Mycenaflavin A, B, C, and D: Pyrroloquinoline Alkaloids from the Fruiting Bodies of the Mushroom Mycena haematopus

Lohmann, Julia S.; Wagner, Silke; Nussbaum, Monika von; Pulte, Anna; Steglich, Wolfgang und Spiteller, Peter (2018): Mycenaflavin A, B, C, and D: Pyrroloquinoline Alkaloids from the Fruiting Bodies of the Mushroom Mycena haematopus. In: Chemistry-A European Journal, Bd. 24, Nr. 34: S. 8609-8614

Abstract

Four so far unknown pyrroloquinoline alkaloids, yellow mycenaflavinsA, B, and C, and the purple mycenaflavinD, have been isolated from the fruiting bodies of Mycena haematopus. The structures of these new alkaloids were elucidated by NMR spectroscopy and HRMS (ESI+). The mycenaflavins are structurally related to mycenarubins and haematopodins, which have been previously identified in M. haematopus. However, compared with other known fungal pyrroloquinoline alkaloids, the mycenaflavins contain an additional double bond within the pyrroloquinoline moiety that accounts for the yellow colour of the monomeric mycenaflavinsA, B, and C. The purple mycenaflavinD is the first known dimeric pyrroloquinoline alkaloid with a C-C bridge between the two pyrroloquinoline units. Although the minor pyrroloquinoline alkaloid constituent mycenaflavinA exhibits only moderate bioactivity against the soil bacterium Azoarcus tolulyticus, the major pyrroloquinoline alkaloid constituent haematopodinB is similarly active as the antibiotic gentamicin.

• Dokumententyp: Zeitschriftenartikel
• Fakultät: Chemie und Pharmazie > Department Chemie
• Themengebiete: 500 Naturwissenschaften und Mathematik > 540 Chemie
• ISSN: 0947-6539
• Sprache: Englisch