New Cadinane Sesquiterpenes from the Stems of Kadsura heteroclita

Abstract

As part of our continual efforts to exploit ‘Tujia Ethnomedicine’ for their pharmacophoric functionalities, we herein investigated Kadsura heteroclita collected from a deep Wulin mountain area in northern Hunan province. The current study resulted in the isolation of three new sesquiterpenes: 6α,9α,15-trihydroxycadinan-4-en-3-one (1), (+)-3,11,12-trihydroxycalamenene (2), (–)-3,10,11,12-tetrahydroxy-calamenene (3), along with four known sesquiterpenes (4–7), and a cytochalasin H (8). Their chemical structures were elucidated by 1D-, and 2D-NMR spectroscopy, and HRESI-MS, CD spectrometry. The antioxidant, and cytotoxic activities of the compounds were evaluated. Compound 8 exhibited a strong antioxidant effect with an IC50 value of 3.67 µM on isolated human polymorphonuclear cells or neutrophils.

Xuetonglactones A–F: Highly Oxidized Lanostane and Cycloartane Triterpenoids From Kadsura heteroclita Roxb. Craib.

“…This study aimed to trace back the biologically active chemical constituents responsible for its clinical application contained within the plant species. Recently, we reported the identification of several new sesquiterpenoids, and lignanoids from K. heteroclita and other species of the same genus (Liu et al, 2018;Cao et al, 2019). Our previous pharmacological studies displayed this plant has very good anti-rheumatoid arthritis, antiinflammatory, and analgesic effects .…”

“…The stems of K. heteroclita traditionally known as "Xuetong" has long been consumed for the treatment of rheumatoid arthritis, traumatic injuries, deudenal ulcers, and cancers, particularly by Tujia people living in Wulin mountains area. In "Tujia" dialect "Xue" (blood) herbs are commonly used for the treatment of these diseases by activating the blood circulation, relieving pain and eliminating dampness for centuries (Liu et al, 2016(Liu et al, , 2018Cao et al, 2019). This study aimed to trace back the biologically active chemical constituents responsible for its clinical application contained within the plant species.…”

Two New AChE Inhibitors Isolated from Li Folk Herb Heilaohu “Kadsura coccinea” Stems

“…The skeleton diversity of triterpenoids in the Schisandraceae family makes the phytochemisty and organic synthesis chemistry of this family of great interest to our research field [5,15]. An octanordammarane (a kind of octanary nor-triterpenoid) isolated from this genus firstly showed its accessibility from the Schisandraceae plant, whilst other compounds isolated from Kadsura coccinea indicated the probability of biosynthesis as other Kadsura plants [16].…”

Transcriptome analysis to identify genes involved in lignan, sesquiterpenoid and triterpenoid biosynthesis in medicinal plant Kadsura heteroclita

“…Limited research has been conducted towards understanding the lignan, sesquiterpenoid and triterpenoid biosynthetic pathways. As of today, 69 different types of lignan compounds (including dibenzocyclooctadienes, aryltetralins, aryltetralins, diarylbutanes, and tetrahydrofurans), 64 different types of triterpenoids (including cycloartane type, lanolin type, oleanane type and schiartane type) and 15 different types of sesquiterpenoids has been isolated from K. heteroclita (Cao et al, 2019;Zhang et al, 2019;. As these bioactive components are sparsely produced in plant, it is highly important to implement and develop novel synthetic biological strategies for industrial production to meet the demand (Fidan and Zhan, 2018).…”