Cytotoxic Lignans and Sesquiterpenoids from the Rhizomes of Acorus tatarinowii

Abstract

Five new compounds, including a rare phenyldihydronaphthalene lignanamide (1), an unusual hybrid-norlignan derivative (2), a rare cycloheptenone oxide derivative (3), one new acorane-type sesquiterpenoid (4), and one new guaiane-type sesquiterpenoid (5), together with seven known compounds (6-12), have been isolated from the rhizomes of Acorus tatarinowii. The structures of compounds 1-5 were determined by means of extensive spectroscopic methods. To the best of our knowledge, this is first report of a phenyldihydronaphthalene lignanamide and hybrid-norlignan and cycloheptenone oxide derivatives from the genus Acorus. In addition, compound 5 represents the first guaiane-type sesquiterpenoid with an epoxy group located between C-6 and C-9 from natural sources. Compounds 1-12 were evaluated for their in vitro cytotoxicity against five tumor cell lines. Among them, 2, 3, 5, and 10 exhibited moderate cytotoxicity with IC50 values of 2.11-9.23 µM.

Constituents and Activities of Acorus tatarinowii

“…Tatarinolactone significantly inhibited SERT activity . In vitro cytotoxicity of acorusins B, C, E and paeoniflorigenone against NCI-H1650, HepG2, BGC 823, HCT-116 and MCF-7 cell line exhibited moderate activities with IC 50 values of 2.11~9.23 μM (Ni et al 2016). …”

“…Acorusin C, which is a rare novel cycloheptenone oxide derivative was also identified (Ni et al 2016).…”

“…Acorusin B is an unusual hybrid-norlignan derivative with 5-hydroxymethyl-2-furaldehyde moiety (Ni et al 2016). …”

“…New acorane-type sesquiterpenoids include tatanone A (Ni et al 2013), acorusin D (Ni et al 2016), 4-Epi-2-Hydroxyacorenone, 4-epi-2-acetoxyacorenone, acotatarone A and acotatarone B (Feng et al 2014). Acorusin E, 1-hydroxy-7(11),9-guaiadien-8-one and acotatarone C are novel guaiane-type sesquiterpenoids (Feng et al 2014, Ni et al 2016, Zhu et al 2010. New cadinane-type sesquiterpenoids tatarinowins A and B were reported in 2010 (Tong et al 2010).…”

<em>Nor</em>-Lignans: Occurrence in Plants and Biological Activities - A Review

“…In particular, (+)-acortatarinowins A-C, (-)-acortatarinowins A-C and acorusin B may be useful chemotaxonomic markers for the species Acorus tatarinowii Schott. since they have been isolated only from that species [5,6].…”