Artemeriopolides A–D, two types of sesquiterpenoid dimers with rare carbon skeletons from Artemisia eriopoda and their antihepatoma cytotoxicity

Abstract

Artemeriopolides A‒D (1‒4), four novel cadinane sesquiterpenoid dimers featuring the rare 2-oxaspiro[4.6]undecan-1,7-dione, 2-oxaspiro[4.5]decan-1-one, and 2-oxaspiro[5.5]undecan-1-one ring systems, were isolated from Artemisia eriopoda. They were classified as two types of carbon...

Artemannuols A–C, novel sesquiterpenoid–flavonol hybrids with antihepatoma activity from Artemisia annua

“…General experimental procedures and instruments were consistent with our previous reports, 13,14 and are provided in the ESI †…”

“…The ECD calculations of compounds 1-3 are provided in the ESI † according to the related references. 13,14…”

“…The antihepatoma assay was performed according to the previous reports, 13,14 and is provided in the ESI. †…”

“…12 Our previous investigation on the genus Artemisia afforded a series of terpenoids with antihepatoma activity, involving the sesquiterpenoid dimers of cadinane, guaianolide, cadinanemonocyclofarnesane, cadinane-bisabolene, cadinane-eudesmane, cadinane-humulane, and rotundane-guaiane, the sesquiterpenoid trimers of guaiane-rotundane-guaiane, and the sesquiterpenoid monomers of guaiane, gemmarane, and eudesmane. [13][14][15][16][17][18] In our continuous search for new antihepatoma constituents from natural sources, three novel sesquiterpenoid-flavonol hybrids, artemannuols A-C (1-3), were isolated and identified from A. annua (Fig. 1).…”

Rapid screening of unprecedented sesquiterpenes with distinctive ring skeletons from Daphne aurantiaca employing an integrated strategy

“…The conformational analysis of 1–6 was conducted using Spartan software with Molecular Merck force field (MMFF94). 39–43 These conformers were optimized at the B3LYP/6-31G(d) level. The optimized conformers were calculated by the TDDFT method at the B3LYP/6-311++G(2d,p) level.…”