Jianyong Si

Chemical Constituents of Typhonium Giganteum Engl

Abstract A new cerebroside, named typhonoside (1), was isolated from the root tuber of Typhonium giganteum Engl. along with three known compounds dipalmitin (2), α-monopalmitin (3) and 2,6-diamino-9-β-D-ribofuranosylpurine (4). The structure of 1 was determined to be 1-O-β-D-glucopyranosyl-(2S,3S,4R,8Z)-2-[(2′-hydroxyl-docosanoyl)amino]-8-otadecene-1,3,4-triol on the basis of spectral data.

Sesquiterpene coumarins from seeds of Ferula sinkiangensis

A new sesquiterpene coumarin with a novel sesquiterpene carbon framework, Sinkiangenorin D, and ten known sesquiterpene coumarins were isolated from the seeds of Ferula sinkiangensis. The structures of these compounds, including the relative stereochemistry, were elucidated on the basis of spectroscopic data. All of the isolated compounds were tested against the AGS, HeLa, and K562 human cancer cell lines and showed cytotoxic activities with 50% inhibitory concentration values between 12.7 and 226.6 μM.

Cajaninstilbene acid protects corticosterone-induced injury in PC12 cells by inhibiting oxidative and endoplasmic reticulum stress-mediated apoptosis.

It has been reported that high corticosterone level could damage the normal hippocampal neurons both in vitro and in vivo. Furthermore, high concentration of corticosterone induced impair in PC12 cells has been widely used as in vitro model to screen neuroprotective agents. Cajaninstilbene acid (CSA), a natural stilbene isolated from Cajanus cajan leaves, has various activities. In present study, we investigated the effect of CSA on corticosterone-induced cell apoptosis and explored its possible signaling pathways in PC12 cells. We demonstrated that pretreatment with CSA at the concentrations of 1-8 μmol/L remarkably reduced the cytotoxicity induced by 200 μmol/L of corticosterone in PC12 cells by MTT, and further confirmed the neuroprotection by Hoechst 33342 and PI double staining and lactate dehydrogenase release (LDH) assay at the concentration of 8 μmol/L. Moreover, the cytoprotection of CSA was proved to be associated with the homeostasis of intracellular Ca(2+), relieving corticosterone-induced oxidative stress by decreasing the contents of ROS and malondialdehyde (MDA), increasing the activities of superoxide dismutase (SOD) and catalase (CAT), and the stabilization of ER stress via down-regulating the expression of ER chaperone protein glucose-regulated protein 78 (GRP78), ER stress associated transcription factor C/EBP homologous protein (CHOP/GADD153), and the X box-binding protein-1 (XBP-1), as well as the expression of ER stress-specific protein caspase-12 and its downstream protein caspase-9. Considering all the findings, it is suggested that the neuroprotective activity of CSA against the impairment induced by corticosterone in PC12 cells was through the inhibition of oxidative stress and ER stress-mediated pathway.

Antiinflammatory and Analgesic Activities of Ethanol Extract and Isolated Compounds from Millettia pulchra

The plant Millettia pulchra was commonly used in folk medicine for the management of inflammation. However, there was no scientific rationale for these effects and the mechanism of action remained incompletely understood. The present study was designed to investigate the antiinflammatory and analgesic activities of an ethanol extract of the stem of M. pulchra (EMP) in vivo, and to explore the antiinflammatory activity of compounds isolated from EMP in vitro. We found that EMP reduced xylene-induced ear edema and relieved both acetic acid-induced pain and pain in the hot plate test. Additionally, a significant decrease in nitric oxide (NO) production was observed in cells treated with the isolated compounds. Lanceolatin B, which showed the greatest inhibition of NO synthesis among the compounds tested, also reduced levels of interleukin-1 beta (IL-1β), IL-6, tumor necrosis factor-alpha (TNF-α), cyclooxygenase-2 (COX-2), inducible nitric oxide synthase (iNOS), nuclear factor-kappa B (NF-κB), and phosphorylation inhibitory kappa B alpha (p-IκBα) in a dose-dependent manner. These findings provide convincing evidence that EMP and the individual isolated compounds possess significant antiinflammatory and analgesic activities.

Steroidal esters from Ferula sinkiangensis

Two new steroidal esters with an unusual framework, Sinkiangenorin A and B, a new organic acid glycoside, Sinkiangenorin C, and four known lignin compounds were isolated from the seeds of Ferula sinkiangensis. The structures of these compounds were established by spectroscopic analysis and single-crystal X-ray diffraction. All of the isolated compounds were tested against Hela, K562 and AGS human cancer cell lines. Sinkiangenorin C showed cytotoxic activity against AGS cells with an IC50 of 36.9 μM.

Umbelliprenin and lariciresinol isolated from a long-term-used herb medicine Ferula sinkiangensis induce apoptosis and G0/G1 arresting in gastric cancer cells

Effective chemicals isolated from folk medicine are commonly used in the treatment of cancer in Asian countries like China and India. Ferula sinkiangensis K. M. Shen is a traditional herb medicine used for treating stomach disorders in Xinjiang District of China for thousands of years. Here, we showed that the growth inhibition effects of seven compounds first isolated from the seeds of this herb in human gastric cancer cells and human normal gastric epithelium cells. Furthermore, we characterized the mechanism of the antiproliferation effects on gastric cancer cells of the two most specific and effective compounds: umbelliprenin (UM) and lariciresinol (LA). Annexin V/PI staining demonstrated that UM and LA induce apoptosis in gastric cancer AGS cells. Loss of mitochondrial membrane potential, upregulation of proapoptotic protein BAX, and activation of caspase 3 and PARP suggested that UM and LA caused the activation of the mitochondrial apoptosis pathway. Cell cycle analysis showed that UM and LA arrest cell cycle at G0/G1 phase. Western blot results showed that the expression of P53, P27, P16 and Rb proteins increased, while the expression of cyclin D, cyclin E, Cdk4 and Cdk2 decreased in cancer cells. Overall, these data provided evidence that UM and LA have the potential to be used in cancer therapy.

Cimifoetisides VI and VII Two new cyclolanostanol triterpene glycosides from the aerial parts of Cimicifuga foetida

Two new cyclolanostanol triterpene glycosides, cimifoetiside VI (1) and cimifoetiside VII (2), and one known compound were isolated from the aerial parts of Cimicifuga foetida L. On the basis of spectral and chemical evidences, the structures of 1 and 2 were elucidated to be (23R,24S)-24-O-acetylisodahurinol-3-O-β-d-galactopyranoside and (23R,24R)-24-O-acetylshengmanol-3-O-β-d-glucopyranosyl-(1″ → 2′)-β-d-xylopyranoside. The known compound was identified as (23R,24R)-24-O-acetylshengmanol-3-O-β-d-galactopyranoside (3).

Siraitic Acid F, a New nor-Cucurbitacin With Novel Skeleton, from the Roots of Siraitia Grosvenorii

A new cucurbitane triterpene, siraitic acid F (1), has been isolated from the roots of Siraitia grosvenorii (Swingle) C. Jeffrey, and its structure has been elucidated as 29-nor-4,24-diene-3,11-dioxo-19-hydroxy-6,19-cyclocucurbitane-26-oic acid on the basis of spectroscopic evidences, including a series of 2D NMR analyses.

An unusual sesquiterpene coumarin from the seeds of Ferula sinkiangensis

Abstract A sesquiterpene coumarin, sinkiangenorin E, consisting of a novel bicyclo[4.3.1]decane-type sesquiterpene system, was isolated from the seeds of Ferula sinkiangensis. The structure of sinkiangenorin E including the relative stereochemistry and the absolute configuration was elucidated on the basis of spectroscopic data. The new compound showed cytotoxic activity against AGS cells (IC50, 12.7 μM) and inhibiting effect against influenza A H1N1 (IC50, 4.0 μM), which provided important clues for the study on the bioactivities of this type of sesquiterpene coumarins.

Cryptoporic acid S, a new drimane-type sesquiterpene ether of isocitric acid from the fruiting bodies of Cryptoporus volvatus

Abstract A new drimane-type sesquiterpene with an isocitric acid moiety, cryptoporic acid S (1), together with six known compounds, cryptoporic acid D (2), β-sitosterol (3), β-daucosterol (4), stigmast-4-en-3-one (5), ergosterol (6), and (22E,24R)-ergosta-7,22-diene-3β,5α,6β-triol (7), was isolated from the fruiting bodies of Cryptoporus volvatus. The structures of these compounds were established on the basis of UV, IR, MS, 1D and 2D NMR analysis. In the meanwhile, compounds 1 and 2 were evaluated for antioxidant activity using the methods of 2,2-diphenyl-1-picrylhydrazyl free radical scavenging activity (DPPH-RSA) and ferric reducing antioxidant power (FRAP) assay, and they exhibited moderate antioxidant activities.