Sesquiterpenes from an Endophytic Aspergillus flavus

Abstract

Eight new cadinene-sesquiterpenes (1–8), one eudesmane-sesquiterpene (9), and three known compounds (10–13) were isolated from an endophytic fungus, Aspergillus flavus, which was isolated from a toxic medicinal plant, Tylophora ovata. Their structures were elucidated by interpretation of spectroscopic data, and absolute configurations determined according to the specific rotation and electron circular dichroism methods. Compounds 4–8, 11, and 12 exhibited latent hepatic protection effects at 10 μM, and compound 12 selectively inhibited the proliferation of MCF-7 breast cancer cells with an IC50 values of 2.6 μM.

Diversity and Antimicrobial Activity of Endophytic Fungi Isolated from Chloranthus japonicus Sieb in Qinling Mountains, China

“…However, new bioactive compounds are constantly being discovered from plant endophytes. For instance, a new cadinene-sesquiterpenes and seven of its analogues were isolated from an endophytic fungus, Aspergillus flavus , which was isolated from a toxic medicinal plant, Tylophora ovate [ 28 ]. Guo et al isolated a new antibacterial secondary metabolite (Diaporone A) from the plant endophytic fungus Diaporthe sp.…”

Natural product diversity from the endophytic fungi of the genusAspergillus

“…Two furan derivatives identied as 5-hydroxymethylfuran-3carboxylic acid (16) and 5-acetoxymethylfuran-3-carboxylic acid (17) were isolated as a result of fermentation of the culture of A. avus, the endophyte hosted in the stem of Cephalotaxus fortunei (Fig.…”

Trichodermaloids A–C, Cadinane Sesquiterpenes from a Marine Sponge Symbiotic Trichoderma sp. SM16 Fungus

“…This assignment was identical with the data in the literature. [10] The HR-MS and NMR data analyses showed that compound 4 shared the same planar structure of rhinomilisin E. [6] Liu et al reported the determination of the planar structure and relative configurations of this compound, however, its absolute configuration still remained unresolved. With this current work, we determined the absolute configurations of the four chiral centers in 4 as (1R,6S,7R,10S) by comparison the experimental with the calculated ECD spectra (Figure 4).…”

“…The absolute configuration of 2 was finally Compound 3 was determined as aspergilloid G by comparison the MS and NMR data with the literature. [10] The absolute configuration of 3 was tentatively determined as (7R,10R) by compairing the experimental ECD spectrum with the calculated one ( Figure 4). This assignment was identical with the data in the literature.…”