2010
DOI: 10.1002/ejoc.200901311
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Generation of Indole Alkaloids in the Human‐Pathogenic Fungus Exophiala dermatitidis

Abstract: Keywords: Alkaloids / Fungi / Melanin / Natural products / Mycosis Exophialin, a previously unknown indole alkaloid, was isolated from the human-pathogenic fungus Exophiala dermatitidis upon cultivation on a medium containing tryptophan as sole nitrogen source. Its structure has been elucidated by 1D and 2D NMR experiments and mass spectrometry. When the mutant strain Mel-1 was used in place of the wild-type strain, the new indole alkaloid 8-hydroxyexophialin was generated

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Cited by 15 publications
(5 citation statements)
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“…However, these peaks may be established to have minor significance in comparison to the peak intensity ratio obtained to the aromatic and aliphatic signals in the 13 C spectrum. With an overall comparison of the FTIR spectrum with the 13 C NMR study, the presence of hydroxyl-naphthalene moiety can be emphasized to be present in its tautomeric form as reported in previous studies [64] , [65] , [66] , [67] . Further, as the extracted compound is confirmed to be chemically similar to the melanin obtained from several different sources using complementary techniques, melanin constituted by the hydroxy-naphthalene moiety is reported for melanin extracted from A. fumigatus AFGRD105.…”
Section: Discussionmentioning
confidence: 67%
“…However, these peaks may be established to have minor significance in comparison to the peak intensity ratio obtained to the aromatic and aliphatic signals in the 13 C spectrum. With an overall comparison of the FTIR spectrum with the 13 C NMR study, the presence of hydroxyl-naphthalene moiety can be emphasized to be present in its tautomeric form as reported in previous studies [64] , [65] , [66] , [67] . Further, as the extracted compound is confirmed to be chemically similar to the melanin obtained from several different sources using complementary techniques, melanin constituted by the hydroxy-naphthalene moiety is reported for melanin extracted from A. fumigatus AFGRD105.…”
Section: Discussionmentioning
confidence: 67%
“…In addition, adherence and biofilm formation have been shown to contribute to virulence. Further virulence attributes of E. dermatitidis are hydrophobicity [96], urease, catalase, proteinase and DNase production [97], chitin synthase [98][99][100], secondary metabolite production [96,101] and the assimilation of aromatic (alkylbenzene) hydrocarbons [53,102,103]. Latter contributes to neurotropism characteristics of members of Herpotrichiellaceae [53].…”
Section: Microbiology and Characteristicsmentioning
confidence: 99%
“…3). 15 Seven new indole alkaloids, bruceollines H (16), I (17), J (18), K (19), L (20), M (21), and N (22) were isolated from the ethanol extract of the stems of Brucea mollis Wall., distributed in southern China. The cytotoxic activities of all compounds were tested in vitro against ve human cell lines using the MTT method (Fig.…”
Section: Non-tryptaminesmentioning
confidence: 99%
“…5). 18 Two new simple indole alkaloids, verticillanes A (25) and B (26), were isolated from Borreria verticillata (L.) G. MEY. known as 'Cordão-de-Frade' (Fig.…”
Section: Non-tryptaminesmentioning
confidence: 99%