Adpressins A–G: Oligophenalenone Dimers from Talaromyces adpressus
Nine new oligophenalenone dimers, adpressins A–G (1–9), together with nine known compounds (10–18), were isolated from the fungus Talaromyces adpressus. Their chemical structures were determined on the basis of spectroscopic and mass spectral analyses. Their relative and absolute configurations were...
Saved in:
Published in | Journal of natural products (Washington, D.C.) Vol. 87; no. 8; pp. 1921 - 1929 |
---|---|
Main Authors | , , , , , , , , , |
Format | Journal Article |
Language | English |
Published |
American Chemical Society and American Society of Pharmacognosy
23.08.2024
|
Online Access | Get full text |
Cover
Loading…
Summary: | Nine new oligophenalenone dimers, adpressins A–G (1–9), together with nine known compounds (10–18), were isolated from the fungus Talaromyces adpressus. Their chemical structures were determined on the basis of spectroscopic and mass spectral analyses. Their relative and absolute configurations were identified by 1H and 13C NMR calculations followed by DP4+ analyses, electronic circular dichroism (ECD) calculations, and ECD spectra comparison with related compounds. Compound 1 is the first example of a duclauxin derivative featuring an unusual 6/6/6/5/6/6/6 ring system, while compounds 6 and 7 contained a novel pyrrolidine ring. Compounds 5, 9, and 18 exhibited moderate inhibition against LPS-induced B lymphocyte proliferation with IC50 values ranging from 1.6 to 8.6 μM. Additionally, compounds 9 and 18 exhibited moderate inhibition against Con A-induced T lymphocyte proliferation with IC50 values of 9.3 and 2.6 μM, respectively. |
---|---|
Bibliography: | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
ISSN: | 0163-3864 1520-6025 1520-6025 |
DOI: | 10.1021/acs.jnatprod.4c00330 |