Notoamides A–D: Prenylated Indole Alkaloids Isolated from a Marine‐Derived Fungus, Aspergillus sp.

Abstract

Mussel power: The structures and configurations have been determined of four new indole alkaloids, notoamides A–D, which were isolated from mussel‐derived Aspergillus sp. Notoamides A–C show moderate cytotoxicity against cancer cell lines. The relationship between these and other metabolites suggests that the fungus uses a diverse biosynthetic pathway.

Chrysogenamide A from an Endophytic Fungus Associated with Cistanche deserticola and Its Neuroprotective Effect on SH-SY5Y Cells

“…The relative stereochemistry proposed for 1 is in agreement with the relevant features of the relative stereochemistry of marcfortine A [7]. The Cotton effect at 200ϳ250 nm arises from an n-p * transition of the diketopiperazine amide bonds, which is diagnostic for the bicyclo-[2.2.2] diazaoctane diketopiperazine core [10,11]. The CD spectrum of 1 (Fig.…”

“…From the structural point of view, it is important to point out that 1 is a unique structure with methylation at position C-17 and a 2-oxindole moiety possessing an isoprene unit at C-7. Some of these indol alkaloids isolated to date exhibit a potent antiparasitic activity [19], inhibition of human tumor cell [13] and cytotoxicity [10]. To the best of our knowledge, it is the first report of neuroprotection by this type of alkaloids.…”

Analytical characterization and structure elucidation of metabolites from Aspergillus ochraceus MP2 fungi

“…Especially, the genus Aspergillus has been known to be a major contributor to the secondary metabolites of marine fungal origin, for example, four sesquiterpenoids with a unique nitrobenzyl ester from Aspergillus versicolor (A. versicolor), two modified cytotoxic tripeptides from Aspergillus sp., novel pentacyclic oxindole alkaloid from Aspergillus tamari [28] , four prenylated indole alkaloids from Aspergillus sp. [29] and two cyclopentapeptides from A. versicolor [30] . This paper reports the isolation of three bioactive compounds from A. ochraceus.…”

Genome mining and biosynthesis of fumitremorgin-type alkaloids in ascomycetes

“…Reversely C2-prenylated brevianamide F; that is, deoxybrevianamide E (12), is the biosynthetic precursor of brevianamides; for example, brevianamide A (13), austamide (14) and notoamides like notoamide A (15). 2,3 During the reviewing process of this manuscript, a biosynthetic gene cluster for notoamides was identified in an Aspergillus sp. and two prenyltransferases from this cluster including NotF, a brevianamide F C2 reverse prenyltransferase, have been characterized biochemically.…”