Full Text Journal Articles by
Author Christian Paetz

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Two bi-functional cytochrome P450 CYP72 enzymes from olive (Olea europaea) catalyze the oxidative C-C bond cleavage in the biosynthesis of secoxy-iridoids - flavor and quality determinants in olive oil.

Carlos E Rodríguez-López, Benke Hong, Christian Paetz, Yoko Nakamura, Konstantinos Koudounas, Valentina Passeri, Luciana Baldoni, Fiammetta Alagna, Ornella Calderini, Sarah E O'Connor,

Olive (Olea europaea) is an important crop in Europe, with high cultural, economic and nutritional significance. Olive oil flavor and quality depend on phenolic secoiridoids, but the biosynthetic pathway of these iridoids remains largely uncharacterized. We discovered two bifunctional cytochrome P450 enzymes, catalyzing the rare oxidative C-C bond cleavage of ... Read more >>

New Phytol (The New phytologist)
[2020, :]

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Glucosylation prevents plant defense activation in phloem-feeding insects.

Osnat Malka, Michael L A E Easson, Christian Paetz, Monika Götz, Michael Reichelt, Beate Stein, Katrin Luck, Aleksa Stanišić, Ksenia Juravel, Diego Santos-Garcia, Lilach L Mondaca, Simon Springate, John Colvin, Stephan Winter, Jonathan Gershenzon, Shai Morin, Daniel G Vassão,

The metabolic adaptations by which phloem-feeding insects counteract plant defense compounds are poorly known. Two-component plant defenses, such as glucosinolates, consist of a glucosylated protoxin that is activated by a glycoside hydrolase upon plant damage. Phloem-feeding herbivores are not generally believed to be negatively impacted by two-component defenses due to ... Read more >>

Nat Chem Biol (Nature chemical biology)
[2020, :]

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Canditate metabolites for ash dieback tolerance in Fraxinus excelsior.

Miguel Nemesio-Gorriz, Riya C Menezes, Christian Paetz, Almuth Hammerbacher, Marijke Steenackers, Kurt Schamp, Monica Höfte, Aleš Svatoš, Jonathan Gershenzon, Gerry C Douglas,

Ash dieback, a forest epidemic caused by the invasive fungus Hymenoscyphus fraxineus, threatens ash trees throughout Europe. Within Fraxinus excelsior populations, a small proportion of genotypes show a low susceptibility to the pathogen. We compared the metabolomes from a cohort of low-susceptibility ash genotypes with a cohort of high-susceptibility ash ... Read more >>

J Exp Bot (Journal of experimental botany)
[2020, 71(19):6074-6083]

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Two bi-functional cytochrome P450 CYP72 enzymes from olive (Olea europaea) catalyze the oxidative C-C bond cleavage in the biosynthesis of secoxy-iridoids - flavor and quality determinants in olive oil

Carlos Rodríguez-López, Benke Hong, Christian Paetz, Yoko Nakamura, Konstantinos Koudounas, Valentina Passeri, Luciana Baldoni, Fiammetta Alagna, Ornella Calderini, Sarah O’Connor,

Summary <jats:list list-type="bullet"><jats:list-item> Olive ( Olea europaea ) is an important crop in Europe, with high cultural, economic, and nutritional significance. Olive oil flavor and quality depend on phenolic secoiridoids, but the biosynthetic pathway of these iridoids remains largely uncharacterized. <jats:list-item> We discovered two novel, bi-functional cytochrome P450 enzymes, catalysing ... Read more >>

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Dimerization of conserved ascaroside building blocks generates species-specific male attractants in Caenorhabditis nematodes.

Chuanfu Dong, Franziska Dolke, Siva Bandi, Christian Paetz, Stephan H von Reuß,

Comparative ascaroside profiling of Caenorhabditis nematodes using HPLC-ESI-(-)-MS/MS precursor ion scanning revealed a class of highly species-specific ascaroside dimers. Their 2- and 4-isomeric, homo- and heterodimeric structures were identified using a combination of HPLC-ESI-(+)-HR-MS/MS spectrometry and high-resolution dqf-COSY NMR spectroscopy. Structure assignments were confirmed by total synthesis of representative examples. ... Read more >>

Org Biomol Chem (Organic & biomolecular chemistry)
[2020, 18(27):5253-5263]

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Chrysosplenol d, a Flavonol from Artemisia annua, Induces ERK1/2-Mediated Apoptosis in Triple Negative Human Breast Cancer Cells.

Sophia J Lang, Michael Schmiech, Susanne Hafner, Christian Paetz, Katharina Werner, Menna El Gaafary, Christoph Q Schmidt, Tatiana Syrovets, Thomas Simmet,

Triple negative human breast cancer (TNBC) is an aggressive cancer subtype with poor prognosis. Besides the better-known artemisinin, Artemisia annua L. contains numerous active compounds not well-studied yet. High-performance liquid chromatography coupled with diode-array and mass spectrometric detection (HPLC-DAD-MS) was used for the analysis of the most abundant compounds of ... Read more >>

Int J Mol Sci (International journal of molecular sciences)
[2020, 21(11):]

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The Occurrence of Sulfated Salicinoids in Poplar and Their Formation by Sulfotransferase1.

Nathalie D Lackus, Andrea Müller, Tabea D U Kröber, Michael Reichelt, Axel Schmidt, Yoko Nakamura, Christian Paetz, Katrin Luck, Richard L Lindroth, C Peter Constabel, Sybille B Unsicker, Jonathan Gershenzon, Tobias G Köllner,

Salicinoids form a specific class of phenolic glycosides characteristic of the Salicaceae. Although salicinoids accumulate in large amounts and have been shown to be involved in plant defense, their biosynthesis is unclear. We identified two sulfated salicinoids, salicin-7-sulfate and salirepin-7-sulfate, in black cottonwood (Populus trichocarpa). Both compounds accumulated in high ... Read more >>

Plant Physiol. (Plant physiology)
[2020, 183(1):137-151]

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Prenyleudesmanes and A Hexanorlanostane from the Roots of Lonicera macranthoides.

Hui Lyu, Wenjuan Liu, Bai Bai, Yu Shan, Christian Paetz, Xu Feng, Yu Chen,

Three previously undescribed compounds, two prenyleudesmanes (1 and 2), and one hexanorlanostane (3), were isolated from the roots of Lonicera macranthoides. Their structures were established based on 1D and 2D nuclear magnetic resonance (NMR) spectra and high-resolution electrospray ionization mass spectral (HR-ESI-MS) data. The absolute configurations of 1 and 3 ... Read more >>

Molecules (Molecules (Basel, Switzerland))
[2019, 24(23):]

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Aboveground phytochemical responses to belowground herbivory in poplar trees and the consequence for leaf herbivore preference.

Sandra Lackner, Nathalie D Lackus, Christian Paetz, Tobias G Köllner, Sybille B Unsicker,

Belowground (BG) herbivory can influence aboveground (AG) herbivore performance and food preference via changes in plant chemistry. Most evidence for this phenomenon derives from studies in herbaceous plants but studies in woody plants are scarce. Here we investigated whether and how BG herbivory on black poplar (Populus nigra) trees by ... Read more >>

Plant Cell Environ. (Plant, cell & environment)
[2019, 42(12):3293-3307]

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A cytochrome P450 from the mustard leaf beetles hydroxylates geraniol, a key step in iridoid biosynthesis.

Nanxia Fu, Zhi-Ling Yang, Yannick Pauchet, Christian Paetz, Wolfgang Brandt, Wilhelm Boland, Antje Burse,

Larvae of the leaf beetle Phaedon cochleariae synthesize the iridoid chysomelidial via the mevalonate pathway to repel predators. The normal terpenoid biosynthesis is integrated into the dedicated defensive pathway by the ω-hydroxylation of geraniol to (2E,6E)-2,6-dimethylocta-2,6-diene-1,8-diol (ω-OH-geraniol). Here we identify and characterize the P450 monooxygenase CYP6BH5 as the geraniol hydroxylase ... Read more >>

Insect Biochem. Mol. Biol. (Insect biochemistry and molecular biology)
[2019, 113:103212]

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Ascaroside Signaling in the Bacterivorous Nematode Caenorhabditis remanei Encodes the Growth Phase of Its Bacterial Food Source.

Franziska Dolke, Chuanfu Dong, Siva Bandi, Christian Paetz, Gaétan Glauser, Stephan H von Reuß,

A novel class of species-specific modular ascarosides that integrate additional fatty acid building blocks was characterized in the nematode Caenorhabditis remanei using a combination of HPLC-ESI-(-)-MS/MS precursor ion scanning, microreactions, HR-MS/MS, MSn, and NMR techniques. The structure of the dominating component carrying a cyclopropyl fatty acid moiety was established by ... Read more >>

Org. Lett. (Organic letters)
[2019, 21(15):5832-5837]

Cited: 1 time

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Antitumor activity of an Artemisia annua herbal preparation and identification of active ingredients.

Sophia J Lang, Michael Schmiech, Susanne Hafner, Christian Paetz, Carmen Steinborn, Roman Huber, Menna El Gaafary, Katharina Werner, Christoph Q Schmidt, Tatiana Syrovets, Thomas Simmet,

BACKGROUND:Artemisia annua L. has gained increasing attention for its anticancer activity. However, beside artemisinin, less is known about the possible bioactive ingredients of Artemisia annua and respective herbal preparations. We hypothesized that, in addition to artemisinin, Artemisia annua preparations might contain multiple ingredients with potential anticancer activity. METHODS:MDA-MB-231 triple negative ... Read more >>

Phytomedicine (Phytomedicine : international journal of phytotherapy and phytopharmacology)
[2019, 62:152962]

Cited: 4 times

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A cytochrome P450 from juvenile mustard leaf beetles hydroxylates geraniol, a key step in iridoid biosynthesis

Nanxia Fu, Zhi-ling Yang, Yannick Pauchet, Christian Paetz, Wolfgang Brandt, Wilhelm Boland, Antje Burse,

Abstract Juveniles of the leaf beetle Phaedon cochleariae synthesize iridoid via the mevalonate pathway to repel predators. The normal terpenoid biosynthesis is integrated into the dedicated defensive pathway by the ω-hydroxylation of geraniol to 8-hydroxygeraniol. Here we identify and characterize the geraniol 8-hydroxylase as a P450 monooxygenase using integrated transcriptomic ... Read more >>

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Organ-specific distribution and non-enzymatic conversions indicate a metabolic network of phenylphenalenones in Xiphidium caeruleum.

Yu Chen, Christian Paetz, Bernd Schneider,

We investigated the organ-specific phytochemistry of the inflorescences, leaves at different stages of senescence, and roots of Xiphidium caeruleum (Haemodoraceae) and elucidated the structure of six undescribed compounds. Among these, a phenylcarbamoylnaphthoquinone (PCNQ), representing the first member of a class of undescribed phenylphenalenone-derived nitrogenous compounds, was identified and its spontaneous ... Read more >>

Phytochemistry (Phytochemistry)
[2019, 159:30-38]

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Formation of Nudicaulins In Vivo and In Vitro and the Biomimetic Synthesis and Bioactivity of O-Methylated Nudicaulin Derivatives.

Bettina Dudek, Florian Schnurrer, Hans-Martin Dahse, Christian Paetz, Anne-Christin Warskulat, Christiane Weigel, Kerstin Voigt, Bernd Schneider,

Nudicaulins are yellow flower pigments accounting for the color of the petals of Papaver nudicaule (Papaveraceae). These glucosidic compounds belong to the small group of indole/flavonoid hybrid alkaloids. Here we describe in vivo and in vitro experiments which substantiate the strongly pH-dependent conversion of pelargonidin glucosides to nudicaulins as the ... Read more >>

Molecules (Molecules (Basel, Switzerland))
[2018, 23(12):]

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The regulator of G-protein signalling Thn1 links pheromone response to volatile production in Schizophyllum commune.

Sophia Wirth, Maritta Kunert, Lisa-Marija Ahrens, Katrin Krause, Selina Broska, Christian Paetz, Olaf Kniemeyer, Elke-Martina Jung, Wilhelm Boland, Erika Kothe,

The regulator of G-protein signalling, Thn1, is involved in sexual development through pheromone signalling in the mushroom forming basidiomycete Schizophyllum commune affecting hyphal morphology and mating interactions. Thn1 plays a key role in coordinating sesquiterpene production, pheromone response and sexual development. The gene thn1 is transcriptionally regulated in response to ... Read more >>

Environ Microbiol (Environmental microbiology)
[2018, 20(10):3684-3699]

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Precursor-Directed Biosynthesis of Phenylbenzoisoquinolindione Alkaloids and the Discovery of a Phenylphenalenone-Based Plant Defense Mechanism.

Yu Chen, Christian Paetz, Bernd Schneider,

Phenylbenzoisochromenone glucosides (oxa-phenylphenalenone glucosides) occurring in some phenylphenalenone-producing plants of the Haemodoraceae undergo conversion to phenylbenzoisoquinolindiones (aza-phenylphenalenones) in extracts of Xiphidium caeruleum. Precursor-directed biosynthetic experiments were used to generate a series of new phenylbenzoisoquinolindiones from native phenylbenzoisochromenone glucosides and external amines, amino acids, and peptides. Intermediates of the conversion were ... Read more >>

J. Nat. Prod. (Journal of natural products)
[2018, 81(4):879-884]

Cited: 1 time

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A BAHD acyltransferase catalyzing 19-O-acetylation of tabersonine derivatives in roots of Catharanthus roseus enables combinatorial synthesis of monoterpene indole alkaloids.

Inês Carqueijeiro, Thomas Dugé de Bernonville, Arnaud Lanoue, Thu-Thuy Dang, Christiana N Teijaro, Christian Paetz, Kevin Billet, Angela Mosquera, Audrey Oudin, Sébastien Besseau, Nicolas Papon, Gaëlle Glévarec, Lucía Atehortùa, Marc Clastre, Nathalie Giglioli-Guivarc'h, Bernd Schneider, Benoit St-Pierre, Rodrigo B Andrade, Sarah E O'Connor, Vincent Courdavault,

While the characterization of the biosynthetic pathway of monoterpene indole alkaloids (MIAs) in leaves of Catharanthus roseus is now reaching completion, only two enzymes from the root counterpart dedicated to tabersonine metabolism have been identified to date, namely tabersonine 19-hydroxylase (T19H) and minovincine 19-O-acetyltransferase (MAT). Albeit the recombinant MAT catalyzes ... Read more >>

Plant J. (The Plant journal : for cell and molecular biology)
[2018, 94(3):469-484]

Cited: 4 times

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A Poly(A) Ribonuclease Controls the Cellotriose-Based Interaction between Piriformospora indica and Its Host Arabidopsis.

Joy M Johnson, Johannes Thürich, Elena K Petutschnig, Lothar Altschmied, Doreen Meichsner, Irena Sherameti, Julian Dindas, Anna Mrozinska, Christian Paetz, Sandra S Scholz, Alexandra C U Furch, Volker Lipka, Rainer Hedrich, Bernd Schneider, Aleš Svatoš, Ralf Oelmüller,

Piriformospora indica, an endophytic root-colonizing fungus, efficiently promotes plant growth and induces resistance to abiotic stress and biotic diseases. P. indica fungal cell wall extract induces cytoplasmic calcium elevation in host plant roots. Here, we show that cellotriose (CT) is an elicitor-active cell wall moiety released by P. indica into ... Read more >>

Plant Physiol. (Plant physiology)
[2018, 176(3):2496-2514]

Cited: 11 times

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Acylated Quinic Acids Are the Main Salicortin Metabolites in the Lepidopteran Specialist Herbivore Cerura vinula.

Felix Feistel, Christian Paetz, Riya C Menezes, Daniel Veit, Bernd Schneider,

Salicortin is a phenolic glucoside produced in Salicaceae as a chemical defense against herbivory. The specialist lepidopteran herbivorous larvae of Cerura vinula are able to overcome this defense. We examined the main frass constituents of C. vinula fed on Populus nigra leaves, and identified 11 quinic acid derivatives with benzoate and/or ... Read more >>

J. Chem. Ecol. (Journal of chemical ecology)
[2018, 44(5):497-509]

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Synthesis of methyl 4-dihydrotrisporate B and methyl trisporate B, morphogenetic factors of Zygomycetes fungi.

Yoko Nakamura, Christian Paetz, Wilhelm Boland,

(9Z)-Methyl 4-dihydrotrisporate B and (9Z)-methyl trisporate B, pheromones of Zygomycetes fungi, have been synthesized using Stille cross-coupling from previously described cyclohexenone precursors. Conducting the coupling without protection groups allowed for a short and stereospecific synthesis route of the late trisporoids. Stability studies for both the compounds revealed (9Z)-methyl trisporate B ... Read more >>

Z. Naturforsch., C, J. Biosci. (Zeitschrift fur Naturforschung. C, Journal of biosciences)
[2018, 73(1-2):59-66]

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Idesia polycarpa (Salicaceae) leaf constituents and their toxic effect on Cerura vinula and Lymantria dispar (Lepidoptera) larvae.

Felix Feistel, Christian Paetz, Sybille Lorenz, Franziska Beran, Grit Kunert, Bernd Schneider,

Phytochemical investigation of Idesia polycarpa (Salicaceae) resulted in the structure elucidation of nine previously undescribed phenolic natural products along with six known compounds. The compounds are structurally related to salicinoids that are known defense compounds from Salix and Populus species. The I. polycarpa diet was toxic, as shown in feeding experiments ... Read more >>

Phytochemistry (Phytochemistry)
[2017, 143:170-179]

Cited: 1 time

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A Conifer UDP-Sugar Dependent Glycosyltransferase Contributes to Acetophenone Metabolism and Defense against Insects.

Melissa H Mageroy, Sharon Jancsik, Macaire Man Saint Yuen, Michael Fischer, Stephen G Withers, Christian Paetz, Bernd Schneider, John Mackay, Joerg Bohlmann,

Acetophenones are phenolic compounds involved in the resistance of white spruce (Picea glauca) against spruce budworm (Choristoneura fumiferiana), a major forest pest in North America. The acetophenones pungenol and piceol commonly accumulate in spruce foliage in the form of the corresponding glycosides, pungenin and picein. These glycosides appear to be ... Read more >>

Plant Physiol. (Plant physiology)
[2017, 175(2):641-651]

Cited: 5 times

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Gut microbiota of the pine weevil degrades conifer diterpenes and increases insect fitness.

Aileen Berasategui, Hassan Salem, Christian Paetz, Maricel Santoro, Jonathan Gershenzon, Martin Kaltenpoth, Axel Schmidt,

The pine weevil (Hylobius abietis), a major pest of conifer forests throughout Europe, feeds on the bark and cambium, tissues rich in terpenoid resins that are toxic to many insect herbivores. Here, we report the ability of the pine weevil gut microbiota to degrade the diterpene acids of Norway spruce. ... Read more >>

Mol. Ecol. (Molecular ecology)
[2017, 26(15):4099-4110]

Cited: 27 times

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Gut microbiota of the pine weevil degrades conifer diterpenes and increases insect fitness

Aileen Berasategui, Hassan Salem, Christian Paetz, Maricel Santoro, Jonathan Gershenzon, Martin Kaltenpoth, Axel Schmdit,

Abstract The pine weevil ( Hylobius abietis ), a major pest of conifer forests throughout Europe, feeds on the bark and cambium, tissues rich in terpenoid resins that are toxic to many insect herbivores. Here we report the ability of the pine weevil gut microbiota to degrade the diterpene acids ... Read more >>

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