Taxonomic group: fungi / Ascomycota
(Phylum: Ascomycota)
Host organism: Avicennia marina
Organ / tissue: leaf
NCBI PubMed ID: 31241824Publication DOI: 10.1002/cbdv.201900237Journal NLM ID: 101197449Publisher: Verlag Helvetica Chimica Acta
Correspondence: marwaelsebay1611

mans.edu.eg
Institutions: Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura, Egypt, Department of Natural Products Chemistry, Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka, Japan, Division of Marine Environment, National Institute of Oceanography and Fisheries, Hurghada, Egypt, Department of Agro-environmental Sciences, Graduate School of Bioresource and Bioenvironmental Science, Kyushu University, Fukuoka, Japan
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.
biological activity, 3, 4-dimethoxyphenyl α-D-ribofuranoside, 3β-(β-D-glucopyranosyloxy)olean-12-ene-23, 28, 30-trioic acid, Aspergillus amstelodami, B16 melanoma cells, β-hexosaminidase
Structure type: monomer
Location inside paper: Fig. 1, 13
Trivial name: stigmasterol 3-O-β-D-glucopyranoside
Compound class: saponin glycoside, glycoside, steroid glycoside, triterpenoid glycoside
Contained glycoepitopes: IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, NMR-2D, IR, PCR, TLC, acid hydrolysis, HPLC, extraction, CC, cell growth, HR-ESI-MS, enzymatic assay, cell viability assay, cytotoxicity assay, MTT
Related record ID(s): 49610, 49611
NCBI Taxonomy refs (TaxIDs): 5054
Show glycosyltransferases
There is only one chemically distinct structure: