Terpenoids from the Chinese Liverwort Chiloscyphus polyanthus

Abstract

A new diterpene, (7a,11b,14b,16R)-7,11,14-trihydroxy-ent-kaur-15-one (1), and a new sesquiterpene, polyanthuslide (2), were isolated from the Chinese liverwort Chiloscyphus polyanthus. Their structures were determined on the basis of extensive spectroscopic analyses, and the configuration of 2 was established by X-ray crystallographic analysis.

ent-Eudesmane-Type Sesquiterpenoids from the Chinese Liverwort Chiloscyphus polyanthus var. rivularis

“…to C-11 (δ C 39.0) and C-7 (δ C 74.2), from H 3 -14 (δ H 0.68) to C-1 (δ C 35.9), C-5 (δ C 26.4), C-9 (δ C 35.9), and C-10 (δ C 35.5), and from H 3 -15 (δ H 4.79 and 5.09) to C-4 (δ C 147.8), C-5, and C-3 (δ C 86.1) supported the presence of a eudesmane-type sesquiterpene with 3,7-dioxygenated substitutions [6][7][8]. The chemical shift of C-3 [6] and the molecular formula established by HRESIMS suggested the presence of a hydroperoxide group (-OOH) located at C-3, which was indicated to be β-oriented according to the small coupling constant of H-3 (δ H 4.44, t, J = 3.0) [17,18], which was supported by the NOESY data (l " Fig.…”

“…The remaining compounds were inactive (IC 50 > 40 µM). Chemotaxonomically, these eudesmane-type sesquiterpenoids with hydroxyl groups at C-6 or C-7 can be found in the genera Chiloscyphus [6][7][8], Lepidozia (Lepidoziaceae) [20][21][22][23][24], Bazzania (Lepidoziaceae) [25], etc. Chiloscyphane-type sesquiterpenoids [9] have not been isolated from C. polyanthus var.…”

Türk Soluk Ciğerotu (Chiloscyphus polyanthos (L.) Corda)’nun İnsan Periferal Kan Lenfositlerine Karşı Sitotoksik ve Genotoksik Aktivitesi

“…1). This plant grows mainly on rocks in streams, flushes and wet ground, and could almost be considered an aquatic species (Atherton et al, 2010) The liverwort has been investigated phytochemically, and several eudesmane sesquiterpenes have been obtained from this species (Xie et al, 2011). Chiloscyphus spp.…”