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Sesquiterpenoids from Cultures of the Basidiomycetes Irpex lacteus .
- Source :
-
Journal of natural products [J Nat Prod] 2020 May 22; Vol. 83 (5), pp. 1524-1531. Date of Electronic Publication: 2020 Apr 21. - Publication Year :
- 2020
-
Abstract
- Eight previously undescribed sesquiterpenoids, tremutins A-H ( 1 - 8 ), together with three known ones ( 9 - 11 ), were isolated from cultures of the basidiomycetes Irpex lacteus . Structures of the new compounds together with absolute configurations were elucidated on the basis of extensive spectroscopic methods, as well as single-crystal X-ray diffractions and equivalent circulating density calculations. Compounds 1 and 2 possess an unusual 6/7-fused ring system that might be derived from a tremulane framework. Compounds 3 - 7 and 9 - 11 are tremulane sesquiterpenoids of which 4 and 5 are the first tremulane examples with a 1,2-epoxy moiety to be reported. Compounds 6 , 7 , 10 , and 11 possess weak activities to several human cancer cell lines. Compound 8 shows a weak inhibitory effect on NO production with a half maximal inhibitory concentration (IC <subscript>50</subscript> ) value of 22.7 μM. Compound 1 inhibits the lipopolysaccharide (LPS)-induced proliferation of B lymphocyte cells with an IC <subscript>50</subscript> value of 22.4 μM, while 2 inhibits concanavalin A (Con A)-induced T cell proliferation and LPS-induced B lymphocyte cell proliferation with IC <subscript>50</subscript> values of 16.7 and 13.6 μM, respectively.
- Subjects :
- Animals
Anti-Inflammatory Agents, Non-Steroidal pharmacology
Antibiotics, Antineoplastic biosynthesis
Antibiotics, Antineoplastic pharmacology
B-Lymphocytes drug effects
B-Lymphocytes immunology
Cell Line, Tumor
Cell Proliferation drug effects
Drug Screening Assays, Antitumor
Female
Fermentation
Humans
Immunosuppressive Agents pharmacology
Lipopolysaccharides antagonists & inhibitors
Lipopolysaccharides pharmacology
Mice
Mice, Inbred BALB C
T-Lymphocytes drug effects
T-Lymphocytes immunology
X-Ray Diffraction
Polyporales metabolism
Sesquiterpenes chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 1520-6025
- Volume :
- 83
- Issue :
- 5
- Database :
- MEDLINE
- Journal :
- Journal of natural products
- Publication Type :
- Academic Journal
- Accession number :
- 32315183
- Full Text :
- https://doi.org/10.1021/acs.jnatprod.9b01177