a
HPC Standards GmbH, Am Wieseneck 7, 04451 Cunnersdorf, Germany
,
Julian Gebauer
b
AnalytiCon Discovery GmbH, Hermannswerder Haus 17, 14473 Potsdam, Germany
,
Matthias Koch
c
Bundesanstalt für Materialforschung und -prüfung, Abteilung Analytische Chemie, Referenzmaterialien, Richard-Willstätter-Straße 11, 12489 Berlin-Adlershof, Germany
› Author AffiliationsThis work is funded by Zentrales Innovationsprogramm Mittelstand (ZIM) of the Bundesministerium für Wirtschaft und Energie (BMWi) (Federal Ministry for Economic Affairs and Energy) (Grant No. 16 KN047802) and the Frankenförder Forschungsgesellschaft.
Alternariol (AOH) and alternariol-9-monomethyl ether (AME) are two secondary metabolites of Alternaria fungi which can be found in various foodstuffs like tomatoes, nuts, and grains. Due to their toxicity and potential mutagenic activity the need for the development of high-throughput methods for the supervision of AOH and AME levels is of increasing interest. As the availability of both native and labeled AOH and AME analytical standards is very limited, we herein present a novel and concise approach towards their synthesis by employing a ruthenium-catalyzed ortho-arylation as the key step. Finally, we demonstrate their suitability as internal standards in stable-isotope dilution assay (SIDA)-HPLC-MS/MS analysis, a technique commonly used for the quantification of natural products in food and feed.
3
Gbashi S,
Madala NE,
De Saeger S,
De Boevre M,
Adekoya I,
Ayodeji Adebo O,
Berka Njobeh P.
In
Mycotoxins Impact and Management Strategies
. 3.
Berka Njobeh P,
Stepman F.
IntechOpen; London: 2019
13 EFSA Panel on Contaminants in the Food Chain (CONTAM), Scientific Opinion on the risks for animal and public health related to the presence of Alternaria toxins in feed and food:
Alexander J,
Benford D,
Boobis A,
Ceccatelli S,
Cottrill B,
Cravedi J.-P,
Di Dominico A,
Doerge D,
Dogliotti E,
Edler L,
Farmer P,
Filipič M,
Fink-Gremmels J,
Fürst P,
Guérin T,
Knutsen HK,
Machala M,
Mutti A,
Schlatter J,
Rose M,
van Leeuwen R.
EFSA J. 2011; 9: 2407
14EFSA Panel on Contaminants in the Food Chain (CONTAM), Scientific Opinion on Tropane alkaloids in food and feed;
Benford D,
Ceccatelli S,
Cottrill B,
DiNovi M,
Dogliotti E,
Edler L,
Farmer P,
Fürst P,
Lundebye AK,
Hoogenboom LR,
Knutsen HK,
Metzler M,
Nebbia CS,
O’Keeffe M,
Rietjens I,
Schrenk D,
Silano V,
Van Loveren H,
Vleminckx C,
Wester P.
EFSA J. 2013; 11: 3386
17
Williams AC,
Camp N.
Product Class 4: Benzopyranones and Benzopyranthiones. In Science of Synthesis, 14: Category 2, Hetarenes and Related Ring Systems.
Thomas EJ.
Thieme; Stuttgart: 2013
41
Walravens J,
Mikula H,
Rychlik M,
Asam S,
Devos T,
Njumbe Ediage E,
Diana Di Mavungu J,
Jacxsens L,
Van Landschoot A,
Vanhaecke L,
De Saeger S.
J. Agric. Food Chem. 2016; 64: 5101
46
Boivin R,
Chiba K,
Du H,
Eguchi Y,
Fujita M,
Goto M,
Harmange J.-C,
Inoue A,
Jiang Y,
Kawada M,
Kawai T,
Kawakami Y,
Kimura A,
Kotake M,
Kuboi Y,
Lemelin C.-A,
Li X.-Y,
Matsushima T,
Mizui Y,
Sakurai H,
Shen Y.-C,
Spyvee M,
Tanaka I,
Yuan JW,
Yamamoto S,
Yoneda N,
Chow J,
Gusovsky F,
Muramoto K,
Shirota H.
Aust. Stand. Pat. Off. International Publication No. WO 03/076424 A1, Application, 211, 2006: 209-210.
