@article{GonzalezChavarriaDupratRoaetal.2020,
  author    = {Gonzalez-Chavarria, Ivan and Duprat, Felix and Roa, Francisco J. and Jara, Nery and Toledo, Jorge R. and Miranda, Felipe and Becerra, Jose and Inostroza, Alejandro and Kelling, Alexandra and Schilde, Uwe and Heydenreich, Matthias and Paz, Cristian},
  title     = {Maytenus disticha extract and an isolated β-Dihydroagarofuran induce mitochondrial depolarization and apoptosis in human cancer cells by increasing mitochondrial reactive oxygen species},
  series = {Biomolecules},
  volume    = {10},
  journal   = {Biomolecules},
  number    = {3},
  publisher = {MDPI},
  address   = {Basel},
  issn      = {2218-273X},
  doi       = {10.3390/biom10030377},
  pages     = {15},
  year      = {2020},
  abstract  = {Maytenus disticha (Hook F.), belonging to the Celastraceae family, is an evergreen shrub, native of the central southern mountains of Chile. Previous studies demonstrated that the total extract of M. disticha (MD) has an acetylcholinesterase inhibitory activity along with growth regulatory and insecticidal activities. beta-Dihydroagarofurans sesquiterpenes are the most active components in the plant. However, its activity in cancer has not been analyzed yet. Here, we demonstrate that MD has a cytotoxic activity on breast (MCF-7), lung (PC9), and prostate (C4-2B) human cancer cells with an IC50 (mu g/mL) of 40, 4.7, and 5 mu g/mL, respectively, an increasing Bax/Bcl2 ratio, and inducing a mitochondrial membrane depolarization. The beta-dihydroagarofuran-type sesquiterpene (MD-6), dihydromyricetin (MD-9), and dihydromyricetin-3-O-beta-glucoside (MD-10) were isolated as the major compounds from MD extracts. From these compounds, only MD-6 showed cytotoxic activity on MCF-7, PC9, and C4-2B with an IC50 of 31.02, 17.58, and 42.19 mu M, respectively. Furthermore, the MD-6 increases cell ROS generation, and MD and MD-6 induce a mitochondrial superoxide generation and apoptosis on MCF-7, PC9, and C4-2B, which suggests that the cytotoxic effect of MD is mediated in part by the beta-dihydroagarofuran-type that induces apoptosis by a mitochondrial dysfunction.},
  language  = {en}
}
@article{BoehmerDoerrenbaecherFringsetal.1996,
  author    = {B{\"o}hmer, Volker and D{\"o}rrenb{\"a}cher, Ralph and Frings, Michael and Heydenreich, Matthias and DePaoli, Diana and Vogt, Walter and Ferguson, George and Thondorf, Iris},
  title     = {Annelated calixarenes composed of Calix[4]arenes with hydroxy groups in the endo and exo position},
  year      = {1996},
  language  = {en}
}
@article{HeydenreichPoleschnerSchilde1996,
  author    = {Heydenreich, Matthias and Poleschner, Helmut and Schilde, Uwe},
  title     = {Fluoroselenenylation of Acetylenes with Xenon Difluoride-Diorganyl Diselenides : synthesis and structure elucidation of functionalized Vicinal (E)-Fluoro(organylseleno)olefins},
  year      = {1996},
  language  = {en}
}
@article{PoleschnerHeydenreich1997,
  author    = {Poleschner, Helmut and Heydenreich, Matthias},
  title     = {1H and 13C NMR Spectra and One-Bond 13C,13C Coupling Constants of 2-Alken-4-yn-1-ols, (E)-2-Alken-4-yn-1-yl Acetates and (E)-2-Alken-4-yn-1-als},
  year      = {1997},
  language  = {en}
}
@article{PoleschnerHeydenreichSpindleretal.1994,
  author    = {Poleschner, Helmut and Heydenreich, Matthias and Spindler, Karla and Haufe, G.},
  title     = {Fluoroselenenylation of acetylenes with xenon difluoride/diorganyl diselenides and xenon difluoride/ phenylseleno trialkylsilanes},
  year      = {1994},
  language  = {en}
}
@article{HaebelHejaziFrohbergetal.2008,
  author    = {Haebel, Sophie and Hejazi, Mahdi and Frohberg, Claus and Heydenreich, Matthias and Ritte, Gerhard},
  title     = {Mass spectrometric quantification of the relative amounts of C6 and C3 position phosphorylated glucosyl residues in starch},
  issn      = {0003-2697},
  year      = {2008},
  abstract  = {The quantification of phosphate bound to the C6 and C3 positions of glucose residues in starch has received increasing interest since the importance of starch phosphorylation for plant metabolism was discovered. The method described here is based on the observation that the isobaric compounds glucose-6-phosphate (Glc6P) and glucose-3- phosphate (Glc3P) exhibit significantly different fragmentation patterns in negative ion electrospray tandem mass spectrometry (MS/MS). A simple experiment involving collision-induced dissociation (CID) MS2 spectra of the sample and the two reference substances Glc3P and Glc6P permitted the quantification of the relative amounts of the two compounds in monosaccharide mixtures generated by acid hydrolysis of starch. The method was tested on well-characterized potato tuber starch. The results are consistent with those obtained by NMR analysis. In contrast to NMR, however, the presented method is fast and can be performed on less than 1 mg of starch. Starch samples of other origins exhibiting a variety of phosphorylation degrees were analyzed to assess the sensitivity and robustness of the method.},
  language  = {en}
}
@article{PoleschnerHeydenreich1995,
  author    = {Poleschner, Helmut and Heydenreich, Matthias},
  title     = {13C NMR chemical shifts of unbranched 2-Alkyn-1-ols, w-Alkyn-1-ols and "internal" Alkyn-1-ols},
  year      = {1995},
  language  = {en}
}
@article{MagadulaMasimbaTarimoetal.2014,
  author    = {Magadula, Joseph J. and Masimba, Pax J. and Tarimo, Rose B. and Msengwa, Zaituni and Mbwambo, Zakariah H. and Heydenreich, Matthias and Breard, Dimitri and Richomme, Pascal},
  title     = {Mammea-type coumarins from Mammea usambarensis Verdc.},
  series = {Biochemical systematics and ecology},
  volume    = {56},
  journal   = {Biochemical systematics and ecology},
  publisher = {Elsevier},
  address   = {Oxford},
  issn      = {0305-1978},
  doi       = {10.1016/j.bse.2014.05.004},
  pages     = {65 -- 67},
  year      = {2014},
  abstract  = {Phytochemical investigations of Mammea usambarensis resulted into the isolation a delta-tocotrienol (1) and five known mammea-type coumarins (2-6). Their structures were determined by NMR, IR, and LC-MS spectroscopic methods and by comparison of their spectral and physical data with those reported previously in the literature. The presence of these compounds is consistent with the compound classes reported from other members of the genus Mammal. Compound 6 is isolated from the Mammea genus for the first time. This is the new source of mammea-type coumarin compounds while the chemotaxonomic significance of this investigation is summarized. (C) 2014 Elsevier Ltd. All rights reserved.},
  language  = {en}
}
@article{PazBecerraSilvaetal.2015,
  author    = {Paz, Cristian and Becerra, Jose and Silva, Mario and Burgos, Viviana and Heydenreich, Matthias and Schmidt, Bernd and Thu Tran, and Vetter, Irina},
  title     = {(-)-Pentylsedinine, a New Alkaloid from the Leaves of Lobelia tupa with Agonist Activity at Nicotinic Acetylcholine Receptor},
  series = {Natural product communications : an international journal for communications and reviews},
  volume    = {10},
  journal   = {Natural product communications : an international journal for communications and reviews},
  number    = {8},
  publisher = {NPC},
  address   = {Westerville},
  issn      = {1934-578X},
  pages     = {1355 -- 1357},
  year      = {2015},
  abstract  = {Lobelia tupa, also called devil's tobacco, is a native plant from the center-south of Chile which has been used by the native people of Chile as a hallucinogenic and anesthetic plant. A new piperidine alkaloid, called pentylsedinine, which comprises five carbons in the side chain, was isolated from the aerial part of L. tupa, along with lobeline and lobelanidine. The structure was established on the basis of 1D and 2D NMR spectroscopy. While lobeline is a neutral antagonist at alpha 3 beta 2/alpha 3 beta 4 nAChR and alpha 7 nAChR, both lobelanidine and pentylsedinine act as partial agonists at nAChR},
  language  = {en}
}
@article{BarazaNeserJacksonetal.2016,
  author    = {Baraza, Lilechi D. and Neser, Wekesa and Jackson, Korir Cheruiyot and Fredrick, Juma B. and Dennis, Ochieno and Wairimu, Kamau R. and Keya, Aggrey Osogo and Heydenreich, Matthias},
  title     = {Antimicrobial Coumarins from the Oyster Culinary-Medicinal Mushroom, Pleurotus ostreatus (Agaricomycetes), from Kenya},
  series = {International journal of medicinal mushrooms},
  volume    = {18},
  journal   = {International journal of medicinal mushrooms},
  publisher = {Begell House},
  address   = {Danbury},
  issn      = {1521-9437},
  doi       = {10.1615/IntJMedMushrooms.v18.i10.60},
  pages     = {905 -- 913},
  year      = {2016},
  abstract  = {Pleurotus ostreatus has been widely used as food because of its nutritional and medicinal properties. These have been attributed to the presence of macronutrients, minerals, vitamins, and amino acids, among other secondary metabolites. There are, however, few reports on the antimicrobial activities of different classes of purified compounds from P. ostreatus. This led to the current study, the objective of which was to chemically characterize the antibiotic activities of P. ()streams against selected human pathogenic bacteria and endophytic fungi. Chemical structures were determined using spectroscopic methods and by comparison with values of related structures reported in the literature. Pure compounds from P. ostreatus were tested in vitro against pathogenic bacteria (Staphylococcus aureus and Escherichia coli) and endophytic fungi (Pencillium digitatum and Fusarium prolferatum). A new compound, (E)-5,7-dimethoxy-6-(3-methylbuta-1,3-dienyl)-2H-chromen-2-one (5-methoxy-(E)-suberodiene) (compound 2), along with ergosterol (compound I.) and 5,7-dimethoxy-6-(3-methylbut-2-enyl)-2H-chromen-2-one (toddaculin; compound 3), were isolated from the fruiting bodies of P. ostreatus. The growth of S. aureus,E proliferatum, and P. digitatum colonies was inhibited in media containing compound 2, with minimum inhibitory concentrations closely comparable to those of conventional antibiotics.},
  language  = {en}
}