Terphenyl derivatives and drimane – Phathalide/isoindolinones from Hypoxylon fendleri BCC32408

Cytotoxic Secondary Metabolites from the Endolichenic Fungus Hypoxylon fuscum

“…The known compounds 7-19 (▶ Fig. 1) 2-hexylidene-3-methylsuccinic acid (7) [14], 2-hexylidene-3-methylsuccinic acid 4methyl ester (8) [15], 16-α-D-mannopyranosyloxyisopimar-7-en-19-oic acid (9) [16], 16-α-D-glucopyranosyloxyisopimar-7-en-19oic acid (10) [16], 8-methoxy-1-naphthyl-β-glucopyranoside (11) [17], 2-(7-hydroxy-2-methyl-4-oxo-4H-chromen-5-yl) acetic acid (12) [18], (S)-2-(7-hydroxy-2-methyl-4-oxochroman-5-yl) acetic acid (13) [18], (3R)-5-methylmellein (14) [19], 3,5-dimethyl-8methoxy-3,4-dihydroisocoumarin (15) [20], (3R)-5-carboxymellein (16) [19], (3R)-5-carbomethoxymellein (17) [19], (3R)-5,7-dihydroxy-3-methylisoindolin-1-one (18) [21], and methyl 4-oxo-4H-pyran-3-acetate (19) [22] were identified by comparison of their spectroscopic data with literature values. The elucidation of the structures of the new compounds 2-6 (▶ Fig.…”

“…Previous chemical studies on this fungus resulted in the isolation of daldinins A, C, and E-F [7,8] and 4,5,40,50-tetrahydroxy-1:10-binaphthyl [8]. In addition, cytotoxic compounds, such as fendleryl A and C [9], hypoxyvermelhotins A-C [10], and daldinones C and D [11], antimicrobial compounds including atromentin [9], multiformins A-D [12], and carneic acids A and B [13], were reported from other Hypoxylon species. In our preliminary screening, the EtOAc extract of solid culture of H. fuscum that was isolated from the lichen Usnea sp.…”

Recent progress in biodiversity research on the Xylariales and their secondary metabolism

“…Within the same work reporting on a multitude of new terpenoids from a species potentially representing H. fendleri (see Terpenoids section), several terphenyls were reported [89]. Apart from rickenyls C-E known from H. rickii [98], four new terphenyls named fendleryls A (69) to D were isolated [89]. Fendleryls A−D exhibited no antimicrobial activity, but weak cytotoxicity against NCI-H187 and Vero cells with IC 50 values of 48 and 49 µM, respectively.…”

“…Terpenoids and terpenoid-hybrids from Hypoxylaceae (Fig. 11) In 2017, a number of drimane sesquiterpenoidisoindolinone hybrids named fendlerinines A-D (59) as well as drimane-phthalide compounds designated fendlerinines E-F were described from a saprotrophic fungus identified as "Hypoxylon fendleri" collected from Thailand [89]. It remains unclear whether the taxonomy of the strain is correct according to the current concept because this species has only been safely recorded from America (the type is from Venezuela) and there are many similar taxa in tropical Asia.…”

p-Terphenyls From Aspergillus sp. GZWMJZ-055: Identification, Derivation, Antioxidant and α-Glycosidase Inhibitory Activities

“…In addition, some p-terphenyl derivatives were also total synthesized (Yonezawa et al, 1998;Takahashi et al, 2017;Zhang et al, 2018). As reported, p-terphenyls had a broad spectrum of biological properties, such as cytotoxic (Wang et al, 2019(Wang et al, , 2020, antimicrobial (Intaraudom et al, 2017), and phosphodiesterase inhibitory (El-Elimat et al, 2013) activities, but the most interesting bioactivities were antioxidative (Kuhnert et al, 2015) and αglucosidase inhibitory activities (Ma et al, 2014). Furthermore, p-terphenyls can also be isolated from edible mushroom (Liu et al, 2004;Ma et al, 2014;Wang et al, 2014), indicating that this kind of compounds have low toxicity in the human body and are very suitable for the research of anti-diabetic drugs.…”