Glucosinolates of Sisymbrium officinale and S. orientale

Glucosinolates (GSLs) from and were analyzed qualitatively and quantitatively by their desulfo-counterparts using UHPLC-DAD-MS/MS. Eight GSLs were identified in , including Val-derived (glucoputranjivin) and Trp-derived (4-hydroxyglucobrassicin, glucobrassicin, 4-methoxyglucobrassicin, and neoglucob...

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Published in:Molecules (Basel, Switzerland) Switzerland), 2022-12, Vol.27 (23), p.8431
Main Authors: Đulović, Azra, Popović, Marijana, Burčul, Franko, Čikeš Čulić, Vedrana, Marijan, Sandra, Ruščić, Mirko, Anđelković, Nikolina, Blažević, Ivica
Format: Article
Language:English
Subjects:
antiproliferative activity
Biosynthesis
Brassicaceae - metabolism
Cancer
Cytotoxicity
desulfoglucosinolates
Distillation
Glucosinolates
Glucosinolates - metabolism
Glucosinolates - pharmacology
isopropyl isothiocyanate
Isothiocyanate
Isothiocyanates
Sisymbrium officinale
Sisymbrium orientale
Spectrum analysis
Tandem Mass Spectrometry
Tumor cell lines
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Summary:Glucosinolates (GSLs) from and were analyzed qualitatively and quantitatively by their desulfo-counterparts using UHPLC-DAD-MS/MS. Eight GSLs were identified in , including Val-derived (glucoputranjivin) and Trp-derived (4-hydroxyglucobrassicin, glucobrassicin, 4-methoxyglucobrassicin, and neoglucobrassicin) as the major ones followed by Leu-derived (Isobutyl GSL), Ile-derived (glucocochlearin) and Phe/Tyr-derived (glucosinalbin). Different plant parts contained six GSLs, with Met-derived (progoitrin, epiprogoitrin, and gluconapin) and homoPhe-derived (gluconasturtiin) as the major ones, followed by glucosinalbin and neoglucobrassicin. GSL breakdown products obtained by hydrodistillation (HD) and microwave-assisted distillation from , as well as isopropyl isothiocyanate, as the major volatile in both isolates, were tested for their cytotoxic activity using a 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Generally, all volatile isolates showed similar activity toward the three cancer cell lines. The best activity was shown by isopropyl isothiocyanate at a concentration of 100 µg/mL after 72 h of incubation, with 53.18% for MDA-MB-231, 56.61% for A549, and 60.02% for the T24 cell line.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules27238431