Melanogenesis Inhibitors from the Endophytic Fungus Aspergillus amstelodami

Abstract

Two new compounds, named 3,4‐dimethoxyphenyl α‐d‐ribofuranoside (1) and 3β‐(β‐d‐glucopyranosyloxy)olean‐12‐ene‐23,28,30‐trioic acid (2), together with thirteen known compounds, were isolated from the white beans culture of the marine derived endophytic fungus Aspergillus amstelodami. Structure elucidation of the new compounds was carried out by one‐, two‐dimensional spectroscopy, and high resolution electrospray ionization mass. The antimelanogenic and anti‐allergic activity of the isolated compounds were investigated. Compounds 4, 7, 1, 3, 11, 6 and 9 selectively suppressed melanin production in B16 melanoma cells, using arbutin as a positive control. Their IC50 values were 30.8±5.57, 38.5±6.08, 52.6±6.64, 98.0±1.16, 100.4±3.05, 112.0±0.22 and 144.7±2.35 μm, respectively, while that of arbutin was 151.7±1.27 μm. The tested compounds did not show any significant anti‐allergic activity in RBL‐2H3 cells, as compared to quercetin.

Metabolites from Two Dominant Thermophilic Fungal Species Thermomyces lanuginosus and Scytalidium thermophilum

“…In 2013, our study displayed that nematode‐trapping fungus Arthrobotrys entomopaga also produced 21 to attract nematodes . In 2019, 21 was also reported from the white bean culture of the marine derived endophytic fungus Aspergillus amstelodami …”

Secondary metabolites from mangrove-associated fungi: source, chemistry and bioactivities

“…211 Allantopyrone E (446), a new apyrone with a rare substitution pattern, was isolated from an Aspergillus strain. 212 The other Aspergillus strains yielded asperochrin C (447) 213 and eight a-pyrone derivatives, namely, nigerapyrones A-H (448-455). 214 Three a-pyrone derivatives 456-458 were isolated from the Phomopsis strains.…”

Recent updates on the bioactive compounds of the marine-derived genusAspergillus

“…Their IC 50 values were 30.8 ± 5.57 (22), 38.5 ± 6.08 (23), 52.6 ± 6.64 (24), 98.0 ± 1.16 (25), 100.4 ± 3.05 (26), 112.0 ± 0.22 (27) and 144.7 ± 2.35 μM (28), respectively, compared to 151.7 ± 1.27 μM for arbutin. 19 …”

“…All of them were assessed for their antiproliferative activity against Caco-2 cell lines, exhibiting strong inhibition, where avoglaucin (16) revealed the most potent cytotoxicity with IC 50 of 2.87 mM. 16 A biphenyl derivative, diorcinol (18) and an anthraquinone, versicolorin B (19) were isolated from a marine-derived fungus Aspergillus versicolor ZZ761. These compounds had anti-proliferative activity against human U251 and glioma U87MG cells with IC 50 values of 6.2 and 4.4 mM and 30.5 and 11.3 mM, respectively.…”

“…Their IC 50 values were 30.8 AE 5.57 (22), 38.5 AE 6.08 (23), 52.6 AE 6.64 (24), 98.0 AE 1.16 (25), 100.4 AE 3.05 (26), 112.0 AE 0.22 (27) and 144.7 AE 2.35 mM (28), respectively, compared to 151.7 AE 1.27 mM for arbutin. 19 Epicoccolides A, B (29,30) and NC3B (31), three polyoxygenated polyketides, were puried from Aspergillus micronesiensis, a marine-derived fungus via combined chromatographic methods. The three compounds were evaluated for their cytotoxic activity against LU-1, Hep-G2 and Vero cells, displaying signicant cytotoxic bioactivities with IC 50 values ranging between 3.97 and 4.71 mg mL À1 (the IC 50 values of the positive control, ellipticine ¼ 0.29-0.31 mg mL À1 ).…”