Bioactive Terphenyls Isolated from the Antarctic Lichen Stereocaulon alpinum

Three p -terphenyls ( 2 – 4 )—2-hydroxy-3,5-dimethoxy- p -terphenyl ( 2 ), 2-hydroxy-3,6-dimethoxy- p -terphenyl ( 3 ), and 2,3,5,6-tetramethoxy- p -terphenyl ( 4 )—were isolated for the first time as natural products along with seven known compounds ( 1 , 5 – 10 ) from the Antarctic lichen Stereoca...

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Bibliographic Details
Published in:Molecules
Main Authors: Kim-Hoa Phi, Min-Ji Shin, Seulah Lee, Jae Eun So, Ji Hee Kim, Sung-Suk Suh, Man Hyung Koo, Seung Chul Shin, Jin-Hyoung Kim, Jun Hyuck Lee, Ui Joung Youn
Format: Article in Journal/Newspaper
Language:English
Published: MDPI AG 2022
Subjects:
Stereocaulon alpinum
Antarctic lichen
terphenyl
cytotoxicity
anti-inflammation
Organic chemistry
QD241-441
Antarctic
The Antarctic
Antarc*
Online Access:https://doi.org/10.3390/molecules27072363
https://doaj.org/article/7341f2538e644b0c95b1e1c75f940644
Description
Summary:Three p -terphenyls ( 2 – 4 )—2-hydroxy-3,5-dimethoxy- p -terphenyl ( 2 ), 2-hydroxy-3,6-dimethoxy- p -terphenyl ( 3 ), and 2,3,5,6-tetramethoxy- p -terphenyl ( 4 )—were isolated for the first time as natural products along with seven known compounds ( 1 , 5 – 10 ) from the Antarctic lichen Stereocaulon alpinum. Structures of the new compounds were elucidated by comprehensive analyses of 1D and 2D NMR and HREIMS experiments. Compound 3 exhibited cytotoxicity against HCT116 cells with the IC 50 value of 3.76 ± 0.03 μM and also inhibited NO production in LPS-induced RAW264.7 macrophages with the IC 50 value of 22.82 ± 0.015 μM.

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