Four New Cytotoxic Arborinane-Type Triterpenes from the Endolichenic Fungus Myrothecium inundatum

Abstract

Two new arborinane-type triterpenes, myrotheols A (1) and B (2), two new arborinane-type glycosides, myrothesides C (3) and D (4), together with four known diterpenes (5 – 8) were isolated from the ethyl acetate extract of the endolichenic fungus Myrothecium inundatum. The structures of new compounds 1 – 4 were elucidated by NMR and MS analyses. The absolute configuration of 1 was assigned by a single-crystal X-ray diffraction experiment. Compounds 3 and 4 represent the first two natural 4-O-methyl-α-D-mannosides. Compounds 1 – 8 exhibited cytotoxicity against K562 and RKO human cancer cell lines.

In Vitro and In Silico Cytotoxic and Antibacterial Activities of a Diterpene from Cousinia alata Schrenk

“…Proton nuclear magnetic resonance ( 1 H NMR), carbon-13 nuclear magnetic resonance ( 13 C NMR), 1 H-1 H correlation spectroscopy (COSY), heteronuclear multiple-bond correlation (HMBC), and heteronuclear single quantum correlation (HSQC) spectra were measured on a Bruker 500 SB UltraShield TN plus NMR spectrometer, operating at 400 MHz for 1 H and 100 MHz for 13 C. e determination of the melting point of the isolated compounds was carried out with OptiMelt Stanford Device.…”

“…Natural products can be considered as the main source of antimicrobial and anticancer compounds [5]. e activity of natural products either originated from plants [5][6][7], marines [8,9] or fungi [10][11][12][13][14] is owned to a diversity of secondary metabolites that belong to various chemical classes such as flavonoids [15][16][17], saponins [6,18], pyrones [19], isochromenes [20], and alkaloids [21].…”

Cytotoxic Secondary Metabolites from the Endolichenic Fungus Hypoxylon fuscum

“…The cytotoxicities of compounds 1-19 were investigated with the Cell Counting Kit 8 (CCK8) cell viability assay [4,33]. K562, SW480, HEPG2 cells were purchased from National Infrastructure of Cell Line Resource.…”

“…Recently, endolichenic fungi that inhabit the inner part of lichen without causing disease symptoms have been shown to be an attractive and valuable biological resource for the discovery of new bioactive natural products [2]. A number of secondary metabolites with diverse biological activities including antimicrobial, anti-inflammatory, and antiproliferative properties have been reported from endolichenic fungi [2][3][4]. However, in comparison with their tremendous species diversity, the number chemically investigated endolichenic fungi are limited.…”

“…by one of the coauthors, Prof. Shouyu Guo, was found to exhibit cytotoxicity against K562 cells (IC 50 = 250 µg/mL). Chemical investigation on the culture extract of H. fuscum fermented on rice led to the isolation of 19 secondary metabolites including 1 new 10-membered lactone (2), 1 new polyacetylene glycoside (3), 1 new brasilanetype sesquiterpenoid glycoside (4), and 2 new isobenzofuran-1 (3H)-one derivatives (5 and 6). Herein, we report the isolation and structure elucidation of the new compounds, as well as the cytotoxicity and antimicrobial evaluation of all isolates.…”