7,225 results match your criteria Phytochemistry[Journal]


Picraviane A and B: Nortriterpenes with limonoid-like skeletons containing a heptanolide E-ring system from Picramnia glazioviana.

Phytochemistry 2019 Apr 16;163:38-45. Epub 2019 Apr 16.

Department of Drug Design and Pharmacology, University of Copenhagen, DK-2100, Copenhagen, Denmark. Electronic address:

Two highly oxygenated nortriterpenes, picraviane A and B, were isolated from the ethanolic extract of Picramnia glazioviana Engl. The structures were determined by analysis of HRMS and 2D NMR spectroscopic data. Single-crystal X-ray diffraction data was also obtained for picraviane B. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.024DOI Listing

Chiral separation, absolute configuration, and bioactivity of two pairs of flavonoid enantiomers from Morus nigra.

Phytochemistry 2019 Apr 12;163:33-37. Epub 2019 Apr 12.

Innovation Center of Chinese Medicine, China State Institute of Pharmaceutical Industry, No. 285 Gebaini Road, Pudong New District, 201203, Shanghai, PR China. Electronic address:

An undescribed isoprenylated flavonol racemate, nigranol C, with an unprecedented 7/6/6 ring system, was isolated from the twigs of Morus nigra L. The structure was assigned through a comprehensive analysis of HRMS, IR, and NMR data. Chiral separation of nigranol C was successfully carried out to yield a pair of enantiomers, nigranol C-a and nigranol C-b, whose absolute configurations were determined by ECD calculation. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.029DOI Listing

Anti-inflammatory terpenes from Schefflera rubriflora C. J. Tseng & G. Hoo with their TNF-α and IL-6 inhibitory activities.

Phytochemistry 2019 Apr 12;163:23-32. Epub 2019 Apr 12.

State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, No. 1 Xiannongtan Street, Beijing 100050, China. Electronic address:

The 95% ethanol extract and its EtOAc and n-BuOH fractions obtained from the leaves and twigs of Schefflera rubriflora C. J. Tseng & G. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.021DOI Listing
April 2019
2.547 Impact Factor

Methyl jasmonate and cyclodextrin-mediated defense mechanism and protective effect in response to paraquat-induced stress in peanut hairy root.

Phytochemistry 2019 Apr 8;163:11-22. Epub 2019 Apr 8.

Department of Biochemistry, Faculty of Medical Science, Naresuan University, Phitsanulok, 65000, Thailand. Electronic address:

Plant cells have a variety of defense mechanisms to alleviate the deleterious effects of oxidative stress. The present work elucidated a schematic diagram of the proposed pathway of peanut hairy root tissue treated with different elicitors; paraquat (PQ), methyl jasmonate (MeJA), and cyclodextrin (CD). The different elicitation approaches could provoke intrinsic stress in plant cells and might activate a distinct response pathway, allowing plants to overcome the deleterious effects of oxidative stress. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.017DOI Listing

Antimicrobial mechanism of reaction products of Morus notabilis (mulberry) polyphenol oxidases and chlorogenic acid.

Phytochemistry 2019 Apr 8;163:1-10. Epub 2019 Apr 8.

Department of State Key Laboratory of Silkworm Genome Biology, Southwest University, Chongqing, 400715, China. Electronic address:

Herein, five polyphenol oxidases (PPOs) obtained from Morus notabilis (Mn) were characterized. Chlorogenic acid was the most readily oxidized substrate by these MnPPOs, and the products derived from the oxidation of chlorogenic acid by MnPPOs were tested for antimicrobial activity. The results showed that products of the five MnPPOs exhibited good inhibitory effects against Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, Sclerotinia sclerotiorum, and Botrytis cinerea. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.026DOI Listing
April 2019
4 Reads

Dammarane-type triterpenoids from the stem of Ziziphus glaziovii Warm. (Rhamnaceae).

Phytochemistry 2019 Apr 6;162:250-259. Epub 2019 Apr 6.

Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry, D-06120 Halle (Saale), Germany. Electronic address:

Seven undescribed dammarane-type triterpenoids, together with ten known compounds, were isolated from the stems of Ziziphus glaziovii Warm (= Sarcomphalus glaziovii (Warm.) Hauenschild). The structures were fully assigned by means of uni- and bidimensional NMR and HR-ESI-MS experiments. Read More

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https://linkinghub.elsevier.com/retrieve/pii/S00319422183049
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http://dx.doi.org/10.1016/j.phytochem.2019.03.010DOI Listing
April 2019
1 Read

Triterpenoids and triterpenoid saponins from Dipsacus asper and their cytotoxic and antibacterial activities.

Phytochemistry 2019 Apr 5;162:241-249. Epub 2019 Apr 5.

School of Biological Science and Technology, University of Jinan, 336 West Road of Nan Xinzhuang, Jinan, 250022, China. Electronic address:

Phytochemical investigation of the ethyl acetate soluble part, generated from the ethanol extract of the roots of Dipsacus asper, led to the separation and identification of three undescribed triterpenoids including one arborinane type, one ursane type and one oleanane type, two unreported oleanane type triterpenoid arabinoglycosides, and 18 known analogues. Structures of these compounds were determined by comprehensive spectroscopic analyses, with the absolute configurations of 25-acetoxy-28-dehydroxyrubiarbonone E and 2α,3β-dihydroxy-23-norurs-4(24),11,13(18)-trien-28-oic acid being established by evaluation of their experimental and calculated ECD spectra. 25-Acetoxy-28-dehydroxyrubiarbonone E features an oxygenated C-25 that is the first case among arborinane type triterpenoids, while 2α,3β,24-trihydroxy-23-norurs-12-en-28-oic acid incorporates a sp C-24 that is a rare structural feature of 23-norursane type triterpenoids. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.028DOI Listing

Indole alkaloids from Gelsemium elegans.

Phytochemistry 2019 Apr 3;162:232-240. Epub 2019 Apr 3.

Lab of Toxicology and Pharmacology, Faculty of Naval Medicine, Second Military Medical University, Shanghai, 200433, China. Electronic address:

Five previously undescribed monoterpenoid indole alkaloids were isolated from the roots of Gelsemium elegans. Their structures with absolute configurations were elucidated by HRESIMS, X-ray diffraction, ECD spectra, and molecular modeling. 19,20-Epoxyhumantenine is a humantenine-type alkaloid with an epoxypropyl group at the C-20 position, (4R)-19-oxo-gelsevirine N-oxide is a gelsemine-related alkaloid, and gelsedethenine is a gelsedine-type alkaloid with a butenyl group at the C-20 position. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.016DOI Listing
April 2019
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Panitins A-G: Coumarin derivatives from Murraya paniculata from Guangxi Province, China show variable NO inhibitory activity.

Phytochemistry 2019 Apr 3;162:224-231. Epub 2019 Apr 3.

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China. Electronic address:

Seven previously undescribed coumarin derivatives, panitins A‒G, an ethoxylated artifact, and 34 known analogues, were isolated from the roots of Murraya paniculata. Their structures were elucidated on the basis of comprehensive analysis of 1D and 2D NMR and HRMS spectroscopic data, and comparison with the data reported in literature. The absolute configurations of undescribed compounds were assigned via comparison of the specific rotation, Mosher's method, exciton chiral method, and comparison of calculated and experimental ECD data. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.012DOI Listing
April 2019
2.547 Impact Factor

Antibacterial bibenzyl derivatives from the tubers of Bletilla striata.

Phytochemistry 2019 Apr 3;162:216-223. Epub 2019 Apr 3.

State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, PR China. Electronic address:

Ten previously undescribed bibenzyl derivatives (bletistrins A-J), including 5 that have hydroxyl-substituted chiral centres on the aliphatic bibenzyl bridge, along with twelve known bibenzyl derivatives, were isolated from the rhizomes of Bletilla striata. The structures of bletistrins A-J were primarily elucidated on the basis of their 1D and 2D NMR spectroscopic data. The absolute configurations of bletistrins A, D, F, H and I were determined by electronic circular dichroism (ECD) spectroscopic analysis and optical rotation value. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.022DOI Listing
April 2019
2.547 Impact Factor

Unusual isovalerylated flavonoids from the fruit of sea buckthorn (Elaeagnus rhamnoides) grown in Sokółka, Poland.

Phytochemistry 2019 Apr 3. Epub 2019 Apr 3.

Department of Biochemistry and Crop Quality, Institute of Soil Science and Plant Cultivation - State Research Institute, ul. Czartoryskich 8, 24-100 Puławy, Poland. Electronic address:

Eight undescribed isorhamnetin glycosides, acylated with isovaleric acid were isolated from the fruit of sea buckthorn (Elaeagnus rhamnoides (L.) A. Nelson). Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.001DOI Listing
April 2019
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Quantitative analysis of diverse sporomorph-derived sporopollenins.

Phytochemistry 2019 Apr 2;162:207-215. Epub 2019 Apr 2.

NIOZ Royal Netherlands Institute for Sea Research, P.O. Box 59, 1790 AB Den Burg, the Netherlands; Department of Earth Science-Organic Geochemistry, Faculty of Geoscience, Utrecht University, Princetonlaan 8A, 3584 CB Utrecht, the Netherlands.

Over the years studies on sporopollenin have reported a wide variety of structures. However, the methods and techniques used to elucidate sporopollenin structures are highly diverse so that much is still unclear with respect to the nature and structural diversity of sporopollenins. In order to investigate the structural diversity in sporopollenin between different taxa, extant sporomorphs of ten different species ranging from a mushroom to a cycad were examined using a relatively simple and fast analytical procedure. Read More

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https://linkinghub.elsevier.com/retrieve/pii/S00319422193001
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http://dx.doi.org/10.1016/j.phytochem.2019.03.023DOI Listing
April 2019
2 Reads

Renoprotective phenolic meroterpenoids from the mushroom Ganoderma cochlear.

Phytochemistry 2019 Apr 1;162:199-206. Epub 2019 Apr 1.

Guangdong Key Laboratory for Genome Stability & Disease Prevention, School of Pharmaceutical Sciences, School of Medicine, Shenzhen University Health Science Center, Shenzhen, 518060, PR China. Electronic address:

Twelve previously undescribed phenolic meroterpenoids, cochlearols N-Y, along with two known analogs, ganocochlearins B and C, were isolated from the fruiting bodies of Ganoderma cochlear. Most of these substances were isolated as racemic mixtures. The structures of cochlearols N-Y were assigned based upon spectroscopic data and theoretical calculations. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.019DOI Listing
April 2019
2 Reads

Nocturnal floral scent profiles of Myrtaceae fruit crops.

Phytochemistry 2019 Mar 30;162:193-198. Epub 2019 Mar 30.

Department of Biosciences, Paris-Lodron-University of Salzburg, Hellbrunnerstr. 34, 5020. Salzburg, Austria.

Communication between plants and nocturnal pollinators in low light conditions is mainly guided by floral scents, which is well documented for plants pollinated by bats, moths, and beetles. Just recently, nocturnal bees have been added to the list of pollinators known to respond to floral scents of their host plants. Little is known about the floral scent chemistry of plants visited and pollinated by nocturnal bees. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.011DOI Listing
March 2019
4 Reads

Lycofargesiines A-F, further Lycopodium alkaloids from the club moss Huperzia fargesii.

Phytochemistry 2019 Mar 28;162:183-192. Epub 2019 Mar 28.

Minhang Hospital & Department of Natural Products Chemistry at School of Pharmacy, Fudan University, Shanghai, 201199, PR China. Electronic address:

Six undescribed Lycopodium alkaloids (LAs) comprising four lycodine-type (lycofargesiines A-D), one lycopodine-type (lycofargesiine E), and a phlegmarine-type (lycofargesiine F), together with 16 known ones were isolated from the club moss Huperzia fargesii. Their structures and absolute configurations were determined by extensive spectroscopic methods, electronic circular dichroism (ECD) analysis, and density functional theory (DFT) calculations. (7S,8R,12R,13R)-Lycofargesiine A is a rare naturally occurring LA possessing an exocyclic double bond between C-15 and C-16, with ring A being a rare 2,3-dihyropyridone motif. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.015DOI Listing

Sacculatane diterpenoids from the Chinese liverwort Pellia epiphylla with protection against HO-induced apoptosis of PC12 cells.

Phytochemistry 2019 Mar 26;162:173-182. Epub 2019 Mar 26.

Department of Natural Products Chemistry, Key Lab of Chemical Biology of the Ministry of Education, Shandong University, Jinan, 250012, People's Republic of China. Electronic address:

Eight previously undescribed sacculatane diterpenoids, epiphyllins A-H, and one unknown bibenzyl-based isopentene along with seven known compounds were isolated from the Chinese liverwort Pellia epiphylla (L.) Corda. Their structures were established unequivocally on the basis of spectroscopic data and CD measurement. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.007DOI Listing

Metabolomic variability of four macroalgal species of the genus Lobophora using diverse approaches.

Phytochemistry 2019 Mar 26;162:165-172. Epub 2019 Mar 26.

UMR ENTROPIE (IRD, UR, CNRS), Institut de Recherche pour le Développement, B.P. A5, 98848 Nouméa Cedex, Nouvelle-Calédonie, France. Electronic address:

Among comparative metabolomic studies used in marine sciences, only few of them are dedicated to macroalgae despite their ecological importance in marine ecosystems. Therefore, experimental data are needed to assess the scopes and limitations of different metabolomic techniques applied to macroalgal models. Species of the genus Lobophora belong to marine brown algae (Family: Dictyotaceae) and are widely distributed, especially in tropical coral reefs. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.002DOI Listing

Diverse flavonoids from the roots of Millettia brandisiana.

Phytochemistry 2019 Mar 26;162:157-164. Epub 2019 Mar 26.

Laboratory of Natural Products, Chulabhorn Research Institute, Kamphaeng Phet 6 Road, Laksi, Bangkok 10210, Thailand. Electronic address:

The phytochemical investigation for the constituents of the roots of Millettia brandisiana, using bioassay guided fractionation, resulted in the isolation of five previously undescribed (namely brandisianones A-E) and twenty-six known flavonoids. Their chemical structures were determined using a combination of NMR, MS, IR, optical rotation and CD analysis, as well as comparison with the literature data. The crude extract as well as the isolated compounds were evaluated in various biological assays for their cytotoxicity against a panel of human cancer cell lines, potential inhibitory activity against aromatase, and antioxidant property using the oxygen radical absorbance capacity (ORAC) with an aim to search for leads and develop them to drug candidates in our drug discovery effort, we identified three bioactive flavonoids from M. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.013DOI Listing

In vitro evaluation of hydroxycinnamoyl CoA:quinate hydroxycinnamoyl transferase expression and regulation in Taraxacum antungense in relation to 5-caffeoylquinic acid production.

Phytochemistry 2019 Mar 18;162:148-156. Epub 2019 Mar 18.

College of Horticulture, Shenyang Agricultural University, Shen Yang, 110866, China; Exsitu Conservation Garden Evaluation Centre of Wild Vegetable Germplasm in Northeast China under Ministry of Agriculture, Shen Yang, 110866, China. Electronic address:

Chlorogenic acids (CGA; including 5-caffeoylquinic acid and its regio-isomers) in Taraxacum antungense Kitag. have antioxidant and anti-inflammatory properties and exert other pharmacological effects. T. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.02.014DOI Listing
March 2019
3 Reads

Mutations in the uridine diphosphate glucosyltransferase 76G1 gene result in different contents of the major steviol glycosides in Stevia rebaudiana.

Phytochemistry 2019 Mar 18;162:141-147. Epub 2019 Mar 18.

Agronomy College, Sichuan Agricultural University, Chengdu, 611130, China. Electronic address:

In the metabolic glycosylation grid of steviol glycosides, UGT76G1 was shown to catalyze at least eight different glucosylation steps, including the formation of rebaudioside B (Reb B) and rebaudioside A (Reb A) (Olsson et al., 2016). In this study, the accumulation of steviolbioside, Reb B, stevioside (ST) and Reb A in more than 140 samples of stevia leaves collected from different regions in China were analyzed by high-performance liquid chromatography (HPLC), and five genotypes, 'N01-N05', with significantly different levels of the abovementioned glycosides were discovered. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.008DOI Listing

Systematized biosynthesis and catabolism regulate citrulline accumulation in watermelon.

Phytochemistry 2019 Mar 15;162:129-140. Epub 2019 Mar 15.

Southwest Texas Junior College, Uvalde, TX, 78801, USA.

Citrulline, a non-protein amino acid, is present in large amounts in watermelon (Citrullus lanatus (Thunb.) Matsum. & Nakai Cucurbitaceae) fruits. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.003DOI Listing

Characterization of a sesquiterpene cyclase from the glandular trichomes of Leucosceptrum canum for sole production of cedrol in Escherichia coli and Nicotiana benthamiana.

Phytochemistry 2019 Mar 15;162:121-128. Epub 2019 Mar 15.

State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, PR China; Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming, 650201, PR China. Electronic address:

Cedrol is an extremely versatile sesquiterpene alcohol that was approved by the Food and Drug Administration of the United States as a flavoring agent or adjuvant and has been commonly used as a flavoring ingredient in cosmetics, foods and medicine. Furthermore, cedrol possesses a wide range of pharmacological properties including sedative, anti-inflammatory and cytotoxic activities. Commercial production of cedrol relies on fractional distillation of cedar wood oils, followed by recrystallization, and little has been reported about its biosynthesis and aspects of synthetic biology. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.009DOI Listing

Analysis of commercial proanthocyanidins. Part 5: A high resolution mass spectrometry investigation of the chemical composition of sulfited wattle (Acacia mearnsii De Wild.) bark extract.

Phytochemistry 2019 Mar 14;162:109-120. Epub 2019 Mar 14.

Department of Chemistry, Faculty of Natural and Agricultural Science, University of the Free State, Bloemfontein, 9301, South Africa. Electronic address:

Wattle (Acacia mearnsii De Wild., Leguminosae) bark extract is used commercially to tan leather and manufacture adhesives. The extract is treated with sodium hydrogen sulfite (sulfited) to improve its tanning properties. Read More

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http://dx.doi.org/10.1016/j.phytochem.2018.12.008DOI Listing
March 2019
1 Read

Engineering partial resistance to cucumber mosaic virus in tobacco using intrabodies specific for the viral polymerase.

Phytochemistry 2019 Mar 13;162:99-108. Epub 2019 Mar 13.

Plant Virology Group, ICGEB Biosafety Outstation, Ca'Tron di Roncade (TV), Italy; Department of Plant Pathology and Plant-Microbe Biology, Cornell University, Ithaca, USA. Electronic address:

A single-chain variable antibody fragment (scFv) library tested against the non-structural NSP5 protein of human rotavirus A was screened by a yeast two-hybrid system against three proteins derived from the RNA-dependent RNA polymerase (RdRp) of cucumber mosaic virus (CMV), with the aim of blocking their function and preventing viral infection once expressed in planta. The constructs tested were (i) '2a' consisting of the full-length 2a gene (839 amino acids, aa), (ii) 'Motifs' covering the conserved RdRp motifs (IV-VII) (132 aa) and (iii) 'GDD' located within the conserved RdRp motif VI (GDD, 22 aa). In yeast two-hybrid (Y2H) selection assays the '2a' and 'Motifs' constructs interacted with 96 and 25 library constructs, respectively, while the 'GDD' construct caused transactivation. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.006DOI Listing
March 2019
4 Reads

The effect of drought stress on polyphenolic compounds and expression of flavonoid biosynthesis related genes in Achillea pachycephala Rech.f.

Phytochemistry 2019 Mar 12;162:90-98. Epub 2019 Mar 12.

Department of Pharmaceutical Biology and Botanical Garden of Medicinal Plants, Wroclaw Medical University, Wrocław, Poland.

This study investigated the effect of drought stress on the amount of phenolic and flavonoid compounds as well as HO and malondialdehyde (MDA) in Achillea pachycephala. The expression patterns of the key genes and their molecular mechanisms in the phenylpropanoid pathway (PAL, CHS, CHI, F3H, F3'H, F3'5'H, FLS) were also assessed during drought stress using quantitative real-time polymerase chain reaction (qRT-PCR). The samples were harvested at 0, 7, 14, 21 and 28 days after exposure to drought stress. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.03.004DOI Listing
March 2019
2 Reads

Biologically active compounds and pharmacological activities of species of the genus Crocus: A review.

Phytochemistry 2019 Mar 8;162:56-89. Epub 2019 Mar 8.

Department of Pharmaceutical Chemistry, National University of Pharmacy, 61168, Kharkiv, str. Valentynivska, 4, Ukraine. Electronic address:

The present article is the first comprehensive review on the chemical composition and pharmacological activities of the raw materials of Crocus species. In the present review, data on chemical constituents and pharmacological profile of Crocus sativus stigmas, as well as of other plant parts (perianth, stamens, leaves, corms) of different Crocus spp. are given. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.02.004DOI Listing

Variability of fatty acid profiles in ferns: Relation to fern taxonomy and seasonal development.

Phytochemistry 2019 Mar 8;162:47-55. Epub 2019 Mar 8.

Callaghan Innovation, PO Box 31310, Lower Hutt, 5040, New Zealand. Electronic address:

Ferns are known to contain long chain polyunsaturated fatty acids which may provide health benefits. The objective of this study was to investigate ferns of Pacific temperate regions (Far East of Russia and New Zealand) as sources of valuable fatty acids: arachidonic (20:4n-6) and eicosapentaenoic (20:5n-3). Fatty acids were analyzed in fronds of 23 fern species from 12 families. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.02.015DOI Listing
March 2019
1 Read

Indole alkaloids indigodoles A-C from aerial parts of Strobilanthes cusia in the traditional Chinese medicine Qing Dai have anti-IL-17 properties.

Phytochemistry 2019 Mar 7;162:39-46. Epub 2019 Mar 7.

Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung, 40447, Taiwan; Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung, 80708, Taiwan. Electronic address:

Qing Dai (Naturalis Indigo) is a traditional Chinese medicine (TCM) used as a topical agent in moderate psoriasis, targeting interleukin-17 (IL-17). In this study, it was prepared from the aerial parts of Strobilanthes cusia. Three undescribed indole alkaloid derivatives, indigodoles A-C, along with seven known compounds were isolated from this preparation of Qing Dai and their structures were elucidated from spectroscopic data, including NMR, MS, UV, IR, optical rotation, and CD. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.02.016DOI Listing
March 2019
2 Reads

Essential oil of the malagasy grass Elionurus tristis Hack. contains several undescribed sesquiterpenoids.

Phytochemistry 2019 Mar 6;162:29-38. Epub 2019 Mar 6.

Université de Corse-CNRS, UMR 6134, Équipe Chimie et Biomasse, Route des Sanguinaires, Site de Vignola, 20000, Ajaccio, France. Electronic address:

Essential oils (EOs) obtained from aerial parts and roots of Elionurus tristis were investigated by GC, GC-MS, pc-GC and NMR. Both aerial parts and roots EOs contained common molecules such as α-pinene, camphene, trans-α-bergamotene and calarene. Moreover, we identified several unusual sesquiterpenes and four undescribed compounds, 7-epi-khusian-2-ol, 4,8-di-epi-acorone, 2-epi-ziza-5-en-2-ol and antsorenone. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.02.012DOI Listing

Triterpenes with unusual modifications from the fruiting bodies of the medicinal fungus Irpex lacteus.

Phytochemistry 2019 Mar 6;162:21-28. Epub 2019 Mar 6.

School of Pharmaceutical Sciences, South-Central University for Nationalities, Wuhan, 430074, People's Republic of China; State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, People's Republic of China. Electronic address:

Ten previously undescribed triterpenoid congeners, namely irpeksolactins A-J, together with eighteen known ones, were isolated from the fruiting bodies of the rainforest-dwelling medicinal fungus Irpex lacteus. The structures of all the isolates were characterized by extensive spectroscopic approaches, including 1D & 2D NMR and MS spectroscopic methods. Irpeksolactin J displayed selective and weak cytotoxicity against the human lung cancer cell line A549 and the human hepatocellular carcinoma cell line SMMC-7721. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.02.017DOI Listing
March 2019
2 Reads

Plant chemophenetics - A new term for plant chemosystematics/plant chemotaxonomy in the macro-molecular era.

Authors:
Christian Zidorn

Phytochemistry 2019 Mar 4. Epub 2019 Mar 4.

Pharmazeutisches Institut, Abteilung Pharmazeutische Biologie, Christian-Albrechts- Universität zu Kiel, Gutenbergstraße 76, 24118, Kiel, Germany. Electronic address:

Plant chemosystematic or chemotaxonomic studies based purely on the profiles of small molecules have become obsolete as tools to study phylogenetic relationships of higher plants due to the advent of the much more powerful (macro-) molecular techniques and new methods of data analysis established in parallel to these techniques. A new term is herein proposed for the field of studies aimed at the exploitation of characteristic arrays of specialized natural products of plant taxa: plant chemophenetics. Chemophenetic studies as defined here are studies aimed at describing the array of specialized secondary metabolites in a given taxon. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.02.013DOI Listing

Profiling of volatile and non-volatile metabolites in Polianthes tuberosa L. flowers reveals intraspecific variation among cultivars.

Phytochemistry 2019 Mar 4;162:10-20. Epub 2019 Mar 4.

Natural Product Biotechnology Group, Agricultural and Food Engineering Department, Indian Institute of Technology Kharagpur, Kharagpur, 721302, West Bengal, India. Electronic address:

Polianthes tuberosa L. (tuberose) is a widely cultivated ornamental crop in Asian countries. Different cultivars of tuberose have been developed through breeding programs in India. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.02.006DOI Listing
March 2019
2.547 Impact Factor

A variable loop involved in the substrate selectivity of pinoresinol/lariciresinol reductase from Camellia sinensis.

Phytochemistry 2019 Mar 4;162:1-9. Epub 2019 Mar 4.

State Key Laboratory of Tea Plant Biology and Utilization, Anhui Agricultural University, Hefei, Anhui, 230036, China. Electronic address:

Pinoresinol/lariciresinol reductase (PLR), an NADPH-dependent reductase that catalyzes the sequential reduction of pinoresinol into secoisolariciresinol via Lariciresinol, can lead to the structural and stereochemical diversity of lignans. The relationship between substrate-selective reaction of PLR and sequence homology still remains unclear. In this study, we focused on the contribution of the variable region between PLRs in determining substrate selectivity. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.02.003DOI Listing

Sesquiterpene lactones and their precursors as chemosystematic markers in the tribe Cichorieae of the Asteraceae revisited: An update (2008-2017).

Phytochemistry 2019 Mar 2. Epub 2019 Mar 2.

Pharmazeutisches Institut, Abteilung Pharmazeutische Biologie, Christian-Albrechts-Universität zu Kiel, Gutenbergstraße 76, 24118, Kiel, Germany. Electronic address:

Ten years after the first overview on sesquiterpene lactones in the Cichorieae tribe of the Asteraceae family, we present an update. This review summarizes all chemosystematically relevant reports on sesquiterpene lactones and their immediate precursors from the Cichorieae (syn.: Lactuceae) tribe of the Asteraceae published between 2008 and 2017 and also includes some corrections to the 2008 review. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.02.001DOI Listing

Carotenoid complement of rust spores: Variation among species and pathotype.

Phytochemistry 2019 May 2;161:139-148. Epub 2019 Mar 2.

Plant Breeding Institute, Sydney Institute of Agriculture, University of Sydney, NSW, 2006, Australia. Electronic address:

Rust fungi, which are responsible for some of the world's most destructive plant diseases, are named for the distinctive rusty colour of one or more of their spore forms. Rust spore pigments are thought to provide protection against UV radiation and oxidative stress, and may act as virulence factors. However, with the exception of daisy rust spores, the identity and relative abundance of the carotenoids in the rust spore cytoplasm have not been investigated using modern analytical methods, and little is known about the dependence of the carotenoid complement on species, pathotype, spore-colour mutations and season. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.02.007DOI Listing
May 2019
5 Reads

Compound-specific δN values express differences in amino acid metabolism in plants of varying lignin content.

Phytochemistry 2019 May 1;161:130-138. Epub 2019 Mar 1.

Organic Geochemistry Unit, School of Chemistry, University of Bristol, Bristol BS8 1TS, UK. Electronic address:

Amino acid δN values of foliage of various plant taxa, grown at the experimental farm stations of North Wyke, UK and Bad Lauchstädt, Germany were determined by GC-C-IRMS. The difference between δN values of glutamate (Glx) and phenylalanine (Phe) were found to differ significantly between woody and herbaceous plants, with mean ΔN (i.e. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.01.012DOI Listing

Metabolomics driven analysis of 11 Portulaca leaf taxa as analysed via UPLC-ESI-MS/MS and chemometrics.

Phytochemistry 2019 May 28;161:117-129. Epub 2019 Feb 28.

Laboratory of Phytochemistry, National Organization for Drug Control and Research, Cairo, Egypt.

Portulaca oleracea, commonly known as purslane, is a popular plant of considerable value for its nutritive composition as well as traditional medicinal uses. P. oleracea is reported to possess neuroprotective, antimicrobial, antidiabetic, antioxidant, anti-inflammatory, antiulcerogenic, and anticancer activities. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.02.009DOI Listing
May 2019
1 Read

A Pyrus communis gene for p-hydroxystyrene biosynthesis, has a role in defense against the pear psylla Cacopsylla biden.

Phytochemistry 2019 May 28;161:107-116. Epub 2019 Feb 28.

Newe Yaar Research Center, Agricultural Research Organization, P.O.Box 1021, Ramat Yishay, 30095, Israel. Electronic address:

Styrene analogs are known to be naturally synthesized in the leaves of pears and in other plant species, including several trees in the Styracaceae family. Styrene analogs are potential contributors to the aroma of wine, perfumes, pharmaceuticals, and other fermented foods and beverages. In addition, styrene analogs perform important ecological functions such as insecticidal and antifeedant activities against insects. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.02.010DOI Listing
May 2019
2.547 Impact Factor

4-Hydroxybenzoic acid serves as an endogenous ring precursor for antroquinonol biosynthesis in Antrodia cinnamomea.

Phytochemistry 2019 May 26;161:97-106. Epub 2019 Feb 26.

Institute of Food Science and Technology, National Taiwan University, Taipei, Taiwan, ROC. Electronic address:

Antrodia cinnamomea, an endemic fungus species of Taiwan, has long been used as a luxurious dietary supplement to enhance liver functions and as a remedy for various cancers. Antroquinonol (AQ), identified from the mycelium of A. cinnamomea, is currently in phase II clinical trials in the USA and Taiwan for the treatment of non-small-cell lung cancer. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.02.011DOI Listing
May 2019
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Diterpenoids and sesquiterpenoids from the stem bark of Metasequoia glyptostroboides.

Phytochemistry 2019 May 26;161:86-96. Epub 2019 Feb 26.

State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, China. Electronic address:

A phytochemical study on the stem bark of Metasequoia glyptostroboides led to the isolation of sixty-one diterpenoids and sesquiterpenoids, including seventeen previously undescribed compounds, metaglyptins A-Q. Their structures were elucidated by extensive analysis of spectroscopic data (IR, UV, HRESIMS, and H, C and 2D NMR). The absolute configurations of metaglyptins I, J, and O were determined by the ECD data and single-crystal X-ray diffraction analysis. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.02.008DOI Listing
May 2019
1 Read

Effect of water availability on changes in root amino acids and associated rhizosphere on root exudation of amino acids in Pisum sativum L.

Phytochemistry 2019 May 26;161:75-85. Epub 2019 Feb 26.

Université d'Angers, IRHS, INRA, SFR 4207 QUASAV, 49045, F-Angers, France.

Root exudation is considered to regulate the abundance of the microbial community. It may vary both qualitatively and quantitatively in response to the environment in which the plant is growing. A part of exuded N derives from amino acids (AAs). Read More

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https://linkinghub.elsevier.com/retrieve/pii/S00319422183023
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http://dx.doi.org/10.1016/j.phytochem.2019.01.015DOI Listing
May 2019
7 Reads

Natural barrigenol-like triterpenoids: A comprehensive review of their contributions to medicinal chemistry.

Phytochemistry 2019 May 26;161:41-74. Epub 2019 Feb 26.

Key Laboratory of Structure-Based Drug Design & Discovery of Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China. Electronic address:

Barrigenol-like triterpenoids (BATs), which contain an unusual oleanane substituted by many hydroxyl groups as the skeleton, are subdivided into five subtypes: barrigenol A, barrigenol A, barrigenol R, barringtogenol C, and 16-deoxybarringtogenol C. The variations in acyl derivatives, hydroxyl groups, and carbohydrate chains in their structures have enhanced the diversity of BATs. Moreover, the stable polyhydroxy-replaced pentacyclic skeleton provides an ideal platform for structural modifications. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.01.017DOI Listing
May 2019
3 Reads

Nematicidal anthranilic acid derivatives from Laccaria species.

Phytochemistry 2019 Apr 22;160:85-91. Epub 2019 Feb 22.

Institute for Organic and Analytical Chemistry, University of Bremen, Leobener Straße 7, 28359, Bremen, Germany. Electronic address:

Three undescribed natural products, the anthranilic acid derivatives laccanthrilic acids A, B, and C, as well as the known (3S)-1,2,3,4-tetrahydro-3-β-carboline-3-carboxylic acid were isolated from fruiting bodies of Laccaria laccata. The structures were established by 1D and 2D NMR spectroscopy, HR-(+)-ESIMS and chemical synthesis. The absolute configuration of laccanthrilic acids A and B was determined by GC-MS after hydrolytic cleavage and derivatisation of the resulting glutamic acid with methanol and Mosher's reagent and subsequent comparison with authentic synthetic samples of known absolute configuration. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.01.008DOI Listing
April 2019
1 Read
2.547 Impact Factor

Distribution of the anti-inflammatory and anti-depressant compounds: Incensole and incensole acetate in genus Boswellia.

Phytochemistry 2019 May 22;161:28-40. Epub 2019 Feb 22.

Natural and Medical Sciences Center, University of Nizwa, P. O. Box 33, Birkat Al Mauz, Nizwa 616, Oman.

Incensole and its acetate have shown anti-inflammatory and anti-depression activities due to their ability to activate ion channels in the brain to alleviate anxiety or depression. The natural occurrence of these two structurally and medicinally fascinating 14-membered diterpenoids was reported mainly from the genus Boswellia. Incensole and incensole acetate were detected in and isolated from both essential oils and resins of frankincense. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.01.007DOI Listing
May 2019
3 Reads

Intra-specific variation in the little-known Mediterranean plant Ptilostemon casabonae (L.) Greuter analysed through phytochemical and biomolecular markers.

Phytochemistry 2019 May 22;161:21-27. Epub 2019 Feb 22.

Dipartimento di Scienza e Tecnologia Del Farmaco, Università di Torino, Via P. Giuria 9, 10125, Torino, Italy. Electronic address:

Ptilostemon casabonae (L.) Greuter is a Mediterranean endemism traditionally used for its health-giving properties. Little is known about this species, therefore this study provides additional information about the phytochemical and biomolecular patterns of this plant, to have a combined fingerprint as a taxonomic tool. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.02.005DOI Listing

Dissection of the network of indolic defence compounds in Arabidopsis thaliana by multiple mutant analysis.

Phytochemistry 2019 May 21;161:11-20. Epub 2019 Feb 21.

Chair of Botany, Department of Plant Sciences, Technical University of Munich, Emil-Ramann-Str. 4, 85354 Freising, Germany; Microbial Biotechnology, TUM Campus Straubing for Biotechnology and Sustainability, Technical University of Munich, Schulgasse 22, 94315 Straubing, Germany. Electronic address:

Characteristic for cruciferous plants is the synthesis of a complex array of defence-related indolic compounds. In Arabidopsis, these include indol-3-ylmethyl glucosinolates (IMGs), as well as stress-inducible indole-3-carbaldehyde (ICHO)/indole-3-carboxylic acid (ICOOH) derivatives and camalexin. Key enzymes in the biosynthesis of the inducible metabolites are the cytochrome P450 enzymes CYP71A12, CYP71A13 and CYP71B6 and Arabidopsis Aldehyde Oxidase 1 (AAO1). Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.01.009DOI Listing
May 2019
1 Read

Corrigendum to "Cytotoxic xanthones from the roots of Mesua ferrea L." [Phytochemistry 157 (2019) 64-70].

Phytochemistry 2019 May 16;161:172. Epub 2019 Feb 16.

Department of Chemistry, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla, 90112, Thailand; Natural Product Research Center of Excellence, Prince of Songkla University, Hat Yai, Songkhla, 90112, Thailand; Center of Excellence for Innovation in Chemistry, Faculty of Science, Prince of Songkla University, Hat Yai, Songkhla, 90112, Thailand. Electronic address:

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http://dx.doi.org/10.1016/j.phytochem.2019.02.002DOI Listing
May 2019
1 Read

Chemometric analysis of Amaranthus retroflexus in relation to livestock toxicity in southern Australia.

Phytochemistry 2019 May 15;161:1-10. Epub 2019 Feb 15.

Graham Centre for Agricultural Innovation (Charles Sturt University and NSW Department of Primary Industries), Wagga Wagga, NSW, 2650, Australia; Charles Sturt University, School of Agricultural and Wine Sciences, Wagga Wagga, NSW, 2678, Australia.

Amaranthus retroflexus L., an introduced invasive weed in southern Australia, has been associated with acute renal failure and/or mortality in a number of livestock species. While its leaves, flowers and stems are generally reported to contain high levels of nitrogen, few studies have fully characterised the chemical composition of A. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.01.016DOI Listing
May 2019
4 Reads

Steroidal glycosides from Ornithogalum dubium Houtt.

Phytochemistry 2019 Apr 10;160:78-84. Epub 2019 Feb 10.

Laboratoire de Pharmacognosie, PEPITE EA 4267, UFR des Sciences de Santé, Université de Bourgogne Franche-Comté, 21079, Dijon Cedex, France. Electronic address:

The phytochemical study of Ornithogalum dubium Houtt. (Asparagaceae) led to the isolation of five undescribed steroidal glycosides together with two known ones. Their structures were established by using NMR analysis and mass spectrometry as (25R)-3β-hydroxyspirost-5-en-1β-yl O-α-L-arabinopyranosyl-(1 → 2)-α-L-rhamnopyranoside, (25S)-3β-hydroxyspirost-5-en-1β-yl O-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranoside, (22S)-16β-[(α-L-rhamnopyranosyl)oxy]-22-hydroxycholest-5-en-3β-yl O-β-D-glucopyranosyl-(1 → 4)-β-D-glucopyranoside, (22S,23S)-1β,3β,11α,16β,23-pentahydroxy-5α-cholest-24-en-22β-yl β-D-glucopyranoside, (22S,23S)-3β-[(β-D-glucopyranosyl)oxy]-22,23-dihydroxy-5α-cholest-24-en-16β-yl O-α-L-rhamnopyranosyl)-(1 → 4)-β-D-glucopyranoside. Read More

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http://dx.doi.org/10.1016/j.phytochem.2019.01.013DOI Listing
April 2019
1 Read