The stereochemical course of 2-methylisoborneol biosynthesis

• Binbin Gu,
• Anwei Hou and
• Jeroen S. Dickschat

Beilstein J. Org. Chem. 2022, 18, 818–824, doi:10.3762/bjoc.18.82

• ]. Recent research on its chemical ecology demonstrated that arthropodes are attracted by compound 1 which helps in the dispersion of Streptomyces spores [20]. The absolute configuration of (–)-1 has been established through a synthesis from (+)-camphor [21]. The biosynthesis of compound 1 was initially

Volatile emission and biosynthesis in endophytic fungi colonizing black poplar leaves

• Christin Walther,
• Pamela Baumann,
• Katrin Luck,
• Beate Rothe,
• Peter H. W. Biedermann,
• Jonathan Gershenzon,
• Tobias G. Köllner and
• Sybille B. Unsicker

Beilstein J. Org. Chem. 2021, 17, 1698–1711, doi:10.3762/bjoc.17.118

• Christin Walther Pamela Baumann Katrin Luck Beate Rothe Peter H. W. Biedermann Jonathan Gershenzon Tobias G. Kollner Sybille B. Unsicker Department of Biochemistry, Max Planck Institute for Chemical Ecology, Hans-Knöll Str. 8, 07745 Jena, Germany Chair of Forest Entomology and Protection

A new glance at the chemosphere of macroalgal–bacterial interactions: In situ profiling of metabolites in symbiosis by mass spectrometry

• Marine Vallet,
• Filip Kaftan,
• Veit Grabe,
• Fatemeh Ghaderiardakani,
• Simona Fenizia,
• Aleš Svatoš,
• Georg Pohnert and
• Thomas Wichard

Beilstein J. Org. Chem. 2021, 17, 1313–1322, doi:10.3762/bjoc.17.91

• Marine Vallet Filip Kaftan Veit Grabe Fatemeh Ghaderiardakani Simona Fenizia Ales Svatos Georg Pohnert Thomas Wichard Research Group Phytoplankton Community Interactions, Max Planck Institute for Chemical Ecology, Jena, Germany Research Group Mass Spectrometry/Proteomics, Max Planck Institute for

• Chemical Ecology, Jena, Germany Research Group Olfactory Coding, Department of Evolutionary Neuroethology, Max Planck Institute for Chemical Ecology, Jena, Germany Institute for Inorganic and Analytical Chemistry, Friedrich Schiller University Jena, Germany Max Planck Institute for Chemical Ecology, Jena

Recent progress in the synthesis of homotropane alkaloids adaline, euphococcinine and N-methyleuphococcinine

• Dimas J. P. Lima,
• Antonio E. G. Santana,
• Michael A. Birkett and
• Ricardo S. Porto

Beilstein J. Org. Chem. 2021, 17, 28–41, doi:10.3762/bjoc.17.4

• chemical ecology of Adalia bipunctata and the recent methodologies to obtain adaline (1), euphococcinine (2), and N-methyleuphococcinine (3). Keywords: 9-azabicyclo[3.3.1]nonane; Coccinelid beetles; dipolar cycloaddition; homotropane; ring-closing metathesis; Introduction Coccinellid beetles contain a

• described by many research groups [25][26][27][28]. King and Meinwald earlier reviewed some of these syntheses in an elegant approach to coccinellids chemistry and biology [29]. The current work reports a brief description of the chemical ecology of Adalia bipunctata. Then we present an up to date review of

• all synthetic works published in the last 25 years. Review Chemical ecology of Adalia bipunctata Individuals of Adalia bipunctata species (2-spot ladybird) display aposematic coloration reinforced by the production and release of remarkable amounts of reflex-fluid, in response to predator attack [29

Secondary metabolites of Bacillus subtilis impact the assembly of soil-derived semisynthetic bacterial communities

• Heiko T. Kiesewalter,
• Carlos N. Lozano-Andrade,
• Mikael L. Strube and
• Ákos T. Kovács

Beilstein J. Org. Chem. 2020, 16, 2983–2998, doi:10.3762/bjoc.16.248

• to understand their ecological role. Keywords: Bacillus subtilis; bacterial community; chemical ecology; Lysinibacillus fusiformis; nonribosomal peptides; surfactin; Introduction In nature, bacteria live in complex communities where they interact with various other microorganisms. Most microbial

Emission and biosynthesis of volatile terpenoids from the plasmodial slime mold Physarum polycephalum

• Xinlu Chen,
• Tobias G. Köllner,
• Wangdan Xiong,
• Guo Wei and
• Feng Chen

Beilstein J. Org. Chem. 2019, 15, 2872–2880, doi:10.3762/bjoc.15.281

• Xinlu Chen Tobias G. Kollner Wangdan Xiong Guo Wei Feng Chen Department of Plant Sciences, University of Tennessee, Knoxville, TN 37996, USA Department of Biochemistry, Max Planck Institute for Chemical Ecology, Hans-Knöll-Strasse 8, D-07745 Jena, Germany 10.3762/bjoc.15.281 Abstract Terpene

Identification, synthesis and mass spectrometry of a macrolide from the African reed frog Hyperolius cinnamomeoventris

• Markus Menke,
• Pardha Saradhi Peram,
• Iris Starnberger,
• Walter Hödl,
• Gregory F.M. Jongsma,
• David C. Blackburn,
• Mark-Oliver Rödel,
• Miguel Vences and
• Stefan Schulz

Beilstein J. Org. Chem. 2016, 12, 2731–2738, doi:10.3762/bjoc.12.269

• several isomers, helpful for the structure elucidation of natural compounds, e.g., in chemical ecology or fragrance research. The mass spectral fragmentation of macrolides differs markedly from that of open-chain esters, because initial bond cleavage often does not lead to the release of an uncharged

• species underlines the importance of macrolides for the chemical ecology of hyperoliid and mantellid frogs. On the contrary, other compounds such as the terpenes commonly found in hyperoliids remain largely unknown. Their identification and synthesis are a priority and would constitute a major step

• calling, and its male-specific occurrence strongly hint to a function of 1 and 5 as signaling compounds and a role in the chemical ecology of this species. Macrolactones produced in scent glands of frogs: (Z)-Tetradec-5-en-13-olide (1) or (Z)-tetradec-9-en-13-olide (2), phoracantolide I (3

Natural products from microbes associated with insects

• Christine Beemelmanns,
• Huijuan Guo,
• Maja Rischer and
• Michael Poulsen

Beilstein J. Org. Chem. 2016, 12, 314–327, doi:10.3762/bjoc.12.34

• light on the ecology and evolution of defensive associations. Keywords: biosynthesis; chemical ecology; natural products; secondary metabolism; structure elucidation; symbiosis; Introduction Although natural products represent the most consistently successful drug leads [1][2], many pharmaceutical

Zanthoxoaporphines A–C: Three new larvicidal dibenzo[de,g]quinolin-7-one alkaloids from Zanthoxylum paracanthum (Rutaceae)

• Fidelis N. Samita,
• Louis P. Sandjo,
• Isaiah O. Ndiege,
• Ahmed Hassanali and
• Wilber Lwande

Beilstein J. Org. Chem. 2013, 9, 447–452, doi:10.3762/bjoc.9.47

• , P.O. Box 812 Yaoundé, Cameroon Behavioural and Chemical Ecology Department, International Centre for Insect Physiology and Ecology, P.O. Box 30772, Nairobi 00100, Kenya 10.3762/bjoc.9.47 Abstract The bioassay-guided purification of Zanthoxylum paracanthum (Rutaceae) extracts led to the isolation of

Volatile organic compounds produced by the phytopathogenic bacterium Xanthomonas campestris pv. vesicatoria 85-10

• Teresa Weise,
• Marco Kai,
• Anja Gummesson,
• Armin Troeger,
• Stephan von Reuß,
• Silvia Piepenborn,
• Francine Kosterka,
• Martin Sklorz,
• Ralf Zimmermann,
• Wittko Francke and
• Birgit Piechulla

Beilstein J. Org. Chem. 2012, 8, 579–596, doi:10.3762/bjoc.8.65

• -Planck Institute for Chemical Ecology, Hans-Knoell-Str. 8, 07745 Jena, Germany Joint Mass Spectrometry Centre of the University of Rostock, Chair of Analytical Chemistry, Albert-Einstein-Str. 1, 18059 Rostock, Germany and the Cooperation group „Comprehensive Molecular Profiling“, Helmholtz Zentrum