NDLI: Stereocalpin B, a New Cyclic Depsipeptide from the Antarctic Lichen Ramalina terebrata

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Stereocalpin B, a New Cyclic Depsipeptide from the Antarctic Lichen Ramalina terebrata

Content Provider	MDPI
Author	Lee, Seulah Jeong, Se Yun Nguyen, Dieu Linh So, Jae Eun Kim, Ki Hyun Kim, Ji Hee Han, Se Jong Suh, Sung-Suk Lee, Jun Hyuck Youn, Ui Joung
Copyright Year	2022
Description	Stereocalpin B, a new cyclic depsipeptide (1), and a new dibenzofuran derivative (3), were isolated from the Antarctic lichen, Ramalina terebrata (Ramalinaceae), along with a known cyclic depsipeptide (2). The structures of new compounds were characterized by comprehensive spectrometric analyses; high-resolution fast atom bombardment mass spectrometry (HR-FABMS) and liquid chromatography-tandem mass spectrometry (LC-MS/MS). Stereocalpin B (1) existed in a rotameric equilibrium, which was confirmed using nuclear Overhauser effect spectroscopy (NOESY)/exchange spectroscopy (EXSY) spectrum. Absolute configurations of the amino acid units in 1 were assigned using the advanced Marfey’s method and subsequent NOESY analysis of the 5-hydroxy-2,4-dimethyl-3-oxo-decanoic acid residue confirmed the complete stereochemistry of 1. Compounds 1-3 exhibited moderate antimicrobial activities against E. coli, with the $IC_{50}$ values ranging from 18–30 μg/mL. Compound 2 exhibited cell growth inhibition against HCT116 cell lines, with the $IC_{50}$ value of 20 ± 1.20 μM, and compounds 1 and 2 also showed potent anti-inflammatory activities against lipopolysaccharide (LPS)-induced RAW264.7 macrophages with the $IC_{50}$ values ranging from 5–7 μM.
Starting Page	141
e-ISSN	22181989
DOI	10.3390/metabo12020141
Journal	Metabolites
Issue Number	2
Volume Number	12
Language	English
Publisher	MDPI
Publisher Date	2022-02-03
Access Restriction	Open
Subject Keyword	Metabolites Toxicology Ramalina Terebrata Cyclic Depsipeptides Dibenzofuran Antimicrobial Cytotoxicity Anti-inflammation
Content Type	Text
Resource Type	Article

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