2014
DOI: 10.3390/molecules191117839
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A New Prenylated Indole Diketopiperazine Alkaloid from Eurotium cristatum

Abstract: Abstract:A new prenylated indole diketopiperazine alkaloid, cristatumin F (1), and four known metabolites, echinulin (2), dehydroechinulin (3), neoechinulin A (4) and variecolorin O (5), were isolated from the crude extract of the fungus Eurotium cristatum. The structure of 1 was elucidated primarily by NMR and MS methods. The absolute configuration of 1 was assigned using Marfey's method applied to its acid hydrolyzate. Cristatumin F (1) showed modest radical scavenging activity against DPPH radicals, and exh… Show more

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Cited by 40 publications
(26 citation statements)
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“…Cristatumins A–D ( 397 – 400 ) [ 156 ] and F ( 401 ) [ 166 ] were identified from the culture extract of Eurotium cristatum EN-220, an endophytic fungus isolated from the marine alga Sargassum thunbergii ( Figure 62 ). Cristatumin A ( 397 ) exhibited antibacterial activity against Escherichia coli (MIC—minimum inhibitory concentration—64.8 μg/mL), while cristatumin B ( 398 ) showed moderate activity against brine shrimp (LC 50 74.4 μg/mL) [ 156 ].…”
Section: Marine Indole Alkaloidsmentioning
confidence: 99%
See 1 more Smart Citation
“…Cristatumins A–D ( 397 – 400 ) [ 156 ] and F ( 401 ) [ 166 ] were identified from the culture extract of Eurotium cristatum EN-220, an endophytic fungus isolated from the marine alga Sargassum thunbergii ( Figure 62 ). Cristatumin A ( 397 ) exhibited antibacterial activity against Escherichia coli (MIC—minimum inhibitory concentration—64.8 μg/mL), while cristatumin B ( 398 ) showed moderate activity against brine shrimp (LC 50 74.4 μg/mL) [ 156 ].…”
Section: Marine Indole Alkaloidsmentioning
confidence: 99%
“…Cristatumin F ( 401 ) exhibits a valine unit in its diketopiperazine structure, which is unprecedented. It also shows modest radical scavenging activity towards DPPH and a marginal cell proliferation inhibition [ 166 ]. Eurocristatine ( 402 ) was also isolated from E. cristatum and did not show any appreciable cytotoxic, antibacterial or antifungal activity [ 167 ].…”
Section: Marine Indole Alkaloidsmentioning
confidence: 99%
“…Unfortunately, there was no suitable combination of two or three amino acids among all 24 ones. We also considered the known compounds isolated from Eurotium cristatum (Du et al, 2014(Du et al, , 2017Du, Li, Li, Shang, & Wang, 2012;Gomes et al, 2012;Zou et al, 2014). However, there was no skeleton structures fit the above molecular formula.…”
mentioning
confidence: 99%
“…The species within the genera Aspergillus , Eurotium , and Penicillium are main fungal taxa isolated from the postfermentation of dark tea (Mo et al, 2008). Aspergillus cristatus and Eurotium cristatum are golden flower fungi involved in the fermentation of Chinese fu‐zhuan tea (Ge et al, 2016; Zou et al, 2014). Numerous macroscopic yellow cleistothecia similar to that in other dark tea also could appear in pu‐erh tea after a long‐term storage, which was defined as JPT.…”
Section: Discussionmentioning
confidence: 99%