To Cut the Mustard: Antimicrobial Activity of Selenocyanates on the Plate and in the Gas Phase

Organic selenocyanates (RSeCN) are among the most reactive and biologically active Se species, often exhibiting a pronounced cytotoxic activity against mammalian cells and microorganisms. Various aromatic selenocyanates have been synthesized and, similar to some of the most Reactive Sulfur Species (...

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Main Authors: Muhammad Sarfraz, Muhammad Jawad Nasim, Martin C. H. Gruhlke, Jadwiga Handzlik, Claus Jacob
Format: Article
Language:English
Published: MDPI AG 2023-02-01
Series:Antibiotics
Subjects:
Online Access:https://www.mdpi.com/2079-6382/12/2/290
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author Muhammad Sarfraz
Muhammad Jawad Nasim
Martin C. H. Gruhlke
Jadwiga Handzlik
Claus Jacob
author_facet Muhammad Sarfraz
Muhammad Jawad Nasim
Martin C. H. Gruhlke
Jadwiga Handzlik
Claus Jacob
author_sort Muhammad Sarfraz
collection DOAJ
description Organic selenocyanates (RSeCN) are among the most reactive and biologically active Se species, often exhibiting a pronounced cytotoxic activity against mammalian cells and microorganisms. Various aromatic selenocyanates have been synthesized and, similar to some of the most Reactive Sulfur Species (RSS), such as allicin, found to be active against a range of bacteria, including <i>Escherichia coli</i>, <i>Pseudomonas syringae</i> and <i>Micrococcus luteus</i>, and fungi, including <i>Verticillium dahlia</i>, <i>Verticillium longisporum</i>, <i>Alternaria brassicicola</i>, and <i>Botrytis cinerea</i>, even via the gas phase. The highest antimicrobial activity has been observed for benzyl selenocyanate, which inhibited the growth of all bacteria considerably, even at the lowest tested concentration of 50 µM. Notably, neither the analogues thiocyanate (BTC) nor isothiocyanate (BITC) show any of these activities, rendering this selenium motif rather special in activity and mode of action. Eventually, these findings advocate a range of potential applications of organic selenocyanates in medicine and agriculture.
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spelling doaj.art-4d3b3512aff14112b0c558f070f5588b2023-11-16T18:42:54ZengMDPI AGAntibiotics2079-63822023-02-0112229010.3390/antibiotics12020290To Cut the Mustard: Antimicrobial Activity of Selenocyanates on the Plate and in the Gas PhaseMuhammad Sarfraz0Muhammad Jawad Nasim1Martin C. H. Gruhlke2Jadwiga Handzlik3Claus Jacob4Department of Plant Physiology, RWTH Aachen University, Worringer Weg 1, 52056 Aachen, GermanyDivision of Bioorganic Chemistry, Saarland University, Campus B2 1, 66123 Saarbruecken, GermanyDepartment of Plant Physiology, RWTH Aachen University, Worringer Weg 1, 52056 Aachen, GermanyDepartment of Technology and Biotechnology of Drugs, Faculty of Pharmacy, Jagiellonian University Medical College in Kraków, Medyczna 9, 30-688 Cracow, PolandDivision of Bioorganic Chemistry, Saarland University, Campus B2 1, 66123 Saarbruecken, GermanyOrganic selenocyanates (RSeCN) are among the most reactive and biologically active Se species, often exhibiting a pronounced cytotoxic activity against mammalian cells and microorganisms. Various aromatic selenocyanates have been synthesized and, similar to some of the most Reactive Sulfur Species (RSS), such as allicin, found to be active against a range of bacteria, including <i>Escherichia coli</i>, <i>Pseudomonas syringae</i> and <i>Micrococcus luteus</i>, and fungi, including <i>Verticillium dahlia</i>, <i>Verticillium longisporum</i>, <i>Alternaria brassicicola</i>, and <i>Botrytis cinerea</i>, even via the gas phase. The highest antimicrobial activity has been observed for benzyl selenocyanate, which inhibited the growth of all bacteria considerably, even at the lowest tested concentration of 50 µM. Notably, neither the analogues thiocyanate (BTC) nor isothiocyanate (BITC) show any of these activities, rendering this selenium motif rather special in activity and mode of action. Eventually, these findings advocate a range of potential applications of organic selenocyanates in medicine and agriculture.https://www.mdpi.com/2079-6382/12/2/290gas phase activity(iso-)thiocyanatesmicrobiological assaysselenocyanates
spellingShingle Muhammad Sarfraz
Muhammad Jawad Nasim
Martin C. H. Gruhlke
Jadwiga Handzlik
Claus Jacob
To Cut the Mustard: Antimicrobial Activity of Selenocyanates on the Plate and in the Gas Phase
Antibiotics
gas phase activity
(iso-)thiocyanates
microbiological assays
selenocyanates
title To Cut the Mustard: Antimicrobial Activity of Selenocyanates on the Plate and in the Gas Phase
title_full To Cut the Mustard: Antimicrobial Activity of Selenocyanates on the Plate and in the Gas Phase
title_fullStr To Cut the Mustard: Antimicrobial Activity of Selenocyanates on the Plate and in the Gas Phase
title_full_unstemmed To Cut the Mustard: Antimicrobial Activity of Selenocyanates on the Plate and in the Gas Phase
title_short To Cut the Mustard: Antimicrobial Activity of Selenocyanates on the Plate and in the Gas Phase
title_sort to cut the mustard antimicrobial activity of selenocyanates on the plate and in the gas phase
topic gas phase activity
(iso-)thiocyanates
microbiological assays
selenocyanates
url https://www.mdpi.com/2079-6382/12/2/290
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