2009
DOI: 10.1021/np800562m
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FTICR-MS and LC-UV/MS-SPE-NMR Applications for the Rapid Dereplication of a Crude Extract from the Sponge Ianthella flabelliformis

Abstract: Dereplication of a methanolic extract of the marine sponge Ianthella flabelliformis using FTICR-MS accurate mass determination and MS(n) techniques enabled rapid and unambiguous detection of a new compound among a plethora of known compounds. Isolation of this compound and the known 19-deoxy analogue using the hyphenated technique LC-UV/MS-SPE-NMR was undertaken, and the structures were confirmed, from a single chromatographic run, as 19-hydroxyaraplysillin-I N(20)-sulfamate (1) and araplysillin-I N(20)-sulfam… Show more

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Cited by 41 publications
(36 citation statements)
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“…These same peaks were also detected in the purple morphotype along with two distinct isotope envelopes at m/z 795 and m/z 811, identified based on their accurate mass data as 19-hydroxy-araplysillin-I N 20 -sulfamate (1) and araplysillin-I N 20 -sulfamate (2), respectively (Motti et al, 2009). The metabolite profile for the anomalous sample P8 was found to resemble those of the yellow samples.…”
Section: Chemometric Analysis Of Fticr-ms Datamentioning
confidence: 60%
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“…These same peaks were also detected in the purple morphotype along with two distinct isotope envelopes at m/z 795 and m/z 811, identified based on their accurate mass data as 19-hydroxy-araplysillin-I N 20 -sulfamate (1) and araplysillin-I N 20 -sulfamate (2), respectively (Motti et al, 2009). The metabolite profile for the anomalous sample P8 was found to resemble those of the yellow samples.…”
Section: Chemometric Analysis Of Fticr-ms Datamentioning
confidence: 60%
“…The presence of chemically and microbially distinct profiles in I. basta has further ecological implications as the araplysillin and bastadin classes of compounds are known to have strong biological activity. Previous studies examining the PPDK inhibitory activity of marine organisms (Doyle et al, 2005) showed that only the crude extract of the purple morphotype of I. basta was active; this activity was subsequently attributed to compounds 1 and 2 (Motti et al, 2009). It is also well documented that I. basta contains carotenoids, ingested and partially metabolised by the sponge (Hertzberg et al, 1989), and that the sponge tissue changes colour within minutes of collection from yellow and purple to a blackish purple due to pigment oxidation.…”
Section: Discussionmentioning
confidence: 99%
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“…Data were acquired and processed using Xcalibur 1.4 SR1 software (Thermo Finnigan, San Jose, CA). For detailed information on the instrumentation please refer to Supporting Information accompanying Motti et al (2009).…”
Section: Hplc-ft-msmentioning
confidence: 99%