Structural requirement(s) of N-phenylthioureas and benzaldehyde thiosemicarbazones as inhibitors of melanogenesis in melanoma B 16 cells

P. Thanigaimalai, Tuan Anh Le Hoang, Ki Cheul Lee, Seong Cheol Bang, Vinay K. Sharma, Cheong Yong Yun, Eunmiri Roh, Bang Yeon Hwang, Youngsoo Kim, Sang Hun Jung

Research output: Contribution to journalArticlepeer-review

58 Scopus citations

Abstract

In order to define the structural requirements of phenylthiourea (PTU), a series of thiourea and thiosemicarbazone analogs were prepared and evaluated as inhibitors of melanogenesis in melanoma B16 cells. The most potent analog was 2-(4-tert-butylbenzylidene)hydrazinecarbothioamide (1u) with an IC50 value of 2.7 μM in inhibition of melanogenesis. The structure for potent inhibitory activity of these derivatives are required with the direct connection of π-planar structure to thiourea without steric hinderance in PTU derivatives and the hydrophobic substituent at para position in case of semicarbazones.

Original languageEnglish (US)
Pages (from-to)2991-2993
Number of pages3
JournalBioorganic and Medicinal Chemistry Letters
Volume20
Issue number9
DOIs
StatePublished - May 1 2010

Bibliographical note

Funding Information:
This research was financially supported by a grant ( R01-2007-000-20099-0 ) from the National Research Foundation of Korea

Copyright:
Copyright 2010 Elsevier B.V., All rights reserved.

Keywords

  • Melanogenesis inhibitor
  • Phenylthiourea and benzaldehyde thiosemicarbazone
  • Tyrosinase inhibitor

Fingerprint Dive into the research topics of 'Structural requirement(s) of N-phenylthioureas and benzaldehyde thiosemicarbazones as inhibitors of melanogenesis in melanoma B 16 cells'. Together they form a unique fingerprint.

Cite this