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Chemical & Pharmaceutical Bulletin

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https://www.readbyqxmd.com/read/29118309/cyprotuoside-c-and-cyprotuoside-d-two-new-cycloartane-glycosides-from-the-rhizomes-of-cyperus-rotundus
#1
San-Qing Lin, Zhong-Liu Zhou, Chun-Yan Li
Cyprotuoside C (1) and cyprotuoside D (2), two new cycloartane glycosides were isolated from the ethanol extract of the rhizomes of Cyperus rotundus. Their structures were identified as 24R-9, 10-seco-cycloartan-1 (10), 9 (11)-dien-3β, 7β, 24, 25-tetraol 3-O-β-D-xylopyranosyl-(1→4)-[α-L-arabinopyranosyl-(1→6)]-β-D-glucopyranosyl-25-O-β-D-glucuronide (1) and 9, 10-seco-cycloartan-1 (10), 9 (11), 23 (24)-trien-3β, 7β, 25-triol 3-O-β-D-xylopyranosyl-(1→4)-{α-L-arabinopyranosyl-(1→6)-[ α-L-rhamnopyranosyl-(1→2)-]}-β-D-glucopyranosyl-25-O-β-D-glucuronide (2) by spectroscopic methods...
November 9, 2017: Chemical & Pharmaceutical Bulletin
https://www.readbyqxmd.com/read/29118308/synthesis-molecular-docking-and-biological-evaluation-of-quinolone-derivatives-as-novel-anticancer-agents
#2
Jie Li, Tu-Cai Zheng, Yi Jin, Jian-Guo Xu, Jian-Gang Yu, Yan-Wen Lv
A series of novel quinolone derivatives (8a-j) were synthesized, and their anticancer activities were tested in human cancer cell lines A549, HL-60, and Hela. Compound 8i was found to be 5-times more potent in cell-killing activity for cell lines A549, HL-60, and Hela than the positive control irinotecan or cisplatin, with IC50 of 0.009, 0.008 and 0.010 μM, respectively. The docking study revealed that compound 8i might have strong interactions with the active site of DNA-Topoisomerase I.
November 9, 2017: Chemical & Pharmaceutical Bulletin
https://www.readbyqxmd.com/read/29070773/determination-of-the-marker-diarylheptanoid-phytoestrogens-in-curcuma-comosa-roxb-rhizomes-and-selected-herbal-medicinal-products-by-hplc-dad
#3
Bancha Yingngam, Adelheid H Brantner, Damrongsak Jinarat, Rawiwun Kaewamatawong, Wandee Rungseevijitprapa, Apichart Suksamrarn, Pawinee Piyachaturawat, Ratchanaporn Chokchaisiri
A method for quantification of diarylheptanoids in Curcuma comosa rhizomes and selected pharmaceutical preparations was established by using HPLC-DAD. The chromatographic separation of three diarylheptanoids [(3S)-1-(3,4-dihydroxy-phenyl)-7-phenyl-(6E)-6-hepten-3-ol (1), (3R)-1,7-diphenyl-(4E,6E)-4,6-heptadien-3-ol (2), and (3S)-1,7-diphenyl-(6E)-6-hepten-3-ol (3)] was performed on a Luna C18 analytical column using gradient elution with 0.5% acetic acid in water and acetonitrile with a flow rate of 1 mL/min and a column temperature of 35 °C...
October 26, 2017: Chemical & Pharmaceutical Bulletin
https://www.readbyqxmd.com/read/29021499/chitosan-acrylic-polymeric-nanoparticles-with-dynamic-covalent-bonds-synthesis-and-stimuli-behavior
#4
Herman Palacio, Felipe Otálvaro, Luis F Giraldo, Gilles Ponchel, Freimar Segura-Sánchez
Drug delivery represents one of the most important research fields within the pharmaceutical industry. Different strategies are reported every day in a dynamic search for carriers with the ability to transport drugs across the body, avoiding or decreasing toxic issues and improving therapeutic activity. One of the most interesting strategies currently under research is the development of drug delivery systems sensitive to different stimuli, due to the high potential attributed to the selective delivery of the payload...
October 12, 2017: Chemical & Pharmaceutical Bulletin
https://www.readbyqxmd.com/read/28954933/concise-synthesis-of-hydroxy-%C3%AE-methyl-fatty-acid-ethyl-esters
#5
Yuki Sakai, Yukiko Asakura, Mitsuhiro Morita, Takashi Takahashi
Hydroxy β-methyl fatty acid ethyl esters bearing different carbon chain lengths and varying hydroxyl group positions were successfully synthesized from symmetric diols. These fatty acid derivatives are useful intermediates of chemical probes for metabolic analyses of fatty acid.
September 27, 2017: Chemical & Pharmaceutical Bulletin
https://www.readbyqxmd.com/read/28954937/dna-topoisomerase-inhibitory-activity-of-constituents-from-the-fruits-of-illicium-verum
#6
Tae In Kim, Bora Shin, Geum Jin Kim, Hyukjae Choi, Chong Soon Lee, Mi Hee Woo, Dong-Chan Oh, Jong Keun Son
Three new compounds, a sesquilignan (1) and two glucosylated phenylpropanoids (2, 3), and seven known compounds (4-10), were isolated from the fruits of Illicium verum Hook. Fil. (Illiciaceae). The structures of 1-3 were determined based on one and two dimensional (1D- and 2D-) NMR data and ECD spectra analyses. Compounds 3, 5, 6, and 8-10 exhibited potent inhibitory activities against topoisomerase II with IC50 values of 54.6, 25.5, 17.9, 12.1, 0.3 and 1.0 μM, respectively, compared to etoposide, the positive control, with an IC50 of 43...
September 26, 2017: Chemical & Pharmaceutical Bulletin
https://www.readbyqxmd.com/read/28781335/docetaxel-loaded-lecithoid-nanoparticles-with-enhanced-lung-targeting-efficiency-and-reduced-systemic-toxicity-developed-by-solid-dispersion-and-effervescent-techniques
#7
Li Zhang, Zhong-Hong Liu, Xun-Guan Cheng, Zhu Xia, Yu Liu, Yu Yu
The application of chemotherapeutics with chemical drugs is always challenged by their high toxicities throughout the body in clinical trials. Here, we reported a smart formulation of docetaxel developed by solid dispersion and effervescent techniques for efficient and safe delivery of chemical drug to lung tissue. To achieve a high delivery to lung with reduced systemic toxicity, docetaxel was loaded into a kind of lecithoid nanoparticles (DTX-LN) which were prepared by a solid dispersion and effervescent method...
October 1, 2017: Chemical & Pharmaceutical Bulletin
https://www.readbyqxmd.com/read/28740026/5-6-dihydropyrrolo-2-1-a-isoquinolines-as-alternative-of-new-drugs-with-cytotoxic-activity
#8
Rosa María Chávez-Santos, Paul Eduardo Reyes-Gutiérrez, Rubén Omar Torres-Ochoa, María Teresa Ramírez-Apan, Roberto Martínez
In this study, the pyrrolo[2,1-a]isoquinolines 4a-n were synthesized in good yields in a three steps synthesis from the corresponding α,β-unsaturated esters starting materials. These compounds were tested on six human cancer cells lines to measure the cytotoxic activity as a function of the electronic properties and aromaticity of the substituent at the C-2 position of the pyrroloisoquinoline. Our results reveal that the cytotoxic activity could be explained in terms of the distribution of electronic density across the ring joined to C-2...
October 1, 2017: Chemical & Pharmaceutical Bulletin
https://www.readbyqxmd.com/read/28674282/spiroketalcarminic-acid-a-novel-minor-anthraquinone-pigment-in-cochineal-extract-used-in-food-additives
#9
Yusai Ito, Naoki Harikai, Kyoko Ishizuki, Kazufusa Shinomiya, Naoki Sugimoto, Hiroshi Akiyama
Cochineal extract prepared from the scale insect Dactylopus coccus (American cochineal) has been used as a natural red dye for food, cosmetics, and pharmaceuticals. The major pigment in cochineal extract is carminic acid (CA), an anthraquinone glucoside, and several minor pigments have been previously reported. Our investigation aimed at establishing the safety of cochineal dye products using ultra performance liquid chromatography-photo diode array-electrospray ionization-time of flight (UPLC-PDA-ESI-TOF)/MS found an unknown minor pigment, spiroketalcarminic acid (1), in three commercial cochineal extract samples; cochineal extract used in food additives, carmine that is an aluminum salt of cochineal extract used as natural dye, and a research reagent of CA...
September 1, 2017: Chemical & Pharmaceutical Bulletin
https://www.readbyqxmd.com/read/28652548/spongian-diterpenes-from-the-sponge-hyattella-aff-intestinalis
#10
Peni Ahmadi, Takahiro Haruyama, Nobuyuki Kobayashi, Nicole Joy de Voogd, Junichi Tanaka
Extracts of the sponge Hyattella aff. intestinalis showed moderate inhibition against adenovirus. Chromatographic separation of the extracts followed by analysis of spectroscopic data allowed us to elucidate the structures of three new metabolites as 2α-hydroxyspongia-13(16),14-diene-3-one (4), 3β-hydroxyspongia-13(16),14-diene-2-one (7), and 2α,3α-diacetoxy-17,19-dihydroxyspongia-13(16),14-diene (8) and to identify six known ones 1-3, 5, 6 and 9. Among the molecules, compounds 1 and 3 showed antiviral activity at IC50 17...
September 1, 2017: Chemical & Pharmaceutical Bulletin
https://www.readbyqxmd.com/read/28824027/boron-catalyzed-carboxylic-acid-selective-aldol-reaction-with-trifluoromethyl-ketones
#11
Kouhei Ishizawa, Hideoki Nagai, Yohei Shimizu, Motomu Kanai
A catalytic carboxylic acid-selective aldol reaction with trifluoromethyl ketones was developed. Reversible and selective covalent bond formation between a boron catalyst and a carboxylic acid is key to realizing the unprecedented catalytic aldol reaction of simple carboxylic acids. The reaction proceeded chemoselectively at the α-position of carboxylic acid even in the presence of ketone, ester, or amide functional groups in the donor substrates. The chemoselectivity is beneficial for late-stage derivatizations of biologically relevant compounds, as demonstrated by the conversion of indomethacin and triacetylcholic acid...
August 19, 2017: Chemical & Pharmaceutical Bulletin
https://www.readbyqxmd.com/read/28566563/isolation-of-dihydroartemisinic-acid-from-artemisia-annua-l-by-product-by-combining-ultrasound-assisted-extraction-with-response-surface-methodology
#12
Shuoqian Liu, Jorge Freire da Silva Ferreira, Liping Liu, Yuwei Tang, Dongming Tian, Zhonghua Liu, Na Tian
Malaria is the most devastating parasitic disease worldwide. Artemisinin is the only drug that can cure malaria that is resistant to quinine-derived drugs. After the commercial extraction of artemisinin from Artemisia annua, the recovery of dihydroartemisinic acid (DHAA) from artemisinin extraction by-product has the potential to increase artemisinin commercial yield. Here we describe the development and optimization of an ultrasound-assisted alkaline procedure for the extraction of DHAA from artemisinin production waste using response surface methodology...
August 1, 2017: Chemical & Pharmaceutical Bulletin
https://www.readbyqxmd.com/read/28539531/synergistic-activity-of-an-antimetabolite-drug-and-tyrosine-kinase-inhibitors-against-breast-cancer-cells
#13
Yushan Wu, Dongxing Zhang, Baofan Wu, Yuan Quan, Dongwu Liu, Yanyan Li, Xiuzhen Zhang
Antimetabolite drugs, including the adenosine deaminase inhibitor cladribine, have been shown to induce apoptosis in a variety of cancer cells, and have been widely used in clinical trials of various cancers in conjunction with tyrosine kinase inhibitors (TKIs). Combination treatment with cladribine and gefitinib or dasatinib is expected to have a synergistic inhibitory effect on breast cancer cell growth. Our results demonstrated that the combination treatment had synergistic activity against human breast cancer (MCF-7) cells, enhanced G2/M cell arrest and reactive oxygen species (ROS) generation, and increased the loss of mitochondrial membrane potential and cell apoptosis...
August 1, 2017: Chemical & Pharmaceutical Bulletin
https://www.readbyqxmd.com/read/28529239/formulation-optimization-of-gastro-retention-tablets-of-paeonol-and-efficacy-in-treatment-of-experimental-gastric-ulcer
#14
Xitong Zhang, Yue Zhang, Han Han, Jun Yang, Benliang Xu, Bing Wang, Tong Zhang
This study aims to develop a gastroretentive sustained-release drug delivery system of paeonol using floating properties and to investigate its therapeutic effects in rat models. The gastric retention tablets of paeonol (GRT-Ps) were prepared by a direct compression method, and the Box-Behnken design was used to optimize its formulation. The optimized formulation containing 15% NaHCO3 and a 2 : 1 ratio of paeonol and HPMC-K4M floated within 1 min and remained afloat for more than 8 h in the simulated gastric fluid (200 mL, pH=1...
August 1, 2017: Chemical & Pharmaceutical Bulletin
https://www.readbyqxmd.com/read/28442642/vaginal-delivery-of-benzydamine-hydrochloride-through-liposomes-dispersed-in-mucoadhesive-gels
#15
Fatmanur Tuğcu-Demiröz
Liposomal vaginal drug delivery systems are important strategy in the treatment of both topical and systemic diseases. The aim of this study was to develop a vaginal delivery system for benzydamine hydrochloride (BNZ) loaded liposomes dispersed into mucoadhesive gels. The delivery system was also designed for a once a day dosage and to obtain controlled release of the BNZ. For this purpose BNZ containing gel formulations using hydroxypropyl methylcellulose (HPMC) K100M and Carbopol(®) 974P, which are composed of polymers that show promising potential as mucoadhesive vaginal delivery systems, were developed...
July 1, 2017: Chemical & Pharmaceutical Bulletin
https://www.readbyqxmd.com/read/28392509/bioequivalence-and-pharmacokinetic-profiles-of-agomelatine-25-mg-tablets-in-healthy-chinese-subjects-a-four-way-replicate-crossover-study-demonstrating-high-intra-and-inter-individual-variations
#16
Cuiyun Li, Jing Xu, Yan Zheng, Guiling Chen, Jianmeng Wang, Liying Ma, Yan Qiao, Junqi Niu, Min Wu, Hong Zhang, Xiaojiiao Li, Hong Chen, Xiaoxue Zhu, Chengjiao Liu, Yanhua Ding
The present study was designed to assess the bioequivalence of two agomelatine formulations (25-mg tablets) in healthy Chinese male subjects. This single-dose, open-label, randomized, four-way replicate study with a 1-week washout period was conducted in 60 healthy Chinese male volunteers under fasting conditions. Blood samples were collected over a 12-h period after a single dose of the 25-mg agomelatine test (T) formulation or a reference (R) formulation, and the drug concentrations were assayed by liquid chromatography tandem mass spectrometry (LC-MS/MS)...
June 1, 2017: Chemical & Pharmaceutical Bulletin
https://www.readbyqxmd.com/read/28381698/chemical-synthesis-of-the-odm-201-s-diastereomers-through-an-efficient-intramolecular-1-3-dipolar-cycloaddition
#17
Tingting Pan, Chunguang Xia, Huijuan Jiang, Zhongtang Zhang, Xueyan Zhu, Yulei Yang
An efficient synthesis of ODM-201's diastereomers has been developed from (R)-methyl 3-hydroxybutanoate or (S)-methyl 3-hydroxybutanoate, respectively, with high overall yield and excellent diastereomeric purity. The key step in this synthesis is the preparation of the key intermediate (R)-5-(1-((tert-butyldimethylsilyl)oxy)ethyl)-1H-pyrazole-3-carboxylic acid or (S)-5-(1-((tert-butyldimethylsilyl)oxy)ethyl)-1H-pyrazole-3-carboxylic acid through intramolecular 1,3-dipolar cycloaddition of the vinyl diazo carbonyl compounds...
June 1, 2017: Chemical & Pharmaceutical Bulletin
https://www.readbyqxmd.com/read/28367873/naphtoquinones-and-sesquiterpene-cyclopentenones-from-the-sponge-smenospongia-cerebriformis-with-their-cytotoxic-activity
#18
Le Thi Huyen, Dan Thi Thuy Hang, Nguyen Xuan Nhiem, Pham Hai Yen, Hoang Le Tuan Anh, Tran Hong Quang, Bui Huu Tai, Nguyen Van Dau, Phan Van Kiem
Two new naphtoquinones (smenocerones A and B, 1 and 2) and four known sesquiterpene cyclopentenones (dactylospongenones A-D, 3-6) were isolated from sponge Smenospongia cerebriformis living in the Eastern Sea of Vietnam. Their chemical structures were determined by high resolution electrospray ionization (HR-ESI)-MS, NMR spectroscopic analysis, and in comparison with the reported data. The chiroptical properties of compounds 3-6 were examined by experiment and theoretical calculation of circular dichroism (CD) spectra to prove their absolute configurations...
June 1, 2017: Chemical & Pharmaceutical Bulletin
https://www.readbyqxmd.com/read/28320975/cytotoxic-steroids-from-the-vietnamese-soft-coral-sinularia-leptoclados
#19
Ninh Thi Ngoc, Tran Thi Hong Hanh, Nguyen Van Thanh, Do Thi Thao, Nguyen Xuan Cuong, Nguyen Hoai Nam, Do Cong Thung, Phan Van Kiem, Chau Van Minh
Fifteen steroids, including two new compounds, leptosteroid (1) and 5,6β-epoxygorgosterol (2), were isolated and structurally elucidated from the Vietnamese soft coral Sinularia leptoclados. Their cytotoxic effect against a panel of eight human cancer cell lines was evaluated using sulforhodamine B (SRB) method. Significant cytotoxicity against hepatoma cancer (HepG2, IC50=21.13±0.70 µM) and colon adenocarcinoma (SW480, IC50=28.65±1.53 µM) cell lines were observed for 1 and against acute leukemia (HL-60, IC50=20...
June 1, 2017: Chemical & Pharmaceutical Bulletin
https://www.readbyqxmd.com/read/28320998/design-synthesis-and-biological-evaluation-of-potent-human-glyoxalase-i-inhibitors
#20
Tian Jin, Jing Zhai, Xiao Liu, Yan Yue, Maolin Huang, Zonghe Li, Caixia Ni, Qishan Deng, Yankui Sang, Zhongwei Yao, Hong Zhang, Xiaopeng Hu, Zhe-Bin Zheng
Several glutathione derivatives bearing the S-(N-aryl-N-hydroxycarbamoyl) or S-(C-aryl-N-hydroxycarbamoyl) moieties (10, 10', 13-15) were synthesized, characterized, and their human glyoxalase I (hGLO1) inhibitory activity was evaluated. Compound 10 was proved to be the effective hGLO1 inhibitor with a Ki value of 1.0 nM and the inhibition effect of compound 10 on hGLO1 was nearly ten-fold higher than that of the strongest inhibitor 2 (Ki=10.0 nM) which has been reported in the field of glutathione-type hGLO1 inhibitors...
May 1, 2017: Chemical & Pharmaceutical Bulletin
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