Chromone glycosides and phenolic glycoside from Scindapsus officinalis (Roxb.) Schott.

The presence of harmful algal blooms (HABs) can cause significant problems to the quality of the water, the marine ecosystems, and the human health, and economy worldwide. Biological remediation can inhibit harmful algal growth efficiently in an environmental-friendly manner. Therefore, the research conducted on biological remediation with regard to the inhibition of HABs is becoming a major focus in marine ecology. To date, no study has been reported with regard to the red tides occurring in mangrove wetlands. Therefore, the present study used two mangrove species, namely Bruguiera gymnorrhiza and Kandelia candel and one harmful algae species Phaeocystis globosa as experimental organisms. The present study determined the inhibitory effects and algae physiology of specific aqueous extracts from mangrove leaves on the viability of harmful algae, and analyzed the main chemical composition of the aqueous extracts by ultra-performance liquid chromatography coupled to high resolution mass spectrometry (UPLC-QTOF-MS). The results indicated that the aqueous extracts from different leaf ages of B. gymnorrhiza and K. candel leaves exhibited apparent inhibitory effects on the growth of P. globosa. The inhibitory effects of B. gymnorrhiza and K. candel leaves aqueous extracts on the growth of P. globosa were in the following order: senescent > mature > young leaves. The levels of the parameters superoxide dismutase (SOD) activity, glutathione (GSH), and malondialdehyde (MDA)content in P. globosa following treatment with B. gymnorrhiza and K. candel leaves aqueous extracts were increased as follows: senescent > mature > young leaves. Simultaneously, the intensity of the ion peaks of the specific secondary metabolites assigned 4 (No.: 4 Rt: 2.83 min), 7 (No.: 7 Rt: 3.14 min), 8 (No.: 8 Rt: 3.24 min), 9 (No.: 9 Rt: 3.82min) and 10 (No.: 10 Rt: 4.10 min) were increased. These metabolites were found in the aqueous extracts from B. gymnorrhiza leaves. The intensities of the ion peaks of the secondary metabolites 7, 8 in the aqueous extracts from the K. candel leaves were also increased. The majority of the substances that inhibited the algae found in the mangrove plants were secondary metabolites. Therefore, we considered that the norsesquiterpenes compounds 4, 8, 9, and 10 and a phenolic glycoside compound 7 were the active constituents in the aqueous extracts of the mangrove leaves responsible for the inhibition of algae growth. This evidence provided theoretical guidance for the development of biological methods to control red tides and for the further use of substances with antiproliferative activity against algae.

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A new phenolic glycoside from Sorocea ilicifolia stem bark

Fitoterapia ◽

10.1016/j.fitote.2003.12.011 ◽

2004 ◽

Vol 75 (3-4) ◽

pp. 417-419 ◽

Cited By ~ 6

Author(s):

F. Ferrari ◽

F.Delle Monache

Keyword(s):

Stem Bark ◽

Phenolic Glycoside

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Platyphylloside Isolated from Betula platyphylla is Antiproliferative and Induces Apoptosis in Colon Cancer and Leukemic Cells

Molecules ◽

10.3390/molecules24162960 ◽

2019 ◽

Vol 24 (16) ◽

pp. 2960 ◽

Cited By ~ 1

Author(s):

Joo-Eun Lee ◽

Nguyen Thi Thanh Thuy ◽

Jina Lee ◽

Namki Cho ◽

Hee Min Yoo

Keyword(s):

Colon Cancer ◽

Cancer Cell ◽

Intracellular Signaling ◽

Carbon Chain ◽

Jurkat Cells ◽

Leukemic Cells ◽

Phenolic Glycoside ◽

Betula Platyphylla ◽

Apoptotic Pathway ◽

Inflammatory Conditions

Betula platyphylla bark has been evaluated for the treatment of dermatitis, inflammatory conditions, and cancer. Diarylheptanoids are the major constituents of the B. platyphylla bark and possess various pharmacological effects. Our previous study confirmed the selective antiproliferative effect of platyphylloside (BPP) isolated from B. platyphylla on colon cancer and leukemic cells using 60 different cancer cell lines from thr National Cancer Institution (NCI). In line with previous reports, this study focuses on the apoptotic pathway of BPP, a phenolic glycoside composed of two aromatic rings joined by a seven-carbon chain. Cytotoxicity assays in solid tumor and blood cancer cell models demonstrated that BPP possesses potent antiproliferative activity. The level of apoptosis increased with BPP treatment, causing cell cycle arrest at the G1 phase along with the downregulation of IκBα phosphorylation and BCL-2, as well as upregulation of cleaved caspase 3 and BAX proteins. In addition, BPP displayed potent mitochondrial depolarization effects in Jurkat cells. The combined findings revealed that the cytotoxic effects of BPP were mediated by intracellular signaling, possibly through a mechanism involving the upregulation of mitochondrial reactive oxygen species (ROS). Thus, BPP could be a potential multitarget therapeutic agent in leukemia and colon cancer.

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A new phenolic glycoside from the roots of Lygodium japonicum

Fitoterapia ◽

10.1016/j.fitote.2007.04.003 ◽

2007 ◽

Vol 78 (7-8) ◽

pp. 600-601 ◽

Cited By ~ 7

Author(s):

Wencai Ye ◽

Chunlin Fan ◽

Leihong Zhang ◽

Zhiqi Yin ◽

Shouxun Zhao

Keyword(s):

Phenolic Glycoside ◽

Lygodium Japonicum

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NEW ANTIRHEUMATIC SUBSTANCE BASED ON PHENOLIC GLYCOSIDE STRUCTURE METHYL (4-О-Β-GLUCOPYRANOSYLOXY)-BENZOIC ACID

Jurnal Teknologi ◽

10.11113/jt.v78.9058 ◽

2016 ◽

Vol 78 (6-8) ◽

Author(s):

Nemtsev Alexey ◽

Smirnov Ivan ◽

Murashko Tatyana ◽

Ivanov Alexey ◽

Bondarev Alex ◽

...

Keyword(s):

Rheumatoid Arthritis ◽

Benzoic Acid ◽

Therapeutic Effect ◽

Antirheumatic Drug ◽

Phenolic Glycoside ◽

Initial Value ◽

Pharmacological Agents ◽

Gastrointestinal Complications ◽

Agent Based ◽

Inflammatory Drugs

Rheumatoid arthritis (RA) is a chronic inflammatory multifactorial disorder affecting approximately 1% of population, with over 3000000 new cases annually. The principal pharmacological agents are nonsteroidal anti-inflammatory drugs (NSAID). Patients with rheumatoid arthritis are vulnerable to NSAID-associated gastrointestinal complications. Based on these findings we developed a new NSAID agent based on phenolic glycoside structure methyl (4-О-β-glucopyranosyloxy)-benzoic acid. In this study we evaluated the methyl (4-О-β-glucopyranosyloxy)-benzoic acid therapeutic effect in adjuvant-induced rat arthritis compared to etoricoxib effect. According to the results, methyl (4-О-β-glucopyranosyloxy)-benzoic acid activity was superior to etoricoxib, paw volume returned to the initial value 2 days early, than it did in etoricoxib group. Therefore, methyl (4-О-β-glucopyranosyloxy)-benzoic acid might contest to the modern antirheumatic drug etoricoxib.

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Effects of Gastrodin against Lead-Induced Brain Injury in Mice Associated with the Wnt/Nrf2 Pathway

Nutrients ◽

10.3390/nu12061805 ◽

2020 ◽

Vol 12 (6) ◽

pp. 1805

Author(s):

Chan-Min Liu ◽

Zhi-Kai Tian ◽

Yu-Jia Zhang ◽

Qing-Lei Ming ◽

Jie-Qiong Ma ◽

...

Keyword(s):

Phenolic Glycoside ◽

Related Factor ◽

Protective Effects ◽

Neuroprotective Effects ◽

Nrf2 Pathway ◽

Wnt Inhibitor ◽

Research Findings ◽

Anti Oxidant ◽

Underlying Mechanisms ◽

Induced Apoptosis

Gastrodin (GAS), the main phenolic glycoside extracted from Gastrodia elata Blume, exhibited potential neuroprotective properties. Here we examined the protective effects of GAS against lead(Pb)-induced nerve injury in mice, and explores its underlying mechanisms. Our research findings revealed that GAS improved behavioral deficits in Pb-exposed mice. GAS reduced the accumulation of p-tau and amyloid-beta (Aβ). GAS inhibited Pb-induced inflammation in the brain, as indicated by the decreased levels of pro-inflammatory cytokines, including tumor necrosis factor-a (TNF-α), cyclooxygenase-2 (COX-2). GAS increased the expression levels of NR2A and neurotrophin brain-derived neurotrophic factor (BDNF). GAS inhibited Pb-induced apoptosis of neurons in hippocampus tissue, as indicated by the decreased levels of pro-apoptotic proteins Bax and cleaved caspase-3. Furthermore, the neuroprotective effects of GAS were associated with inhibiting oxidative stress by modulating nuclear factor-erythroid 2-related factor 2 (Nrf2)-mediated antioxidant signaling. GAS supplement activated the Wnt/β-catenin signaling pathway and reduced the expression of Wnt inhibitor Dickkopf-1 (Dkk-1). Collectively, this study clarified that GAS exhibited neuroprotective property by anti-oxidant, anti-inflammatory and anti-apoptosis effects and its ability to regulate the Wnt/Nrf2 pathway.

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Structures of New Phenolic Glycosides from the Seeds of Cucurbita Moschata

Natural Product Communications ◽

10.1177/1934578x0900400413 ◽

2009 ◽

Vol 4 (4) ◽

pp. 1934578X0900400

Author(s):

Li Fa-Sheng ◽

Xu Jing ◽

Dou De-Qiang ◽

Chi Xiao-Feng ◽

Kang Ting-Guo ◽

...

Keyword(s):

Spectral Data ◽

Spectroscopic Analysis ◽

Phenolic Glycosides ◽

Phenolic Glycoside ◽

Cucurbita Moschata ◽

Reported Data ◽

First Time ◽

Chemical Evidence

A new phenolic glycoside and three known compounds were isolated from the seeds of Cucurbita moschata. The structures of the new compound was elucidated as phenylcarbinyl 5-O-(4-hydroxy)benzoyl-β-D-apiofuranosyl (1→2)-β-D-glucopyranoside on the basis of spectroscopic analysis and chemical evidence. Three known compounds were identified as 1-O-benzyl[5-O-benzoyl-β-D-apiofuranosyl(1→2)]-β-D-glucopyranoside 2, cucurbitosides C 3 and A 4, by comparison of the spectral data with reported data. Compound 2 was isolated from this plant for the first time.

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Anti-Helicobacter pylori Activity of the Methanolic Extract of Geum iranicum and its Main Compounds

Zeitschrift für Naturforschung C ◽

10.1515/znc-2012-3-409 ◽

2012 ◽

Vol 67 (3-4) ◽

pp. 172-180 ◽

Cited By ~ 6

Author(s):

Somayeh Shahani ◽

Hamid R. Monsef-Esfahani ◽

Soodabeh Saeidnia ◽

Parastoo Saniee ◽

Farideh Siavoshi ◽

...

Keyword(s):

Helicobacter Pylori ◽

Clinical Isolates ◽

Diffusion Method ◽

Phenolic Glycoside ◽

Gram Negative Bacteria ◽

Gram Positive ◽

Aqueous Fraction ◽

Gram Negative ◽

Effective Fraction ◽

H Pylori

Geum iranicum Khatamsaz, belonging to the Rosaceae family, is an endemic plant of Iran. The methanol extract of the roots of this plant showed signifi cant activity against one of the clinical isolates of Helicobacter pylori which was resistant to metronidazole. The aim of this study was the isolation and evaluation of the major compounds of G. iranicum effective against H. pylori. The compounds were isolated using various chromatographic methods and identifi ed by spectroscopic data (1H and 13C NMR, HMQC, HMBC, EI-MS). An antimicrobial susceptibility test was performed employing the disk diffusion method against clinical isolates of H. pylori and a micro dilution method against several Gram-positive and Gram-negative bacteria; additionally the inhibition zone diameters (IZD) and minimum inhibitory concentrations (MIC) values were recorded. Nine compounds were isolated: two triterpenoids, uvaol and niga-ichigoside F1, three sterols, β-sitosterol, β-sitosteryl acetate, and β-sitosteryl linoleate, one phenyl propanoid, eugenol, one phenolic glycoside, gein, one fl avanol, (+)-catechin, and sucrose. The aqueous fraction, obtained by partitioning the MeOH extract with water and chloroform, was the most effective fraction of the extract against all clinical isolates of H. pylori. Further investigation of the isolated compounds showed that eugenol was effective against H. pylori but gein, diglycosidic eugenol, did not exhibit any activity against H. pylori. The subfraction D4 was the effective fraction which contained tannins. It appeared that tannins were probably the active compounds responsible for the anti-H. pylori activity of G. iranicum. The aqueous fraction showed a moderate inhibitory activity against both Gram-positive and Gram-negative bacteria. The MIC values indicated that Gram-positive bacteria including Staphylococcus aureus, Staphylococcus epidermidis, and Bacillus subtilis are more susceptible than Gram-neagative bacteria including Escherichia coli and Pseudomonas aeruginosa.

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