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trans-cinnamic acid

Wei Li, Yun Yang, Chong Qiao, Guolin Zhang, Yinggang Luo
Galanthamine (GAL), the well-known Amaryllidaceae alkaloid, is a clinically used drug for the treatment of Alzheimer's disease. L-Phenylalanine (Phe) and trans-cinnamic acid (CA) were enzymatically transformed into the catechol portion of GAL. Herein, a Phe ammonia-lyase-encoding gene LrPAL3 and a cinnamate 4-hydroxylase-encoding gene LrC4H were cloned from Lycoris radiata, a GAL-producing plant. LrPAL3 was overexpressed in Escherichia coli and purified to homogeneity. LrPAL3 catalyzes the forward deamination conversion of L-Phe into trans-CA...
June 9, 2018: International Journal of Biological Macromolecules
Marta Ribeiro, Joana Malheiro, Liliana Grenho, Maria Helena Fernandes, Manuel Simões
Background: Dental caries remains the most prevalent and costly oral infectious disease worldwide, encouraging the search for new and more effective antimicrobials. Therefore, the aim of this work was to study the antimicrobial action of selected phytochemicals (eugenol, citronellol, sabinene hydrate, trans-cinnamaldehyde, terpineol and cinnamic acid) against Streptococcus mutans in planktonic and biofilm states as well as the cytotoxicity of these compounds. Methods: The antibacterial activity of the selected compounds was evaluated by the determination of the minimal bactericidal concentration...
2018: PeerJ
Longbao Zhu, Guoqiang Feng, Fei Ge, Ping Song, Taotao Wang, Yi Liu, Yugui Tao, Zhemin Zhou
The phenylalanine ammonia-lyase (AvPAL) from Anabaena variabilis catalyzes the amination of substituent trans-cinnamic acid (t-CA) to produce racemic D,L-enantiomer arylalanine mixture owing to its low stereoselectivity. To produce high optically pure D-arylalanine, a modified AvPAL with high D-selectivity is expected. Based on the analyses of catalytic mechanism and structure, the Asn347 residue in the active site was proposed to control stereoselectivity. Therefore, Asn347 was mutated to construct mutant AvPAL-N347A, the stereoselectivity of AvPAL-N347A for D-enantiomer arylalanine was 2...
June 8, 2018: Applied Biochemistry and Biotechnology
Madiha Nisar, Lawrence W Y Wong, Herman H Y Sung, Richard K Haynes, Ian D Williams
The stoichiometry, X-ray structures and stability of four pharmaceutical cocrystals previously identified from liquid-assisted grinding (LAG) of 11-azaartemisinin (11-Aza; systematic name: 1,5,9-trimethyl-14,15,16-trioxa-11-azatetracyclo[,13 .08,13 ]hexadecan-10-one) with trans-cinnamic (Cin), maleic (Mal) and fumaric (Fum) acids are herein reported. trans-Cinnamic acid, a mono acid, forms 1:1 cocrystal 11-Aza:Cin (1, C15 H23 NO4 ·C9 H8 O2 ). Maleic acid forms both 1:1 cocrystal 11-Aza:Mal (2, C15 H23 NO4 ·C4 H4 O4 ), in which one COOH group is involved in self-catenation, and 2:1 cocrystal 11-Aza2 :Mal (3, 2C15 H23 NO4 ·C4 H4 O4 )...
June 1, 2018: Acta Crystallographica. Section C, Structural Chemistry
Zahra Chehri, Behzad Zolfaghari, Masoud Sadeghi Dinani
Background: Allium genus with 750 species is the most diverse genus in the Amaryllidaceae family. Historically, Allium species have been used as medicinal plants, especially for prevention and treatment of cardiovascular diseases and considered as valuable sources of phytonutrients. Phytochemical investigation of Allium tripedale , locally called "Anashq," which is an edible plant of the "Zagros" region (west of Iran) was conducted in the present study. Materials and Methods: Air-dried bulbs of the plant were extracted in a four-step extraction method with increasing polarity using hexane, chloroform, chloroform-methanol (9:1), and methanol...
2018: Advanced Biomedical Research
Fabrizio Araniti, Antonio Lupini, Antonio Mauceri, Antonino Zumbo, Francesco Sunseri, Maria Rosa Abenavoli
In this study, the effects (5 days) of the secondary metabolite trans-cinnamic acid on maize leaves (Zea mays L.), through a physiological and an untargeted metabolomic approach, were evaluated. A reduction in leaf growth and development accompanied by a decrease in protein content was observed in treated seedlings. Besides, trans-cinnamic acid stimulated the photosynthetic machinery with a significant increment in pigment content (chlorophyll a, b and carotenoids), a stimulation of the light adapted PSII efficiency (ɸII ) as well as the chlorophyll a fluorescence (YNO ), the apparent electron transport rate, and the regulated dissipation of the energy (YNPQ )...
May 5, 2018: Plant Physiology and Biochemistry: PPB
Xian Liu, Zhen He, Yulai Yin, Xu Xu, Weiwen Wu, Liangjun Li
BACKGROUND: Euryale ferox Salisb., an annual aquatic plant, is the only species in the genus Euryale in the Nymphaeaceae. Seeds of E. ferox are a nutritious food and also used in traditional Chinese medicine (Qian Shi in Mandarin). The molecular events that occurred during seed development in E. ferox have not yet been characterized. In this study, we performed transcriptomic analysis of four developmental stages (T1, T2, T3, and T4) in E. ferox seeds with three biological replicates per developmental stage to understand the physiological and biochemical processes during E...
May 9, 2018: BMC Genomics
Xuejiao Sha, Hai Chen, Jingsheng Zhang, Guanghua Zhao
Plant ferritin represents a novel class of iron supplement, which widely co-exists with phenolic acids in a plant diet. However, there are few reports on the effect of these phenolic acids on function of ferritin. In this study, we demonstrated that cinnamic acid derivatives, as widely occurring phenolic acids, can induce iron release from holo soybean seed ferritin (SSF) in a structure-dependent manner. The ability of the iron release from SSF by five cinnamic acids follows the sequence of Cinnamic acid > Chlorogenic acid > Ferulic acid > p -Coumaric acid > Trans -Cinnamic acid...
May 4, 2018: Pharmaceuticals
Tran Thi Thuong Huyen, Tran Thi Kim Chi, Nguyen Duc Dung, Hendrik Kosslick, Nguyen Quang Liem
Rutile TiO₂ with highly active facets has attracted much attention owing to its enhanced activity during the photocatalytic degradation of pollutants such as pharmaceuticals in wastewater. However, it is difficult to obtain by controlling the synthetic conditions. This paper reports a simple hydrothermal synthesis of rutile TiO₂ nanorods with highly exposed {110} facets. The obtained rutile was characterized by X-ray diffraction (XRD), scanning electron microscopy (SEM), high-resolution transmission electron microscopy (HR-TEM), and Raman spectroscopy...
April 25, 2018: Nanomaterials
Jeongyeo Lee, Jaeeun Jung, Seung-Hyun Son, Hyun-Bi Kim, Young-Hee Noh, Sung Ran Min, Kun-Hyang Park, Dae-Soo Kim, Sang Un Park, Haeng-Soon Lee, Cha Young Kim, Hyun-Soon Kim, Hyeong-Kyu Lee, HyeRan Kim
Sophorae Radix ( Sophora flavescens Aiton) has long been used in traditional medicine in East Asia due to the various biological activities of its secondary metabolites. Endogenous contents of phenolic compounds (phenolic acid, flavonol, and isoflavone) and the main bioactive compounds of Sophorae Radix were analyzed based on the qualitative HPLC analysis and evaluated in different organs and at different developmental stages. In total, 11 compounds were detected, and the composition of the roots and aerial parts (leaves, stems, and flowers) was significantly different...
2018: TheScientificWorldJournal
Longbao Zhu, Fei Ge, Wanzhen Li, Ping Song, Hongjin Tang, Yugui Tao, Yi Liu, Guocheng Du
Phenylalanine aminomutase (TcPAM) from Taxus chinensis catalyzes the regioselective hydroamination of trans-cinnamic acid (t-CA) to yield β-phe. However, the final product mixture consists of both α- and β-phe owing to low regioselectivity, which is still a challenge to synthesize highly pure β-phe. Therefore, a modified TcPAM with high β-selectivity is expected. Based on the catalytic mechanism and structure, two amino acid residues (Asn458 and Leu108) in active sites were identified as the key residues for controlling the regioselective hydroamination of t-CA and as promising candidates for mutagenesis to enhance β-selectivity and decrease α-selectivity...
July 2018: Enzyme and Microbial Technology
Sevdan Yılmaz, Sebahattin Ergün
The present study investigated the effects of dietary trans-cinnamic acid (CA) on pre- and post-challenge haematological, serum biochemical, non-specific immune and head kidney gene expression responses of rainbow trout, Oncorhynchus mykiss juveniles. In this regard, fish with an average weight of 17.01 ± 0.05 g were divided into five groups, and fed daily with an additive free basal diet (control); 250, 500, 750 or 1500 mg kg-1  CA for a 60-day period. Fish were sampled every 20 days during the experiment...
July 2018: Fish & Shellfish Immunology
Hisashi Kato-Noguchi, Keisuke Nakamura, Nobuyuki Okuda
Asparagus (Asparagus officinalis L.) is a widely cultivated perennial veritable and can be harvested more than ten years. However, the crop quality and yield decline after a few year's cultivation, which is called "asparagus decline". Even though those asparagus plants were replaced with new young asparagus plants, the productivity and quality of the crop remain relatively low, which is known as a "asparagus replant problem". One of the possible reasons for "asparagus decline" and "asparagus replant problem" is thought to be autotoxicity of asparagus...
May 2018: Journal of Plant Physiology
Kamila Kasprzak, Tomasz Oniszczuk, Agnieszka Wójtowicz, Monika Waksmundzka-Hajnos, Marta Olech, Renata Nowak, Renata Polak, Anna Oniszczuk
Prohealth food contains specific components which have positive influence on the health and well-being of the consumer. An important position among bioactive compounds occurs for polyphenols. Many results have indicated that an increased intake of phenolic compounds may reduce the risk of cardiovascular diseases and type 2 diabetes. The objective of the study was production of extruded corn snacks with addition (0, 2, 4, 6, and 8%) of kale ( Brassica oleracea L. var. sabellica )-a polyphenol-rich plant. Afterwards, high-performance liquid chromatography-mass spectrometry (LC-ESI-MS/MS) and antioxidant activity analyses of snack extracts were performed...
2018: Journal of Analytical Methods in Chemistry
Tran Van Chien, Nguyen The Anh, Nguyen Tuan Thanh, Tran Thi Phuong Thao, Tran Van Loc, Tran Van Sung
Two new prenylisoflavones, 3',4',5-trihydroxy-8-prenyl-dihydrofuran[2″,3″:7,6]isoflavone (1) and 4',5-dihydroxy-8-prenyl-dihydrofuran[2″,3″:7,6]isoflavone (2), along with five known prenylisoflavones (3-7), benzylalcohol-4-O-β-d-glucoside (8) and two cinnamic acid esters (9, 10) were isolated from the leaves of Maclura cochinchinensis (Cudrania cochinchinensis). Their structures were elucidated by analysis of NMR (1 H-, 13 C-NMR, HSQC, HMBC), MS spectra and comparison with the published data. Compounds 4-10 were the first time isolated from this species...
February 22, 2018: Natural Product Research
Do Manh Cuong, Soon-Jae Kwon, Jin Jeon, Yun Ji Park, Jong Seok Park, Sang Un Park
Phenylpropanoids and flavonoids belong to a large group of secondary metabolites, and are considered to have antioxidant activity, which protects the cells against biotic and abiotic stresses. However, the accumulation of phenylpropanoids and flavonoids in bitter melon has rarely been studied. Here, we identify ten putative phenylpropanoid and flavonoid biosynthetic genes in bitter melon. Most genes were highly expressed in leaves and/or flowers. HPLC analysis showed that rutin and epicatechin were the most abundant compounds in bitter melon...
February 21, 2018: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
Desirée Magalhães Dos Santos, Camila Valesca Jardim Rocha, Elita Ferreira da Silveira, Marcelo Augusto Germani Marinho, Marisa Raquel Rodrigues, Nichole Osti Silva, Ailton da Silva Ferreira, Neusa Fernandes de Moura, Gabriel Jorge Sagrera Darelli, Elizandra Braganhol, Ana Paula Horn, Vânia Rodrigues de Lima
Rapanea ferruginea antioxidant and antitumoral properties were not explored before in literature. This study aimed to investigate these biological activities for the R. ferruginea leaf extract and correlate them with its phenolic content and influence in biological membrane dynamics. Thus, in this study, anti/pro-oxidative properties of R. ferruginea leaf extract by in vitro DPPH and TBARS assays, with respect to the free radical reducing potential and to its activity regarding membrane free radical-induced peroxidation, respectively...
April 2018: Journal of Membrane Biology
Phung Thi Tuyen, Tran Dang Xuan, Truong Thi Tu Anh, Truong Mai Van, Ateeque Ahmad, Abdelnaser Abdelghany Elzaawely, Tran Dang Khanh
This study isolated, determined, and quantified plant growth inhibitors in Japanese chestnut ( Castanea crenata Sieb. et Zucc), a deciduous species native to Japan and Korea. In laboratory assays, C. crenata leaves showed strong inhibition on germination and seedling growth of Echinochloa crus-galli (barnyardgrass), Lactuca sativa (lettuce), and Raphanus sativus (radish). Laboratory and greenhouse trials showed that leaves of C. crenata appeared as a promising material to manage weeds, especially the dicot weeds...
February 7, 2018: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
You-Cheng Hseu, Mallikarjuna Korivi, Fang-Ying Lin, Mei-Ling Li, Ruei-Wan Lin, Jia-Jiuan Wu, Hsin-Ling Yang
BACKGROUND: UVA irradiation-induced skin damage/photoaging is associated with redox imbalance and collagen degradation. OBJECTIVE: Dermato-protective efficacies of trans-cinnamic acid (t-CA), a naturally occurring aromatic compound have been investigated against UVA irradiation, and elucidated underlying molecular mechanism. METHODS: Human foreskin fibroblast-derived (Hs68) cells and nude mice were treated with t-CA prior to UVA exposure, and assayed the anti-photoaging effects of t-CA...
January 27, 2018: Journal of Dermatological Science
M Rabiul Islam, Tahmina Pervin, Hemayet Hossain, Badhan Saha, Sheikh Julfikar Hossain
This study evaluated the physicochemical, nutritional, antioxidant, and phenolic properties of ten honey samples from the Sundarbans mangrove forest, Bangladesh. The average pH, electrical conductivity, total dissolved solid, ash, moisture, hydroxymethyl furfural, titrable acidity, and absorbance were 4.3, 0.38 mS/cm, 187.5 ppm, 0.14%, 17.88%, 4.4 mg/kg, 37.7 meq/kg, and 483 mAU, respectively. In the honeys, the average contents of Ca, Cu, Fe, K, Mg, Mn, and Na were 95.5, 0.19, 6.4, 302, 39.9, 3.4, and 597 ppm, respectively, whereas Cd, Cr, Pb, and Ni were not found...
December 2017: Preventive Nutrition and Food Science
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