2007
DOI: 10.1016/j.tetlet.2006.11.102
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Diaporthichalasin, a novel CYP3A4 inhibitor from an endophytic Diaporthe sp.

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Cited by 39 publications
(26 citation statements)
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“…Specifcially, we deduced that the structure of phomopsichalasin is, in fact, identical to that of the more recently reported diaporthichalasin ( 7 ). ii To validate our analyses, we then showed that the proton and carbon NMR spectra of an authentic sample of diaporthichalasin recorded in methanol- d 4 were in excellent agreement with the NMR data reported for phomopsichalasin. i …”
Section: Resultssupporting
confidence: 67%
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“…Specifcially, we deduced that the structure of phomopsichalasin is, in fact, identical to that of the more recently reported diaporthichalasin ( 7 ). ii To validate our analyses, we then showed that the proton and carbon NMR spectra of an authentic sample of diaporthichalasin recorded in methanol- d 4 were in excellent agreement with the NMR data reported for phomopsichalasin. i …”
Section: Resultssupporting
confidence: 67%
“…Bkk3) and structure determination of diaporthichalasin. ii Their thorough NMR analysis efforts led to the assignment of structure 7 (Scheme 1), which was confirmed by a single crystal x-ray structure determination, placing the assignment as 7 on secure ground. Interestingly, structure 7 shares the constitution of 1 , but differs in the relative configuration of several stereocenters.…”
Section: Resultsmentioning
confidence: 83%
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“…(+)-Fusarisetin A (1) possesses unique structural characteristics: 1) a fused pentacyclic ring system (A,B,C,D,E) which contains a trans decalin (A,B), a spiroskeleton (C,E), and a tetramic acid moiety fused with a tetrahydrofuran ring (D,E); and 2) 10 stereocenters, including two all-carbon quaternary centers (C1, C16). Structurally related natural products possessing tetramic acid rings include equisetin (3), [2] diaporthichalasin, [3] integramycin, [4] tirandamycin, [5] and others. [6] Recently, Li and co-workers reported the first synthesis of (À)-1 and revised its absolute configuration.…”
mentioning
confidence: 99%
“…Diaporthe is one of the most abundant genera among the endophytic fungi isolated from Common Bean (Phaseolus vulgaris L.), corresponding to 11Á5% of the total isolates recorded by Gonzaga et al (2014). This fungal genus warrants further study for several reasons: (i) this genus does not possess any morphological markers that would allow characterization at the species level through classical taxonomy; (ii) species of this genus have been commonly found to be phytopathogens or endophytes on a wide variety of plant species (van Niekerk et al 2005;Udayanga et al 2012;Gomes et al 2013); and (iii) fungi from the genus Phomopsis have been reported to produce various compounds of biotechnological interest (Horn et al 1995;Wagenaar and Clardy 2001;Dai et al 2005;Silva et al 2005;Pornpakakul et al 2007;Rukachaisirikul et al 2008). Studies aiming to analyse and better characterize the genetic variability in this fungal genus are therefore of interest.…”
Section: Introductionmentioning
confidence: 99%