A Novel Norditerpene from Eupatorium adenophorum

Abstract

A novel norditerpene was isolated from the flower of Eupatorium adenophorum, named (4aR,7R,8S,8aR)-1,2,4a, 5,6,7,8,8a-octahydro-8-[3-methylenebut-4-alyl]-4,4a,7,8-tetramethylnaphthalen-2(1H)-one (1). Its structure was established by extensive NMR experiments. Based on the diversity of the side chains, a possible biodegradation pathway for the compound from the clerodane skeletone is proposed.

Diterpenoids

“…Other norclerodanes, including some glycosides, have been isolated from Dicranopteria dichotoma 78 and Eupatorium adenophorum. 79 Further clerodane 9-methyladeninium salts, known as the agelasines J-I, have been isolated 80 from an Agelas species of marine sponge from the Solomon Islands. Syphonoside 16 has been shown 81 to be an unusual glycoterpene, comprising a clerodane combined with a macrocycle including a glucose ester and a 3-hydroxy-3-methylglutaric acid.…”