Three new sesquiterpenoid alkaloids from the roots of Tripterygium wilfordii and its cytotoxicity

Celastraceae sesquiterpene pyridyl ligands

“…Triacid 13 is the only known bridging ligand without an aromatic (i.e., pyridyl or furanyl) component. 56,57 By comparing NMR data, Bai et al noticed the similarity in the structures of dimacroregelines A and B with triptonine A, which contains the monoterpene tricarboxylic acid 13. The difference was the appearance of a furan ring, and with further analysis using correlation methods, the structure of dilactone bridging ligands 14 and 15 were elucidated and reported for the first time.…”

“…the stereochemistry of these alkaloids have been corrected – see: link: . from Tripterygium wilfordii in 2021 (Chart 6c). 56,57…”

“…Kuang et al confirmed the structures of ligands 14 and 15 based on the study of Bai et al , but the absolute configurations of these ligands were not established. 56,57…”

“…Kuang et al confirmed the structures of ligands 14 and 15 based on the study of Bai et al, but the absolute configurations of these ligands were not established. 56,57 Bai et al also proposed a biosynthetic pathway by which these unprecedented 3-furanoic acid derivatives might plausibly be formedinvolving regiospecific prenylation of a 3-furyl ester by a plant flavonoid prenyltransferase (Chart 6d). 58 Due to their skeletal similarity, it is also possible that ligands 13 and 14 are biosynthetically related.…”

Immunosuppressive Sesquiterpene Pyridine Alkaloids from Tripterygium wilfordii Hook. f.

“…f., a member of the Celastraceae family, has been used medicinally in China for the treatment of rheumatoid arthritis and other autoimmune diseases for centuries [ 1 , 2 ]. Chemical studies on this plant resulted in the isolation of a number of sesquiterpenoid pyridine alkaloids (SPAs) with a variety of biological activities, including anti-inflammatory, insecticidal, anti-HIV, and antitumor activities [ 3 , 4 , 5 , 6 , 7 , 8 , 9 ]. SPAs are characterized by a macrocyclic diacetone skeleton composed of a polyoxygenated dihydro-β-agarofuran sesquiterpenoid core and a pyridine dicarboxylic acid moiety.…”