Read by QxMD icon Read

Journal of Natural Products

Joshua A Homer, Jonathan Sperry
Mushrooms are known to produce over 140 natural products bearing an indole heterocycle. In this review, the isolation of these mushroom-derived indole alkaloids is discussed, along with their associated biological activities.
July 19, 2017: Journal of Natural Products
Joshua N Buckler, Tamaryn Meek, Martin G Banwell, Paul D Carr
A total synthesis of compound 3 from d-(-)-tartaric acid is reported, thereby establishing that the structure, including relative stereochemistry, originally assigned to the cyclic carbonate-containing natural product aspergillusol B is correct.
July 19, 2017: Journal of Natural Products
Zhe-Ling Feng, Le-Le Zhang, Yuan-Dong Zheng, Qian-Yu Liu, Jing-Xin Liu, Lu Feng, Li Huang, Qing-Wen Zhang, Jin-Jian Lu, Li-Gen Lin
Nine new norditerpenoids and dinorditerpenoids, 2-oxonagilactone A (1), 7β-hydroxynagilactone D (2), nagilactones K and L (3 and 4), 3β-hydroxynagilactone L (5), 2β-hydroxynagilactone L (6), 3-epi-15-hydroxynagilactone D (7), 1α-chloro-2β,3β,15-trihydroxynagilactone L (8), and 15-hydroxynagilactone L (9), were isolated from the seeds of Podocarpus nagi, along with eight known analogues. The structures of the new compounds were established based on detailed NMR and HRESIMS analysis, as well as from their ECD spectra...
July 18, 2017: Journal of Natural Products
Anil Yilmaz, Rachel Saylor Crowley, Alexander M Sherwood, Thomas E Prisinzano
Columbin (1) is a furanolactone diterpene isolated from the roots of Jateorhiza and Tinospora species. These species generally grow in Asia and Africa and have been used in folk medicine for their apparent analgesic and antipyretic activities. Columbin (1) is of particular interest due to its structural similarity to the known kappa-opioid receptor (KOR) agonist salvinorin A. Given that the KOR is of interest in the study of many serious diseases, such as anxiety, depression, and drug addiction, obtaining natural or semisynthetic molecules with KOR activity recently has gained much interest...
July 18, 2017: Journal of Natural Products
Rasmus Dam Wollenberg, Wagma Saei, Klaus Ringsborg Westphal, Carina Sloth Klitgaard, Kåre Lehmann Nielsen, Erik Lysøe, Donald Max Gardiner, Reinhard Wimmer, Teis Esben Sondergaard, Jens Laurids Sørensen
Production of chrysogine has been reported from several fungal genera including Penicillium, Aspergillus, and Fusarium. Anthranilic acid and pyruvic acid, which are expected precursors of chrysogine, enhance production of this compound. A possible route for the biosynthesis using these substrates is via a nonribosomal peptide synthetase (NRPS). Through comparative analysis of the NRPSs from genome-sequenced producers of chrysogine we identified a candidate NRPS cluster comprising five additional genes named chry2-6...
July 14, 2017: Journal of Natural Products
Karina Gutiérrez-García, Adriana Neira-González, Rosa Martha Pérez-Gutiérrez, Giovana Granados-Ramírez, Ramon Zarraga, Kazimierz Wrobel, Francisco Barona-Gómez, Luis B Flores-Cotera
2,4-Diacetylphloroglucinol (DAPG) (1) is a phenolic polyketide produced by some plant-associated Pseudomonas species, with many biological activities and ecological functions. Here, we aimed at reconstructing the natural history of DAPG using phylogenomics focused at its biosynthetic gene cluster or phl genes. In addition to around 1500 publically available genomes, we obtained and analyzed the sequences of nine novel Pseudomonas endophytes isolated from the antidiabetic medicinal plant Piper auritum. We found that 29 organisms belonging to six Pseudomonas species contain the phl genes at different frequencies depending on the species...
July 13, 2017: Journal of Natural Products
Paolo Luciano, Concetta Imperatore, Maria Senese, Anna Aiello, Marcello Casertano, Yue-W Guo, Marialuisa Menna
The full absolute configuration assignment of phosphoeleganin (1), a recently discovered marine-derived phosphorylated polyketide with protein tyrosine phosphatase 1B inhibitory activity, was achieved. It was based on the synthesis of model diasteroisomeric compounds of the C-8-C-12 segment portion of phosphoeleganin, chiral derivatization methods, and application of the universal NMR database concept.
July 12, 2017: Journal of Natural Products
Carmen Schleissner, Librada M Cañedo, Pilar Rodríguez, Cristina Crespo, Paz Zúñiga, Ana Peñalver, Fernando de la Calle, Carmen Cuevas
The polyketide pederin family are cytotoxic compounds isolated from insects, lichen, and marine sponges. During the past decade, different uncultivable bacteria symbionts have been proposed as the real producers of these compounds, such as those found in insects, lichen, and marine sponges, and their trans-AT polyketide synthase gene clusters have been identified. Herein we report the isolation and biological activities of a new analogue of the pederin family, compound 1, from the culture of a marine heterotrophic alphaproteobacterium, Labrenzia sp...
July 11, 2017: Journal of Natural Products
Marinella De Leo, Lorenzo Peruzzi, Carlotta Granchi, Tiziano Tuccinardi, Filippo Minutolo, Nunziatina De Tommasi, Alessandra Braca
Four new flavonol glycosides (1-4), two oligosaccharides (5, 6), one α-ionone (7), and three triterpenoid saponins (8-10), together with four known secondary metabolites (11-14), were isolated from the aerial parts of Polygala flavescens ssp. flavescens. All structures were elucidated on the basis of their spectroscopic and spectrometric data. The isolates were assayed for their inhibitory activity against isoform 5 of human lactate dehydrogenase, and compound 11 (3,6'-di-O-sinapoylsucrose) showed an IC50 value of 90...
July 10, 2017: Journal of Natural Products
Siwen Niu, Zuo-Wang Fan, Chun-Lan Xie, Qingmei Liu, Zhu-Hua Luo, Guangming Liu, Xian-Wen Yang
A novel spiro-tetracyclic diterpene, spirograterpene A (1), was isolated from the deep-sea-derived fungus Penicillium granulatum MCCC 3A00475, together with two biosynthetically related cyclopianes, conidiogenone I (2) and conidiogenone C (3). The relative configuration of 1 was elucidated by extensive spectroscopic analyses, and the absolute structure was established by the modified Mosher's method. Compound 1 is the second example of a diterpene featuring a 5/5/5/5 spirocyclic carbon skeleton. It showed modest antiallergic activity...
July 10, 2017: Journal of Natural Products
Venkatanambi Kamalakkannan, Angela A Salim, Robert J Capon
Cane toads are an invasive pest species in which all life stages employ cardiotoxic bufagenins as a chemical defense against predators. Curiously, the bufagenin profiles of eggs and tadpoles are more complex than those of parotoid secretion, the principle mechanism of toxin delivery in adult toads. In an effort to understand this complexity, we determined that selected strains of adult toad parotoid-gland-associated Gram-positive bacteria, Bacillus spp., were capable of biotransforming secreted bufagenins, marinobufagenin (1), telocinobufagenin (2), bufalin (3), and resibufagenin (4), to hydroxylated scaffolds commonly encountered in cane toad eggs and tadpoles...
July 10, 2017: Journal of Natural Products
Rudi Hendra, Paul A Keller
Phytochemical studies of two Australian Anigozanthos (kangaroo paw) species, A. rufus and A. pulcherrimus, resulted in the identification of 13 secondary metabolites. 2-Amino-6-O-p-coumarylheptanedioic acid (3) and chalcone-5'-O-(4-O-p-coumaryl)-O-β-d-glucopyranoside (12) are reported as new compounds and are accompanied by nine flavonoids (2, 5-11, 13) and two anthocyanins (1, 4). Compounds 1 and 4 were isolated as red solids from A. rufus and are likely responsible for the coloration of the flowers. Compounds 1, 3, and 6 showed weak antimicrobial activities against Acinetobacter baumannii ATCC 19606 at concentrations of 52...
July 6, 2017: Journal of Natural Products
Seung Ho Shin, Seoung Rak Lee, Eunjung Lee, Ki Hyun Kim, Sanguine Byun
The twigs of Cinnamomum cassia, commonly referred to as Cinnamomi Ramulus, are widely used as one of the primary ingredients in Chinese/Korean traditional medicines that have anticancer effects. However, the active constituents responsible for its anticancer effects and their molecular mechanisms still remain to be elucidated. Caffeic acid phenethyl ester (CAPE) and caffeic acid (CA) were isolated for the first time from C. cassia using LC-MS-guided phytochemical isolation methods. CAPE significantly suppressed EGF- and TPA-induced cell transformation of JB6 P+ cells at sub-micromolar concentrations, whereas CA, a structurally similar compound to CAPE, had no such effect...
July 6, 2017: Journal of Natural Products
M Eugenia Flores-Giubi, María J Durán-Peña, José M Botubol-Ares, Felipe Escobar-Montaño, David Zorrilla, Antonio J Macías-Sánchez, Rosario Hernández-Galán
A novel diterpenoid, gaditanone (2), which possesses an unprecedented 5/6/4/6-fused gaditanane tetracyclic ring skeleton, and a new jatrophane (1) were isolated from the aerial parts of Euphorbia gaditana. The chemical structures and absolute configurations were determined by extensive spectroscopic NMR studies and ECD data analysis. A proposed biosynthetic pathway is presented for compound 2.
July 5, 2017: Journal of Natural Products
Mélissa Esposito, Louis-Félix Nothias, Pascal Retailleau, Jean Costa, Fanny Roussi, Johan Neyts, Pieter Leyssen, David Touboul, Marc Litaudon, Julien Paolini
Six new premyrsinol esters (1-6) and one new myrsinol ester (8) were isolated from an aerial parts extract of Euphorbia pithyusa, together with a known premyrsinol (7) and two known dideoxyphorbol esters (9 and 10), following a bioactivity-guided purification procedure using a chikungunya virus (CHIKV) cell-based assay. The structures of the new diterpene esters (1-6 and 8) were elucidated by MS and NMR spectroscopic data interpretation. Compounds 1-10 were evaluated against CHIKV replication, and results showed that the β-dideoxyphorbol ester 10 was the most active compound, with an EC50 value of 4...
July 3, 2017: Journal of Natural Products
Tsegaye Deyou, Makungu Marco, Matthias Heydenreich, Fangfang Pan, Amra Gruhonjic, Paul A Fitzpatrick, Andreas Koch, Solomon Derese, Jerry Pelletier, Kari Rissanen, Abiy Yenesew, Máté Erdélyi
A new isoflavone, 8-prenylmilldrone (1), and four new rotenoids, oblarotenoids A-D (2-5), along with nine known compounds (6-14), were isolated from the CH2Cl2/CH3OH (1:1) extract of the leaves of Millettia oblata ssp. teitensis by chromatographic separation. The purified compounds were identified by NMR spectroscopic and mass spectrometric analyses, whereas the absolute configurations of the rotenoids were established on the basis of chiroptical data and in some cases by single-crystal X-ray crystallography...
June 30, 2017: Journal of Natural Products
Václav Mik, Zuzana Mičková, Karel Doležal, Ivo Frébort, Tomáš Pospíšil
Discadenine (1), a self-spore germination inhibitor from the cellular slim mold Dictyostelium discoideum, is structurally related to the plant hormone cytokinin. This compound was synthesized from l-aspartic acid, and its activities were confirmed by three classical cytokinin bioassays as well as by using binding and activation assays with the Arabidopsis cytokinin receptors AHK3 and CRE1/AHK4.
June 30, 2017: Journal of Natural Products
Vinod S Patil, Angela M Gutierrez, Manjula Sunkara, Andrew J Morris, J Zach Hilt, Douglass S Kalika, Thomas D Dziubla
Curcumin has recently gained interest for use in drug delivery, chemical sensing, and environmental applications. As a result, the development of synthesis strategies for the incorporation of curcumin into novel materials has become a priority. One such strategy, curcumin acrylation, involves the introduction of acrylate functional groups to the curcumin scaffold, with the potential generation of mono-, di-, and triacrylate curcumin species. The relative populations of these species in the resulting multiacrylate mixture can be controlled by the ratio of curcumin to acryloyl chloride in the initial reaction formulation...
June 29, 2017: Journal of Natural Products
Yan Li, Qun Yue, Dinith R Jayanetti, Dale C Swenson, Geoffrey A Bartholomeusz, Zhiqiang An, James B Gloer, Gerald F Bills
Auxarthrones A-E (1-5), five new phenalenones, and two new naturally occurring cyclic tetrapeptides, auxarthrides A (7) and B (8), were obtained from three different solvent extracts of cultures of the coprophilous fungus Auxarthron pseudauxarthron. Auxarthrones C (3) and E (5) possess an unusual 7a,8-dihydrocyclopenta[a]phenalene-7,9-dione ring system that has not been previously observed in natural products. Formation of 1-5 was found to be dependent on the solvent used for culture extraction. The structures of these new compounds were elucidated primarily by analysis of NMR and MS data...
June 28, 2017: Journal of Natural Products
Hua-Yi Jiang, Wei-Guang Wang, Jian-Wei Tang, Miao Liu, Xing-Ren Li, Kun Hu, Xue Du, Xiao-Nian Li, Hong-Bin Zhang, Jian-Xin Pu, Han-Dong Sun
Fourteen new diterpenoids (1-14) based on four skeletal types and two known analogues (15 and 16) were isolated from the aerial parts of Isodon scoparius. Compound 2 is the first ent-kaurane diterpenoid featuring a 1,11-ether bridge, and the structures of these new compounds were established mainly by NMR and MS methods. The absolute configurations of 1 and 5 and the relative configuration of 3 were determined using single-crystal X-ray diffraction. The absolute configuration of 14 was determined by comparison of the experimental and calculated electronic circular dichroism spectra...
June 27, 2017: Journal of Natural Products
Fetch more papers »
Fetching more papers... Fetching...
Read by QxMD. Sign in or create an account to discover new knowledge that matter to you.
Remove bar
Read by QxMD icon Read

Search Tips

Use Boolean operators: AND/OR

diabetic AND foot
diabetes OR diabetic

Exclude a word using the 'minus' sign

Virchow -triad

Use Parentheses

water AND (cup OR glass)

Add an asterisk (*) at end of a word to include word stems

Neuro* will search for Neurology, Neuroscientist, Neurological, and so on

Use quotes to search for an exact phrase

"primary prevention of cancer"
(heart or cardiac or cardio*) AND arrest -"American Heart Association"