Taxonomic group: fungi / Ascomycota (Phylum: Ascomycota)
 
The structure was elucidated in this paper
NCBI PubMed ID: 33387642
Publication DOI: 10.1016/j.fitote.2020.104823
Journal NLM ID: 16930290R
Publisher: Elsevier
Correspondence: Guang-Ying Chen <chgying123163.com>
Institutions: Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education, Hainan Normal University, Haikou 571158, China, Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, China, State Key Laboratory of Quality Study of Traditional Chinese Medicine, Macau University of Science and Technology, China

Four new cyclohexene derivatives cladoscyclitols A-D (1-4) and one new ribofuranose phenol derivative 4-O-α-D-ribofuranose-2-pentyl-3-phemethylol (5) were obtained from the EtOAC extract of the mangrove-derived endophytic fungus Cladosporium sp. JJM22. The structures were elucidated by extensive NMR and MS analysis, while the absolute configurations of the stereogenic carbons were established based on quantum-chemical electronic circular dichroism calculations or comparison of the optical rotations with those of related compounds. Compounds 2 and 5 displayed potent inhibitory activity against α-glucosidase with the IC50 values of 2.95 and 2.05 μM, respectively.

Ceriops tagal, Cladosporium sp., ribofuranose phenol, cyclohexene derivatives

Structure type: monomer ; 349.1624 [M+Na]+
Location inside paper: Fig. 5, table 2, compound 5
Trivial name: ribofuranose phenol derivative
Contained glycoepitopes: IEDB_149136
 
Methods: 13C NMR, 1H NMR, NMR-2D, IR, HPLC, extraction, optical rotation measurement, fermentation, HR-ESI-MS, antibacterial assay, taxonomy studies, ECD, silica gel chromatography, identification, α-glucosidase activity
 
NCBI Taxonomy refs (TaxIDs): 5498
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NMR conditions: in CD3OD at 298 K       [as TSV]

1H NMR data: Linkage Residue H1 H2 H3 H4 H5 H6 H7 H8 H9 H10 H11 H12 4 aDRibf 5.71 4.21 4.11 4.16 3.66     Subst 6.84 7.16 7.03 2.71 1.33 1.57 1.37 0.91 4.69 4.75

13C NMR data: Linkage Residue C1 C2 C3 C4 C5 C6 C7 C8 C9 C10 C11 C12 4 aDRibf 101.9 73.7 71.5 88.2 63.3     Subst 157.4 143.9 129.7 124.4 129.5 113.8 34.0 32.9 33.0 23.6 14.4 57.0

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