Antifungal Effect of Novel 2-Bromo-2-Chloro-2-(4-Chlorophenylsulfonyl)-1-Phenylethanone against Candida Strains

Monika Staniszewska , Małgorzata Bondaryk , Magdalena Wieczorek , Eine Estrada-Mata , Hector Mora-Montes , Zbigniew Ochal


We investigated the antifungal activity of novel a 2-bromo-2-chloro-2-(4-chlorophenylsulfonyl)-1-phenylethanone (compound 4). The synthesis of compound 4 was commenced from sodium 4-chlorobenzene sulfinate and the final product was obtained by treatment of α-chloro-β-keto-sulfone with sodium hypobromite. The sensitivity of 63 clinical isolates belonging to the most relevant Candida species toward compound 4 using the method M27-A3 was evaluated. We observed among most of the clinical strains of C. albicans MIC ranging from 0.00195 to 0.0078 μg/mL. Compound 4 at 32 μg/mL exhibited fungicidal activity against nine Candida strains tested using the MFC assay. Compound 4 displayed anti-Candida activity (with clear endpoint) against 22% of clinical strains of Candida. Under compound 4, Candida susceptibility and tolerance, namely paradoxical effect (PG), was found for only two clinical isolates (C. glabrata and C. parapsilosis) and reference strain 14053 using both M27-A3 and MFC method. We found that compound 4 does not induce toxicity in vivo against larvae of Galleria mellonella (≥97% survival) and it displays reduced toxicity on mammalian cells in vitro (
Author Monika Staniszewska - [National Medicines Institute, Warsaw]
Monika Staniszewska,,
, Małgorzata Bondaryk - [National Medicines Institute, Warsaw]
Małgorzata Bondaryk,,
, Magdalena Wieczorek - [National Medicines Institute, Warsaw]
Magdalena Wieczorek,,
, Eine Estrada-Mata - [Universidad de Guanajuato]
Eine Estrada-Mata,,
, Hector Mora-Montes - [Universidad de Guanajuato]
Hector Mora-Montes,,
, Zbigniew Ochal (FC / IBC / DDTB)
Zbigniew Ochal,,
- Department Of Drug Technology And Biotechnology
Journal seriesFrontiers in Microbiology, ISSN 1664-302X
Issue year2016
Publication size in sheets0.7
Keywords in Englishβ-ketosulfone, Candida, virulence factors, resistance, paradoxical growth
ASJC Classification2726 Microbiology (medical); 2404 Microbiology
Languageen angielski
wdpb_publikacje_pliki_plik_publikacja_2899_org.pdf 1.9 MB
Score (nominal)35
Score sourcejournalList
ScoreMinisterial score = 35.0, 02-02-2020, ArticleFromJournal
Ministerial score (2013-2016) = 35.0, 02-02-2020, ArticleFromJournal
Publication indicators Scopus Citations = 8; WoS Citations = 7; Scopus SNIP (Source Normalised Impact per Paper): 2016 = 1.175; WoS Impact Factor: 2016 = 4.076 (2) - 2016=4.526 (5)
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