scholarly journals Two New Iridoid Glucosides from the Whole Plant of Patrinia scabiosifolia Link

Molecules ◽  
2021 ◽  
Vol 26 (14) ◽  
pp. 4201
Author(s):  
Shikai Sun ◽  
Jiang Fu ◽  
Kaidong Liu ◽  
Mingzhu Dai ◽  
Yong Li ◽  
...  

As a traditional Chinese medicine, Patrinia scabiosifolia Link has been used to treat various inflammatory-related diseases, and recent studies have shown that it possesses potent anti-inflammatory activity. Therefore, phytochemical investigation on whole plants of P. scabiosifolia were carried out, which led to the isolation of two new iridoid glucosides, patriniscabiosides A (1) and B (2), together with six known compounds (3–8). The structural elucidation of all compounds was performed by HRESIMS and extensive spectroscopic analyses including IR, 1D, 2D NMR, and electronic circular dichroism (ECD). All the isolated compounds were tested for their anti-inflammatory activity using the NF-κB-Dependent Reporter Gene Expression Assay, and compound 3 displayed anti-inflammatory activity through the inhibition of the NF-κB pathway, with an inhibitory rate of 73.44% at a concentration of 10 μM.

Molecules ◽  
2019 ◽  
Vol 24 (18) ◽  
pp. 3336 ◽  
Author(s):  
Ping-Chen Tu ◽  
Han-Chun Tseng ◽  
Yu-Chia Liang ◽  
Guan-Jhong Huang ◽  
Te-Ling Lu ◽  
...  

Phytochemical investigation of the whole plant of Tradescantia albiflora Kunth led to the isolation and characterization of a butanolide, rosmarinosin B (1), that was isolated from natural sources for the first time, a new butenolide, 5-O-acetyl bracteanolide A (2), and a new apocarotenoid, 2β-hydroxyisololiolide (11), together with 25 known compounds (compounds 3–10 and 12–28). The structures of the new compounds were elucidated by analysis of their spectroscopic data, including MS, 1D, and 2D NMR experiments, and comparison with literature data of known compounds. Furthermore, four butenolides 4a–4d were synthesized as novel derivatives of bracteanolide A. The isolates and the synthesized derivatives were evaluated for their preliminary anti-inflammatory activity against lipopolysaccharide (LPS)-stimulated nitric oxide (NO) production in RAW 264.7 cells. Among them, the synthesized butenolide derivative n-butyl bracteanolide A (4d) showed enhanced NO inhibitory activity compared to the original compound, with an IC50 value of 4.32 ± 0.09 μg/mL.


Pharmaceutics ◽  
2021 ◽  
Vol 13 (5) ◽  
pp. 743
Author(s):  
Geovana F. G. Silvestre ◽  
Renally P. Lucena ◽  
Genil D. Oliveira ◽  
Helimarcos N. Pereira ◽  
Jhonatta A. B. Dias ◽  
...  

This work aimed to carry out a study of Apodanthera congestiflora by investigating its chemical composition and pharmacological potential. From the dichloromethane phase (Dic-Ac) of the A. congestiflora stems, three compounds were identified: cayaponoside C5b (Ac-1), cabenoside C (Ac-2) and fevicordin C2 glucoside (Ac-3), being last identified for the first time as a natural product. These compounds were obtained by chromatographic methods and their structures were elucidated by means of spectroscopic analysis of IR, MS and NMR. In the quantification of Dic-Ac, it was possible to observe the presence of 7% of cayaponoside C5b. Dic-Ac showed significant toxicity for in vivo tests, with macroscopic and biochemical changes. The anti-inflammatory activity of Dic-Ac was investigated using the paw edema model. A decrease in inflammatory signs was observed in the first 5 h and the most effective dose in reducing edema with was 7.5 mg kg−1 (66.6%). Anti-tumor activity of Dic-Ac was evaluated by Ehrlich’s carcinoma model, which showed inhibition rate of 78.46% at 15 mg kg−1 dosage. The phytochemical investigation, together with the biological tests carried out in this study, demonstrated that A. congestiflora is a promising species in the search for therapeutics, since it contains substances with high pharmacological potential in its composition.


2014 ◽  
Vol 115 (suppl_1) ◽  
Author(s):  
Christina L Nemeth ◽  
Gretchen N Neigh

Silent brain infarction is a frequent complication of cardiac surgery and is associated with mood changes and cognitive disruption. Microsphere embolism (ME) rodent models recapitulate both the diffuse ischemic infarcts and the delayed subtle behavioral disturbances characteristic to silent infarction (SI). Previously, we have shown that ME leads to increased hippocampal inflammation, weakening of the blood brain barrier, and the infiltration of peripherally circulating inflammatory cells in rats. Given long-term increases in inflammatory activity following SI, the current study tests the efficacy of anti-inflammatory versus anti-depressant treatment strategies to reduce the inflammatory and behavioral sequelae of injury. Adult rats were administered either chronic meloxicam (preferential COX-2 inhibitor) or fluoxetine (SSRI) beginning five days prior to ME surgeries. After a two week recovery, animals were tested for anxiety-like behaviors in the open field paradigm and the hippocampus was examined for gene expression of inflammatory cytokines. Meloxicam treated animals showed a decrease in hippocampal gene expression of inflammatory markers (SPP1; p = 0.0272) and greater than a 3-fold change improvement in open field central tendency (p = 0.0003). No differences in inflammatory gene expression were observed in fluoxetine treated animals (SPP1; p = 0.3288); however, fluoxetine treatment resulted in a 2-fold change improvement in open field central tendency (p = 0.0138) suggesting that while both treatment strategies attenuate SI induced behavioral disruption, only meloxicam acts via inflammatory mechanisms. Given the long term negative consequences of increased central and peripheral inflammatory activity, the data suggest that anti-inflammatory therapeutic strategies may benefit patients at risk for SI as well as cardiac surgery candidates.


Molecules ◽  
2019 ◽  
Vol 24 (8) ◽  
pp. 1561 ◽  
Author(s):  
Qiao ◽  
Khutsishvili ◽  
Alizade ◽  
Atha ◽  
Borris

A phytochemical investigation of the whole plant of Juniperus oblonga led to the isolationof one previously undescribed labdane diterpenoid, (4R,5S,9S,10R)‐13‐des‐ethyl‐13‐oxolabda‐8(17),11E‐dien‐19‐oic acid (1), together with nine known diterpenoids (2–3, 6–12), two lignans (4, 5),and a coumarin (13). The structures of all the compounds were elucidated on the basis ofspectrometric data, primarily one‐dimensional (1D)‐ and two‐dimensional (2D)‐NMR and massspectrometry. Electronic circular dichroism (ECD) calculations determined the absoluteconfiguration of 1. In addition, the isolated compounds were evaluated for their cytotoxic activityagainst three human tumor cell lines (HepG2, MCF‐7, and HeLa). 6,12‐Dihydroxyabieta‐5,8,11,13‐tetraen‐7‐one (6) showed moderate cytotoxicity against all three cell lines with IC50 values rangingfrom 24.41 μM to 58.39 μM and trilobinone (10) showed weaker activity with IC50 values rangingfrom 56.93 μM to 79.98 μM. None of the isolated diterpenoids have been previously reported fromJuniperus oblonga, and five compounds are here reported from the genus Juniperus for the first time.


Marine Drugs ◽  
2022 ◽  
Vol 20 (1) ◽  
pp. 51
Author(s):  
Senhua Chen ◽  
Heng Guo ◽  
Minghua Jiang ◽  
Qilin Wu ◽  
Jing Li ◽  
...  

Seven new xanthones, diaporthones A−G (1−7), together with 13 known analogues, including five mono- (8−14) and six dimeric xanthones (15−20), were obtained from the ascidian-derived fungus Diaporthe sp. SYSU-MS4722. Their planar structures were established by extensive spectroscopic analyses, including 1D and 2D NMR and high-resolution mass spectrometry (HR-ESIMS). The absolute configurations of 1−7 were clearly identified by X-ray crystallographic analysis and calculation of the ECD Spectra. Compounds 15−20 showed significant anti-inflammatory activity with IC50 values between 6.3 and 8.0 μM. In addition, dimeric xanthones (15−20) showed selective cytotoxicity against T98G cell lines with IC50 values ranging from 19.5 to 78.0 μM.


2020 ◽  
Vol 8 (4) ◽  
pp. 715-726 ◽  
Author(s):  
Kangkang Zhi ◽  
Jiacheng Wang

A supramolecular self-assembled natural product gel from liquidambaric acid in traditional Chinese medicine with inherent anti-inflammatory activity for drug delivery was constructed.


2016 ◽  
Vol 11 (6) ◽  
pp. 1934578X1601100 ◽  
Author(s):  
Kyeong Wan Woo ◽  
Ki Ho Lee ◽  
Ji Hun Jang ◽  
Min Suk Kim ◽  
Hyun Woo Cho ◽  
...  

Phytochemical investigation of the methanol extract of the aerial parts of Iris minutiaurea (Iridaceae) using column chromatography led to the isolation of a new xanthone glycoside, 1-hydroxy-3,5-dimethoxy-xanthone-6- O-β-D-glucoside (1), together with one known flavonoid glycoside (2). The structure of this new compound was elucidated by analysis of spectroscopic, including ID (1H, 13C), 2D NMR (COSY, HMQC, HMBC), and high resolution fast atom bombardment mass spectrometric (HR-FAB-MS) data and enzyme hydrolysis. We found that compounds 1 and 2 significantly suppressed production of NO, and pro-inflammatory cytokine in LPS-induced RAW264.7 cells. These results suggest that compound 1 and 2 have anti-inflammatory activity related with production of TNF-α, IL-6, IL-β, and NO in macrophages, and then compound 1 were more efficient than compound 2 in lowering the level of proinflammatory cytokine.


2009 ◽  
Vol 64 (5-6) ◽  
pp. 335-338 ◽  
Author(s):  
Irene M. Villaseñor ◽  
Arlyn C. Sanchez

Cassiaindoline is a new dimeric indole alkaloid isolated from Cassia alata L. leaves whose structure was elucidated through spectroscopic analyses. It exhibited analgesic activity at a dosage of 125.0 mg/kg mouse and decreased the number of writhings induced by acetic acid by 49.4%. It also showed a 57.1% anti-inflammatory activity at a dosage of 75 mg/kg mouse


2004 ◽  
Vol 59 (1-2) ◽  
pp. 81-85 ◽  
Author(s):  
Bernadete P. da Silva ◽  
José P. Parente

Two new steroidal saponins were isolated from the rhizomes of Costus spiralis Rosc. Their structures were established as (3β,25R)-26-(β-ᴅ-glucopyranosyloxy)-22-hydroxyfurost-5- en-3-ylO-d-apio-β-ᴅ-furanosyl-(1→2)-O-[α-ʟ-rhamnopyranosyl-(1→4)]-β-ᴅ-glucopyranoside (1) and (3β,25R)-26-(β-ᴅ-glucopyranosyloxy)-22-hydroxyfurost-5-en-3-yl O-ᴅ-apio-β-ᴅ-furanosyl-( 154)-O-[α-ʟ-rhamnopyranosyl-(1→2)]-β-ᴅ-glucopyranoside (2). Their structural identifications were performed using detailed analyses of 1H and 13C NMR spectra including 2D NMR spectroscopic techniques (DEPT, COSY, HETCOR and COLOC) and chemical conversions. The steroidal saponins were evaluated for anti-inflammatory activity.


2015 ◽  
Vol 25 (5) ◽  
pp. 1129-1134 ◽  
Author(s):  
To Dao Cuong ◽  
Tran Manh Hung ◽  
Joo-Sang Lee ◽  
Kwon-Yeon Weon ◽  
Mi Hee Woo ◽  
...  

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