Dimacrolide Sesquiterpene Pyridine Alkaloids from the Stems of Tripterygium regelii.

Dongsheng Fan,Li-Ping Bai,Zhi-Hong Jiang,Guo-Yuan Zhu,Ting Li

doi:10.3390/molecules21091146

Abstract

Two new dimacrolide sesquiterpene pyridine alkaloids (DMSPAs), dimacroregelines A (1) and B (2), were isolated from the stems of Tripterygium regelii. The structures of both compounds were characterized by extensive 1D and 2D NMR spectroscopic analyses, as well as HRESIMS data. Compounds 1 and 2 are two rare DMSPAs possessing unique 2-(3′-carboxybutyl)-3-furanoic acid units forming the second macrocyclic ring, representing the first example of DMSPAs bearing an extra furan ring in their second macrocyclic ring system. Compound 2 showed inhibitory effects on the proliferation of human rheumatoid arthritis synovial fibroblast cell (MH7A) at a concentration of 20 μM.

Highlights

Celastraceae is a large family comprising about 97 genera and 1194 species, which are distributed mainly in the tropics and subtropics
Some plants from several genera including Tripterygium, Celastrus, Euonymus, and Maytenus, are used as folk medicines or traditional Chinese medicines [1,2]. Plants of this family are the richest source of diverse dihydro-β-agarofuran sesquiterpenoids, which have been considered as characteristic metabolites and chemotaxonomic markers of this family [3,4]
Dimacrolide sesquiterpene pyridine alkaloids (DMSPAs) are a structurally unique class of dihydro-β-agarofuran sesquiterpenoids. They were characterized by a polyhydroxylated dihydroagarofuran core and two dicarboxylic acid derivatives linked via four ester bonds forming two macrocyclic systems

Summary

Introduction

Celastraceae is a large family comprising about 97 genera and 1194 species, which are distributed mainly in the tropics and subtropics. Some plants from several genera including Tripterygium, Celastrus, Euonymus, and Maytenus, are used as folk medicines or traditional Chinese medicines [1,2]. Plants of this family are the richest source of diverse dihydro-β-agarofuran sesquiterpenoids, which have been considered as characteristic metabolites and chemotaxonomic markers of this family [3,4]. Dimacrolide sesquiterpene pyridine alkaloids (DMSPAs) are a structurally unique class of dihydro-β-agarofuran sesquiterpenoids. They were characterized by a polyhydroxylated dihydroagarofuran core and two dicarboxylic acid derivatives linked via four ester bonds forming two macrocyclic systems.

Results and Discussion

General Procedures

60 F254 plates andThin

Extraction and Isolation

Inhibition of Proliferation on MH7A Human Synovial Cells