Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1370726 | Bioorganic & Medicinal Chemistry Letters | 2011 | 4 Pages |
Abstract
Chalcone type compound 1a ((E)-6′-benzylidene-4a′-methyl-4′,4a′,7′,8′-tetrahydro-3′H-spiro[[1,3]dithiolane-2,2′-naphthalen]-5′(6′H)-one) was discovered as an potent inhibitor in melanogenesis. To define its structure–activity relationship, a series of analogs 1b–n, dithiolane truncated 2a–b and ring A removed 3a–e were prepared and evaluated. The electron donating substitution on the phenyl ring (ring C) rather than an electron withdrawing group and dithiolane motif of 1 are needed for the activity enhancement. The scaffold containing both rings A and B associated with α,β-unsaturated system connected to phenyl of 1 was essential for antimelanogenesis.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Pillaiyar Thanigaimalai, Ki-Cheul Lee, Vinay K. Sharma, Eeda Vekateswara Rao, Eunmiri Roh, Youngsoo Kim, Sang-Hun Jung,