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Gertrud Marotz-Clausen, Simone Jürschik, Roman Fuchs, Irmgard Schäffler, Philipp Sulzer, Marc Gibernau, Stefan Dötterl
In many Araceae both scent and heat production are known to temporally vary throughout anthesis, and in several species strong scents are released for pollinator attraction when thermogenesis is also strong. However, it is not known whether the temporal patterns of both scent emission and temperature are strictly synchronous and, for example, reach their maxima at the same time. We studied Arum maculatum, a brood-site deceptive species attracting its moth fly pollinators with strong fetid scents, to study temporal patterns in scent emission and temperature during anthesis...
July 10, 2018: Phytochemistry
Yi-Chao Ge, Hai-Jiang Zhang, Kui-Wu Wang, Xin-Feng Fan
Three undescribed aporphine alkaloids laurodionine B (1), illigerine A (2), and N-formyl-laurolitsine (3) were isolated from the methanolic extracts of the Chinese medicinal plant, Illigera aromatica, together with three known analogues (4-6). The chemical structures of 1-6 were identified by spectroscopic methods including 1D and 2D NMR (1 H, 13 C, COSY, HSQC, and HMBC) and high resolution mass spectrometry (HRESIMS). Compounds 1-3 showed moderate inhibitory activities in vitro against two cultured tumor cell lines, Hela and SMMC7721, with IC50 values of 32...
July 6, 2018: Phytochemistry
Lu-Lu Wang, Li-Jun Hao, Zhong-Bo Zhou, Xin-Liu Zhu, Ze-Hui Shi, Tomofumi Miyamoto, Ke Pan
Thirteen previously undescribed lycodine-type Lycopodium alkaloids, namely, five alkaloids (lycocasuarines D-H) each possessing an uncommon five-membered C ring and eight Lycopodium alkaloid glycosides (casuarinosides A-H), together with a known analog, were isolated from the aerial parts of Lycopodiastrum casuarinoides (Spring) Holub ex R.D.Dixit (Lycopodiaceae). The structures of the compounds were elucidated by extensive spectroscopic analysis, single-crystal X-ray diffraction, and chemical methods. In addition, the acetylcholinesterase inhibitory activity of the isolated compounds was evaluated...
July 5, 2018: Phytochemistry
Yu Dai, Yun Lin, Xiaoyan Pang, Xiaowei Luo, Limbadri Salendra, Junfeng Wang, Xuefeng Zhou, Yongjun Lu, Bin Yang, Yonghong Liu
Five new peptides, Sinulariapeptides A-E together with seven known peptides (6-12) were isolated from the soft coral associated fungus Simplicillium sp. SCSIO 41209. The structures of the new compounds and their absolute configurations were established on the basis of spectroscopic analysis including NMR, MS and ECD. All the Compounds (except sinulariapeptides B-D) were tested for the inhibitory activities of Mycobacterium tuberculosis protein tyrosine phosphatase B (MptpB), and antifungal activities against five plant pathogenic fungi...
July 3, 2018: Phytochemistry
Xuchao Jia, Haihui Xie, Yueming Jiang, Xiaoyi Wei
Thirteen flavonoids were isolated from the fresh sweet fruit of Averrhoa carambola L. (Oxalidaceae), commonly known as star fruit, and their structures were determined by spectroscopic and chemical methods. 8-Carboxymethyl-(+)-epicatechin methyl ester, pinobanksin 3-O-β-d-glucoside, and carambolasides M-Q were undescribed structures. (+)-Epicatechin, aromadendrin 3-O-β-d-glucoside, helicioside A, taxifolin 3'-O-β-d-glucoside, galangin 3-O-rutinoside, and isorhamnetin 3-O-rutinoside were reported from this species for the first time...
July 3, 2018: Phytochemistry
Khalef Lefsih, Daniela Giacomazza, Rosa Passantino, Maria Assunta Costa, Donatella Bulone, Maria Rosalia Mangione, Valeria Guarrasi, Francesco Mingoia, Pier Luigi San Biagio, Khodir Madani
This work aims to fill the gap in the present knowledge about the structure of pectin from Opuntia ficus-indica. The water-soluble pectin (WSP) fraction, extracted with the Microwave Assisted Extraction (MAE), was further deproteinated (dWSP) and analyzed through several biophysical and biochemical techniques. HPSEC, light scattering and FTIR data showed that dWSP is low methylated high molecular weight pectin. The biochemical structure of dWSP, after methanolysis, silylation, carboxyl reduction showed that dWSP belongs to rhamnogalacturonan I class...
June 30, 2018: Phytochemistry
Lin Chen, Shuai Huang, Chun Ying Li, Feng Gao, Xian Li Zhou
Seven pyrrolizidine alkaloids, nervosine X-XV and nervosine VII N-oxide, together with a reaction product, namely chloride-(N-chloromethyl nervosine VII), were isolated from Liparis nervosa. Their structures were elucidated by extensive spectroscopic analyses. Most of these compounds were investigated for their cytotoxicity in vitro against HCT116 human cancer cell line, and the results showed that chloride-(N-chloromethyl nervosine VII) induced tumor cell death in a dose-dependent manner. Furthermore, the mechanisms underlying its cytotoxicity were investigated, including apoptosis and autophagy...
June 29, 2018: Phytochemistry
Sylvian Cretton, Noémie Saraux, Aymeric Monteillier, Davide Righi, Laurence Marcourt, Grégory Genta-Jouve, Jean-Luc Wolfender, Muriel Cuendet, Philippe Christen
Chemical investigation of the dichloromethane extract of the aerial parts of Plectranthus scutellarioides led to the isolation and characterization of 10 diterpenoids with an abietane skeleton and one cembrane-type diterpenoid. Among them, six have not yet been described in the literature. Their structures were established by 1D and 2D NMR, UV and IR spectroscopy, and HRESIMS. The relative configuration was determined by Gauge-Independent Atomic Orbital NMR chemical shift calculations supported by the advanced statistical method DP4 plus and further confirmed by electronic circular dichroism...
June 27, 2018: Phytochemistry
André Lucio Franceschini Sarria, Taynara Lopes Silva, Juliana Magalhães de Oliveira, Milene Aparecida Rodrigues de Oliveira, João Batista Fernandes, Maria Fatima das Graças Fernandes da Silva, Paulo Cezar Vieira, Tiago Venancio, Elenilson de Godoy Alves Filho, João M Batista, Rafael Victorio Carvalho Guido
No abstract text is available yet for this article.
June 21, 2018: Phytochemistry
Violeta Milutinović, Marjan Niketić, Aleksej Krunić, Dejan Nikolić, Miloš Petković, Ljuboš Ušjak, Silvana Petrović
Four sesquiterpene lactones (SLs), including three undescribed proline-SL conjugates, the guaianolides calophyllamine A and 8-epiixerisamine A, and the eudesmanolide calophyllamine B, were isolated from the methanol extract of Hieracium calophyllum R. Uechtr. (Compositae) flowering heads. Another known guaianolide, crepiside E, was detected in Hieracium L. species for the first time. Their structures were elucidated using extensive 1D and 2D NMR spectroscopy in combination with HRMS. The isolated SLs were used as external standards for qualitative and quantitative LC-MS analysis of the dry methanol extracts of the flowering aerial parts of 28 Hieracium species from the Balkan Peninsula...
June 20, 2018: Phytochemistry
Duc Dat Le, Duc Hung Nguyen, Bing Tian Zhao, Jeong Ah Kim, Seok Kyu Kim, Byung Sun Min, Jae Sue Choi, Mi Hee Woo
Four undescribed 23,24-O-isopropylidene-19(18 → 17)-abeo-28-noroleanane-derived spirocyclic triterpenoids and an undescribed 28-noroleanane-derived spirocyclic triterpenoid, together with five known 28-noroleanane-derived spirocyclic triterpenoids, were isolated and identified. In addition, three undescribed iridoid glucosides and four known ones were also identified. All the isolates were identified using spectroscopic techniques, and the absolute configurations of 28-noroleanane-derived spirocyclic triterpenoids were determined by CD method for the first time...
June 18, 2018: Phytochemistry
Ivonne Suárez, Gesiane da Silva Lima, Raphael Conti, Cristina Pinedo, Javier Moraga, Javier Barúa, Ana Ligia L de Oliveira, Josefina Aleu, Rosa Durán-Patrón, Antonio J Macías-Sánchez, James R Hanson, Mônica Tallarico Pupo, Rosario Hernández-Galán, Isidro G Collado
A thorough study of the fermentation broth of three strains of Botrytis cinerea which were grown on a modified Czapek-Dox medium supplemented with 5 ppm copper sulphate, yielded five undescribed metabolites. These metabolites possessed a sesquiterpenoid (+)-4-epi-eremophil-9-ene carbon skeleton which was enantiomeric to that of the phytoalexin, capsidiol. The isolation of these metabolites when the fungus was stressed, suggests that they may be potential effectors used by B. cinerea to circumvent plant chemical defences against phytopathogenic fungi...
June 18, 2018: Phytochemistry
Maryse Vanderplanck, Gaétan Glauser
Plants produce a large array of specialized metabolites to protect themselves. Among these allelochemicals, alkaloids display highly diverse and complex structures that are directly related to their biological activities. Plant alkaloid profiling traditionally requires extensive and time-consuming sample preparation and analysis. Herein, we developed a rapid and efficient approach for the comprehensive profiling of alkaloids in plants using ultrahigh performance liquid chromatography-high resolution mass spectrometry (UHPLC-HRMS)-based metabolomics...
June 18, 2018: Phytochemistry
Tércio da Silva de Souza, Marcia Flores da Silva Ferreira, Luciano Menini, Jaqueline Rodrigues Cindra de Lima Souza, Carolina de Oliveira Bernardes, Adésio Ferreira
The essential oil of Psidium guajava L. has been studied for pharmacological and industrial purposes, without considering the plant's genotype regarding the heterogeneity of its composition. The present study aimed to characterize the chemotype diversity of the essential oil extracted from the leaves of 22 genotypes of P. guajava grown in two different environments in the state of Espírito Santo, Brazil, and to identify the different chemical markers present in these plants. Essential oil from the leaves of the P...
June 15, 2018: Phytochemistry
Qilong Huang, Juan Chen, Wanjin Zhang, Baoping Zhou, Chunlei Zhang, William H Gerwick, Zhengyu Cao
No abstract text is available yet for this article.
June 13, 2018: Phytochemistry
Niels Agerbirk, Annemarie Matthes, Pernille Ø Erthmann, Luisa Ugolini, Susanna Cinti, Eleni Lazaridi, Jean-Marc Nuzillard, Caroline Müller, Søren Bak, Patrick Rollin, Luca Lazzeri
Glucosinolates are found in plants of the order Brassicales and hydrolyzed to different breakdown products, particularly after tissue damage. In Barbarea vulgaris R.Br. (Brassicaceae), the dominant glucosinolate in the investigated "G-type" is glucobarbarin, (S)-2-hydroxy-2-phenylethylglucosinolate. Formation of the nitrile from glucobarbarin was observed in vitro, while a previously suggested thioamide (synonym thionamide) was not confirmed. Resedine (5-phenyl-1,3-oxazolidin-2-one) was detected after glucobarbarin hydrolysis in crushed B...
June 7, 2018: Phytochemistry
Bianca J Deans, Laura Tedone, Alex C Bissember, Jason A Smith
An investigation of the previously unexamined ancient Tasmanian clone Lomatia tasmanica W. M. Curtis (Proteaceae) and two other endemic species Lomatia tinctoria R. Br. and Lomatia polymorpha (Labill.) R. Br. was undertaken. This represents the first extensive natural products study in which individual phytochemical components have been isolated and identified from these three Lomatia species. Extraction of L. tasmanica leaves provided the naphthoquinone juglone (0.34% w/w), and n-alkanes nonacosane and heptacosane (0...
June 7, 2018: Phytochemistry
Xoaquín Moreira, Luis Abdala-Roberts, Andrea Galmán, Marta Francisco, María de la Fuente, Ana Butrón, Sergio Rasmann
Biogeographical factors and phylogenetic history are key determinants of inter-specific variation in plant defences. However, few studies have conducted broad-scale geographical comparisons of plant defences while controlling for phylogenetic relationships, and, in doing so, none have separated constitutive from induced defences. This gap has limited our understanding of how historical or large-scale processes mediate biogeographical patterns in plant defences since these may be contingent upon shared evolutionary history and phylogenetic constraints...
June 7, 2018: Phytochemistry
Marcelo Claro de Souza, Marina Corrêa Scalon, Charlotte Poschenrieder, Roser Tolrà, Tiago Venâncio, Simone Pádua Teixeira, Fernando Batista Da Costa
Mechanisms to detoxify aluminium (Al) is a hot topic for cultivated plants. However, little information is known about the mechanisms used by native plants to deal with Al-toxicity. In Cerrado, some generalist mistletoe species, such as Passovia ovata (Pohl ex DC.) Kuijt and Struthanthus polyanthus Mart. can parasitize Al-accumulating and Al-excluding plant species without any clear symptoms of toxicity and mineral deficiency, while Psittacanthus robustus (Mart.) Marloth, a more specialist mistletoe, seems to be an Al-dependent species, parasitizing only Al-accumulating hosts...
June 4, 2018: Phytochemistry
Fu-Ying Qin, Li-Zhi Cheng, Yong-Ming Yan, Bao-Hua Liu, Yong-Xian Cheng
Choushenosides A-C, three dimeric catechin glucosides, were isolated from the roots of Codonopsis pilosula cultivated at high elevations in Yunnan province of the People's Republic of China. The structures of these substances were determined by using spectroscopic and chemical methods. Biological evaluation showed that choushenoside C is a dose-dependent inhibitor of SIRT1.
June 1, 2018: Phytochemistry
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