title: Synthesis and Biological Activity of New Thiopyrano[2,3-d]thiazoles Containing a Naphthoquinone Moiety.
abstract: Novel 11-substituted 3,11-dihydro-2H-benzo[6,7]thiochromeno[2,3-d][1,3]-thiazole-2,5,10-triones 4a-i were synthesized in 75-90% yields via the hetero-Diels-Alder reaction of 5-arylidene-4-thioxo-2-thiazolidinones with 1,4-naphthoquinone. The synthesized compounds were evaluated for their antineoplastic and antimycobacterial activities. A moderate selectivity against melanoma cancer cells (GI50 (UACC-257-melanoma) = 0.22 μM) was demonstrated for 4i, whereas derivatives 4a, 4c, 4g, and 4h showed promising antimycobacterial activity at a low toxicity level.
authors.affiliation: Danylo Halytsky Lviv National Medical University, Pekarska 69, 79010 Lviv, Ukraine. ; Present address: Mutabilis, 102 Avenue Gaston Roussel, 93230 Romainville, France.
authors.forename: Dmytro
authors.initials: D
authors.lastname: Atamanyuk
authors.forename: Borys
authors.initials: B
authors.lastname: Zimenkovsky
authors.forename: Vasyl
authors.initials: V
authors.lastname: Atamanyuk
authors.forename: Ihor
authors.initials: I
authors.lastname: Nektegayev
authors.forename: Roman
authors.initials: R
authors.lastname: Lesyk
keywords: 4-Thioxo-2-thiazolidinones; Anticancer activity; Antimycobacterial activity; Melanoma; Thiopyrano[2,3-d]thiazoles; hetero-Diels-Alder reaction