Applanmerotic acids A and B, two meroterpenoid dimers with an unprecedented polycyclic skeleton from Ganoderma applanatum that inhibit formyl peptide receptor 2

Peng, Xingrong1; Su, Haiguo1,2; Wang, Huirong3; Hu, Guilin1,2; Hu, Kun1; Zhou, Lin1; Qiu, Minghua1

2021-03-01

10.1039/d1qo00294e

Organic Chemistry Frontiers   影响因子和分区

2052-4129

Two unprecedented Ganoderma meroterpenoid dimers, applanmerotic acids A and B (1 and 2), were isolated from the fruiting bodies of Ganoderma applanatum. Their structures including stereostructures were established by spectroscopic analysis and the quantum chemical calculation (calculated C-13 NMR and electronic circular dichroism) method. Compound 1 was a pair of enantiomers and compound 2 represents the first example of a dimeric meroterpenoid with a 2-oxo-spiro[furo[3,2-b]benzofuran-3,2 '-naphthalene] core. Their plausible biogenetic pathway was proposed, from which their key polycyclic cores were formed through an intermolecular Diels-Alder reaction. Compounds 1 and 2 showed anti-inflammatory activities with IC50 values of 14.5 and 20.9 mu M, respectively, by inhibiting the activation of FPR2 and the further competitive binding assay and molecular docking study indicated their action mechanism.

SCI ; EI

英语

其他

National Natural Science Foundation of China[21702209] ; Basic Research Project of Yunnan Province[202001AT070070] ; Fund of State Key Laboratory of Phytochemistry and Plant Resources in West China[P2020-KF02]

Chemistry

Chemistry, Organic

WOS:000644864900001

ROYAL SOC CHEMISTRY

Web of Science

1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
3.Southern Univ Sci & Technol, Dept Biol, Shenzhen, Peoples R China

Peng, Xingrong,Su, Haiguo,Wang, Huirong,et al. Applanmerotic acids A and B, two meroterpenoid dimers with an unprecedented polycyclic skeleton from Ganoderma applanatum that inhibit formyl peptide receptor 2[J]. Organic Chemistry Frontiers,2021.

Peng, Xingrong.,Su, Haiguo.,Wang, Huirong.,Hu, Guilin.,Hu, Kun.,...&Qiu, Minghua.(2021).Applanmerotic acids A and B, two meroterpenoid dimers with an unprecedented polycyclic skeleton from Ganoderma applanatum that inhibit formyl peptide receptor 2.Organic Chemistry Frontiers.

Peng, Xingrong,et al."Applanmerotic acids A and B, two meroterpenoid dimers with an unprecedented polycyclic skeleton from Ganoderma applanatum that inhibit formyl peptide receptor 2".Organic Chemistry Frontiers (2021).