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Hong-Juan Huang, Tie-Jun Ling, Hui-Min Wang, Ao-Cheng Cao, Chao-Xian Zhang, Shou-Hui Wei
One new flavonoid, 5,7,8,4'-tetrahydroxy-3-methoxyflavone-8-O-β-d-xylopyranoside (2), along with other four known flavones (1, 3-5) were isolated from the aerial parts of Solanum rostratum. 8-hydroxyflavonoid was isolated from series Androceras for the first time. The structure of the new compound 2 was determined on the basis of spectroscopic techniques, including IR, NMR and HRESI-MS. The chemotaxonomic significance of these compounds was summarised.
February 20, 2017: Natural Product Research
Supawadee Burapan, Mihyang Kim, Jaehong Han
Polymethoxyflavones (PMFs) were biotransformed to various demethylated metabolites in the human intestine by the PMF-metabolizing bacterium, Blautia sp. MRG-PMF1. Because the newly formed metabolites can have different biological activities, the pathways and regioselectivity of PMF bioconversion were investigated. Using an anaerobic in vitro study, 12 PMFs, 5,7-dimethoxyflavone (5,7-DMF), 5-hydroxy-7-methoxyflavone (5-OH-7-MF), 3,5,7-trimethoxyflavone (3,5,7-TMF), 5-hydroxy-3,7-dimethoxyflavone (5-OH-3,7-DMF), 5,7,4'-trimethoxyflavone (5,7,4'-TMF), 5-hydroxy-7,4'-dimethoxyflavone (5-OH-7,4'-DMF), 3,5,7,4'-tetramethoxyflavone (3,5,7,4'-TMF), 5-hydroxy-3,7,4'-trimethoxyflavone (5-OH-3,7,4'-TMF), 5,7,3',4'-tetramethoxyflavone (5,7,3',4'-TMF), 3,5,7,3',4'-pentamethoxyflavone (3,5,7,3',4'-PMF), 5-hydroxy-3,7,3',4'-tetramethoxyflavone (5-OH-3,7,3',4'-TMF), and 5,3'-dihydroxy-3,7,4'-trimethoxyflavone (5,3'-diOH-3,7,4'-TMF), were converted to chrysin, apigenin, galangin, kaempferol, luteolin, and quercetin after complete demethylation...
February 17, 2017: Journal of Agricultural and Food Chemistry
Sergio Ortiz, Kamel Dali-Yahia, Pedro Vasquez-Ocmin, Raphaël Grougnet, Philippe Grellier, Sylvie Michel, Alexandre Maciuk, Sabrina Boutefnouchet
A heme-binding assay based on mass spectrometry was performed on P. monodiana Maire (Asteraceae) extracts to identify metabolites able to form adducts with heminic part of haemoglobin, as potential antimalarial drugs. Main adducts were characterized and their stability was measured. Isolation of main constituents of P. monodiana Maire lead to identification of the two methoxyflavones 3'-O-methyleupatorin (7) and artemetin (8) involved in the adducts formation. Four seco-tanapartholides (1-4), a guaianolide (5), a germacranolide (6) and two other methoxyflavones (9, 10) were also characterized...
April 2017: Fitoterapia
Hafiza Noreen, Muhammad Farman, James S O McCullagh
ETHNOPHARMACOLOGICAL RELEVANCE: Coronopus didymus Linn. (Brassicaceae) is a medicinal plant used traditionally as antipyretic, expectorant, to purify blood and for alleviating symptoms of pain, inflammations, malaria, wounds and cancer. AIM OF THE STUDY: The present study was designed to isolate and identify the cytotoxic compounds responsible for anticancer activity from this traditionally useful medicinal plant. MATERIALS AND METHODS: Bioassay-guided fractionation of the ethanolic extract of aerial parts of C...
December 24, 2016: Journal of Ethnopharmacology
Kuniyoshi Shimizu, Yhiya M Amen, Satoru Kaifuchi
Ganoderma lingzhi is one of the most famous medicinal fungi in the world. It has been used in folk medicine, especially in East Asian countries. It is also a white-rot fungus with strong wood degradation ability, especially against lignin. Different classes of bioactive natural products have been reported in Ganoderma, including triterpenes, polysaccharides, sterols, and peptides. The triterpenes and polysaccharides are the primary bioactive compounds of Ganoderma. We report for the first time the presence of 3 methoxyflavones as minor constituents in G...
2016: International Journal of Medicinal Mushrooms
Ji Young Lee, Do Youn Jun, Ki Yun Kim, Eun Ji Ha, Mi Hee Woo, Jee Youn Ko, Young Ho Yun, In-Seok Oh, Young Ho Kim
Exposure of Jurkat T cell clone (J/Neo cells) to acacetin (5,7-dihydroxy-4'-methoxyflavone), which is present in barnyard millet [Echinochloa esculenta (A. Braun)] grains, resulted in cytotoxicity, accumulation of apoptotic sub-G1 cells, Bak activation, loss of mitochondrial membrane potential (Δψm), activation of caspase-9 and caspase-3, cleavage of poly (ADP-ribose) polymerase (PARP), and FITC-Annexin V-stainable phosphatidylserine exposure on the external surface of the cytoplasmic membrane without accompanying necrosis...
November 4, 2016: Journal of Microbiology and Biotechnology
Jun Hyeon Jo, Jung Jae Jo, Jae-Mok Lee, Sangkyu Lee
Fisetin (3,3',4',7-tetrahydroxyflavone) is a flavonoid found in several fruits, vegetables, nuts, and wine and has anti-oxidant, anti-inflammatory, and anti-angiogenic properties. Geraldol is the 3'-methoxylated metabolite of fisetin (3,4',7-trihydroxy-3'-methoxyflavone). The concentration of fisetin and geraldol in mouse plasma was determined by LC-MS/MS, following direct protein precipitation. These concentrations were determined after administration of fisetin at doses of 2mg/kg (i.v.) and 100 and 200mg/kg (p...
December 1, 2016: Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences
Jingjing He, Zheng Xiang, Xiaoqing Zhu, Zongyong Ai, Jingsong Shen, Tianzhuang Huang, Liegang Liu, Weizhi Ji, Tianqing Li
Parkinson's disease (PD) is one common neurodegenerative disease caused by a significant loss of midbrain dopaminergic neurons. Previous reports showed that 7, 8- dihydroxyflavone (7, 8-DHF) as a potent TrkB agonist can mimic BDNF and play neuroprotective roles for mouse dopaminergic neurons. Nonetheless, the safety and neuroprotective effects are unclear in monkey models of PD. Here, we find that 7, 8-DHF could be absorbed and metabolized into 7-hydroxy-8-methoxyflavone through oral administration in monkeys...
October 12, 2016: Scientific Reports
Larissa G Faqueti, Vincent Brieudes, Maria Halabalaki, Alexios L Skaltsounis, Leandro F Nascimento, Wellinghton M Barros, Adair R S Santos, Maique W Biavatti
ETHNOPHARMACOLOGICAL RELEVANCE: Ageratum conyzoides L. is a plant widely used in traditional medicine in tropical and subtropical regions of the world due to its anti-inflammatory, antinociceptive and antibacterial properties. AIM OF THE STUDY: To characterize the standardized extract of polymethoxyflavones (SEPAc) from the plant and evaluate its antinociceptive and anti-inflammatory effects. MATERIALS AND METHODS: The SEPAc purified from the ethanol extract of the plant leaves was characterized by high resolution mass spectrometry and the methoxyflavones were quantified by a validated UPLC-PDA method...
December 24, 2016: Journal of Ethnopharmacology
Aymé Fernández-Calienes Valdés, Lianet Monzote Fidalgo, Idalia Sariego Ramos, David Marrero Delange, Carmen Luisa Morales Rico, Judith Mendiola Martínez, Armando Cuéllar Cuéllar
CONTEXT: Scutellaria havanensis Jacq. (Lamiaceae) is a native medicinal herb with a history of use in Cuba. OBJECTIVE: This study screens the antiprotozoal activity of S. havanensis. MATERIALS AND METHODS: Chloroform and methanol extracts from leaves and stems were evaluated in vitro at doses between 0.015 and 200 μg/mL against protozoan parasites: Plasmodium berghei, Trichomonas vaginalis and Leishmania amazonensis. Chloroform and methanol extracts were characterized by GC/MS...
December 2016: Pharmaceutical Biology
Bin Huang, Hongyi Liu, Dongliang Huang, Xuhua Mao, Xianyun Hu, Caiyun Jiang, Maomao Pu, Gen Zhang, Xin Zeng
Wogonin (5,7-dihydroxy-8-methoxyflavone) is one of the active components of flavonoids isolated from Scutellariae radix and possesses antitumor effect against leukemia. Cadmium-telluride quantum dots (CdTe-QDs) are a kind of nanoparticles with great potential in functioning as an efficient drug delivery vector in biomedical research. In this study, we investigated the synergistic effect of CdTe-QDs with Wogonin on the induction of apoptosis using drug-resistant human leukemia KA cells. Flow cytometry analysis, assay of morphology under electron microscope, quantitative analysis of tumor volume and micro-CT imaging demonstrated that compared with that by pure CdTe-QDs or wogonin, the apoptosis rate increased sharply when treated wirh CdTe-QDs together with wogonin on KA cells...
March 2016: Journal of Nanoscience and Nanotechnology
Bin Li, Yong Zhang, Wen-peng Du, Hong-dong Liu, Bo Liu, Xue-wen Lai, Peng Xu
OBJECTIVE: To investigate the chemical constituents from the shoot of Phyllostachys edulis. METHODS: Normal-phase, reversed-phase silica gel, Sephadex LH-20 porous polymer gel column and HPLC chromatography were used for isolation. Spectroscopic methods (13C-NMR, 1H-NMR, DEPT and EI-MS) were used for identification. RESULTS: Eleven compounds were isolated and elucidated, which were skimmin(I), liquiritienin(II),1-(4-hydroxy-3-methoxyphenyl)-1-propanone(III), syringicaldehyde(IV), vanillin(V), isoliquiritigenin(VI), 4-hydroxybenzoic acid(VII), methyl p-hydroxy benzeneacetate (VIII), 5,7-dihydroxy-8-methoxyflavone (IX), daucosterol(X) and β-sitosterol(X)...
December 2015: Zhong Yao Cai, Zhongyaocai, Journal of Chinese Medicinal Materials
Jyotsna Asthana, B N Mishra, Rakesh Pandey
The progression in lifespan has been associated with elevated intracellular reactive oxygen species (ROS) and oxidative stress level which contributes to development of age related disorders. The discovery of lifespan modulating phytomolecules may promote development of natural therapies against age related afflictions. Acacetin (5,7-dihydroxy-4-methoxyflavone), is a naturally occurring flavonoid known to possess therapeutic properties. To this end, the present study evaluates effect of acacetin (AC) on lifespan, stress and neurotoxicity for the first time by using well-established free living, multicellular Caenorhabditis elegans model system...
August 2016: Free Radical Research
Yung-Yi Cheng, Tung-Hu Tsai
Rhodamine B is an illegal and potentially carcinogenic food dye. The aim of this study was to develop a convenient, rapid, and sensitive UHPLC-MS/MS method for pharmacokinetic studies in rats. Rat plasma samples were deproteinized with acetonitrile and separated by UHPLC on a reverse-phase C18e column (100mm×2.1mm, 2μm) using a mobile phase consisting of methanol-5mM ammonium acetate (90:10, v/v). Detection was performed using a triple quadrupole tandem mass spectrometer in the selected reaction monitoring mode at [M](+) ion m/z 443...
June 5, 2016: Journal of Pharmaceutical and Biomedical Analysis
Monika Bhardwaj, Na-Hyung Kim, Souren Paul, Rekha Jakhar, Jaehong Han, Sun Chul Kang
Plant-derived compounds are an important source of clinically useful anti-cancer agents. Chrysin, a biologically active flavone found in many plants, has limited usage for cancer chemotherapeutics due to its poor oral bioavailability. 5-Hydroxy-7-methoxyflavone (HMF), an active natural chrysin derivative found in various plant sources, is known to modulate several biological activities. However, the mechanism underlying HMF-induced apoptotic cell death in human colorectal carcinoma cells in vitro is still unknown...
2016: PloS One
Junei Kinjo, Daisuke Nakano, Toshihiro Fujioka, Hikaru Okabe
Over the course of our studies investigating anti-proliferative properties of compounds originating from plants against human gastric adenocarcinoma (MK-1), human uterine carcinoma (HeLa), murine melanoma (B16F10), and two human T cell lymphotropic virus type 1 (HTLV-1)-infected T-cell lines (MT-1 and MT-2), we have screened 582 extracted samples obtained from a variety of parts from 370 plants. A few extracts showed anti-proliferative activity against all cell lines, but upon further investigation, toxicity toward selected cell lines was recognized...
July 2016: Journal of Natural Medicines
Fuqiang Li, Xiang Li, Yunjie Miao, Chenxiao Shan, Fei Yuan, Chengyao Ma, Qiwen Wang, Jianwei Chen, Yong Chen
Although some physiological and pathological function parameters of hepatitis and liver cancer have been investigated in relation to hispidulin (5,7,4'-trihydroxy-6-methoxyflavone), the changes of small metabolites in biofluids have been reported rarely. Recent research has shown that metabolic profiling with ultra-high-performance liquid chromatography coupled to quadrupole time of flight mass spectrometry (UHPLC-QTOF/MS) coupled with multivariate statistical analysis provides a good understanding of hispidulin effects on mice vaccinated intraperitoneally with H22 tumor cells...
June 5, 2016: Journal of Pharmaceutical and Biomedical Analysis
Lorena M C Cursino, Nerilson M Lima, Renato Murillo, Cecilia V Nunez, Irmgard Merfort, Matjaz Humar
Preparations of Deguelia duckeana, known in Brazil as timbó, are used by indigenous people to kill fish. Reinvestigation of its extracts resulted in the isolation and identification of 11 known flavonoids identified as 3,5,4'-trimethoxy-4-prenylstilbene (1), 4-methoxyderricidine (2), lonchocarpine (3), 4-hydroxylonchocarpine (4), 4-methoxylonchocarpine (5), 5-hydroxy-4',7-dimethoxy-6-prenylflavanone (6), 4'-hydroxyisolonchocarpine (7), 4'-methoxyisolonchocarpine (8), 3',4',7-trimethoxyflavone (9), 3',4'-methylenedioxy-7-methoxyflavone (10), and 2,2-dimethyl-chromone-5,4'-hydroxy-5'-methoxyflavone (11)...
February 6, 2016: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
Varsha S Honmore, Amit D Kandhare, Parag P Kadam, Vijay M Khedkar, Dhiman Sarkar, Subhash L Bodhankar, Anand A Zanwar, Supada R Rojatkar, Arun D Natu
BACKGROUND: Inflammation triggered by oxidative stress can cause various ailments, such as cancer, rheumatoid arthritis, asthma, diabetes etc. In the last few years, there has been a renewed interest in studying the antioxidant and anti-inflammatory action of plant constituents such as flavonoids and diarylheptanoids. AIM: To evaluate the antioxidant, anti-inflammatory activity and the total phenolic content of isolated compounds from Alpinia officinarum rhizomes...
April 2016: International Immunopharmacology
Po-Jung Tsai, Wen-Cheng Huang, Ming-Chi Hsieh, Ping-Jyun Sung, Yueh-Hsiung Kuo, Wen-Huey Wu
Scutellariae radix, the root of Scutellaria baicalensis, has long been applied in traditional formulations and modern herbal medications. Propionibacterium acnes (P. acnes) in follicles can trigger inflammation and lead to the symptom of inflammatory acnes vulgaris. This study was aimed at evaluating the effect of Scutellariae radix extract and purified components isolated from it on inflammation induced by P. acnes in vitro and in vivo. The results showed the ethyl acetate (EA) soluble fraction from the partition of crude ethanolic extract from Scutellariae radix inhibited P...
December 24, 2015: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
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