation in B16 murine melanoma cells. / Lee, Kyeong; Lee, Jee Hyun; Boovanahalli, Shanthaveerappa K.; Choi, Yongseok; Choo, Soo Jin; Yoo, Ick Dong; Kim, Dong Hee; Yun, Mi Young; Lee, Gye Won; Song, Gyu Yong.

In: European Journal of Medicinal Chemistry, Vol. 45, No. 12, 01.12.2010, p. 5567-5575.

Research output: Contribution to journalArticle

Lee, Kyeong ; Lee, Jee Hyun ; Boovanahalli, Shanthaveerappa K. ; Choi, Yongseok ; Choo, Soo Jin ; Yoo, Ick Dong ; Kim, Dong Hee ; Yun, Mi Young ; Lee, Gye Won ; Song, Gyu Yong. / Synthesis of (S)-(+)-decursin and its analogues as potent inhibitors of melanin formation in B16 murine melanoma cells. In: European Journal of Medicinal Chemistry. 2010 ; Vol. 45, No. 12. pp. 5567-5575.
@article{f7642cd92d8b43318cf8a36d51e650a5,
title = "Synthesis of (S)-(+)-decursin and its analogues as potent inhibitors of melanin formation in B16 murine melanoma cells",
abstract = "We report the synthesis of a novel series of highly potent melanin inhibitors which were obtained through structural modification of an anticancer compound S-(+)-decursinol. The in vitro inhibitory potencies of the newly synthesized compounds were evaluated against α-MSH induced melanin production in B16 murine melanoma cells. Among the compounds evaluated, compounds 2, 3, 6b, 7a, 7b, 8a and 8b emerged as highly potent inhibitors of melanin production. Besides, these compounds demonstrated significantly low cytotoxicity.",
keywords = "(+)-Decursin, (+)-Decursinol, (+)-Decursinol angelate, Melanin inhibitors",
author = "Kyeong Lee and Lee, {Jee Hyun} and Boovanahalli, {Shanthaveerappa K.} and Yongseok Choi and Choo, {Soo Jin} and Yoo, {Ick Dong} and Kim, {Dong Hee} and Yun, {Mi Young} and Lee, {Gye Won} and Song, {Gyu Yong}",
year = "2010",
month = "12",
day = "1",
doi = "10.1016/j.ejmech.2010.09.006",
language = "English",
volume = "45",
pages = "5567--5575",
journal = "European Journal of Medicinal Chemistry",
issn = "0223-5234",
publisher = "Elsevier Masson SAS",
number = "12",

}

TY - JOUR

T1 - Synthesis of (S)-(+)-decursin and its analogues as potent inhibitors of melanin formation in B16 murine melanoma cells

AU - Lee, Kyeong

AU - Lee, Jee Hyun

AU - Boovanahalli, Shanthaveerappa K.

AU - Choi, Yongseok

AU - Choo, Soo Jin

AU - Yoo, Ick Dong

AU - Kim, Dong Hee

AU - Yun, Mi Young

AU - Lee, Gye Won

AU - Song, Gyu Yong

PY - 2010/12/1

Y1 - 2010/12/1

N2 - We report the synthesis of a novel series of highly potent melanin inhibitors which were obtained through structural modification of an anticancer compound S-(+)-decursinol. The in vitro inhibitory potencies of the newly synthesized compounds were evaluated against α-MSH induced melanin production in B16 murine melanoma cells. Among the compounds evaluated, compounds 2, 3, 6b, 7a, 7b, 8a and 8b emerged as highly potent inhibitors of melanin production. Besides, these compounds demonstrated significantly low cytotoxicity.

AB - We report the synthesis of a novel series of highly potent melanin inhibitors which were obtained through structural modification of an anticancer compound S-(+)-decursinol. The in vitro inhibitory potencies of the newly synthesized compounds were evaluated against α-MSH induced melanin production in B16 murine melanoma cells. Among the compounds evaluated, compounds 2, 3, 6b, 7a, 7b, 8a and 8b emerged as highly potent inhibitors of melanin production. Besides, these compounds demonstrated significantly low cytotoxicity.

KW - (+)-Decursin

KW - (+)-Decursinol

KW - (+)-Decursinol angelate

KW - Melanin inhibitors

UR - http://www.scopus.com/inward/record.url?scp=78649269475&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=78649269475&partnerID=8YFLogxK

U2 - 10.1016/j.ejmech.2010.09.006

DO - 10.1016/j.ejmech.2010.09.006

M3 - Article

C2 - 20884093

AN - SCOPUS:78649269475

VL - 45

SP - 5567

EP - 5575

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

SN - 0223-5234

IS - 12

ER -