N-Salicyl-amino acid derivatives with antiparasitic activity from Pseudomonas sp. UIAU-6B

• Joy E. Rajakulendran,
• Emmanuel Tope Oluwabusola,
• Michela Cerone,
• Terry K. Smith,
• Olusoji O. Adebisi,
• Adefolalu Adedotun,
• Gagan Preet,
• Sylvia Soldatou,
• Hai Deng,
• Rainer Ebel and
• Marcel Jaspars

Beilstein J. Org. Chem. 2025, 21, 1388–1396, doi:10.3762/bjoc.21.103

• remaining compounds showed activity at the highest concentrations tested. The plausible biosynthetic hypotheses toward the compounds were also proposed. Keywords: antiparasitic activity; biosynthesis pathway; phenolic siderophores; Pseudomonas species; pseudomonine; Introduction Species of the genus

Chemical structure metagenomics of microbial natural products: surveying nonribosomal peptides and beyond

• Thomas Ma and
• John Chu

Beilstein J. Org. Chem. 2024, 20, 3050–3060, doi:10.3762/bjoc.20.253

• may also benefit from bioinformatic studies of adenylating enzymes in general; the discovery of a novel β-lactone biosynthesis pathway in Nocardia species is a good case in point [78]. Future directions 2: Understanding thioesterase function No algorithm is currently capable of predicting the topology

Enhancing structural diversity of terpenoids by multisubstrate terpene synthases

• Min Li and
• Hui Tao

Beilstein J. Org. Chem. 2024, 20, 959–972, doi:10.3762/bjoc.20.86

• methyltransferase (IPPMT) from Streptomyces monomycini. Notably, polymethylated C41, C42, and C43 carotenoids were produced by combining the endogenous terpene biosynthesis pathway and IPPMT, demonstrating the potential of this approach to expand the terpene structural space [52]. In addition to methylation of the

Anti-inflammatory aromadendrane- and cadinane-type sesquiterpenoids from the South China Sea sponge Acanthella cavernosa

• Shou-Mao Shen,
• Qing Yang,
• Yi Zang,
• Jia Li,
• Xueting Liu and
• Yue-Wei Guo

Beilstein J. Org. Chem. 2022, 18, 916–925, doi:10.3762/bjoc.18.91

• characterized the function of a P450 enzyme CYP76AH1 which was responsible for the formation of the aromatic ring of ferruginol in the biosynthesis pathway of tanshinones [34]. Hence, we proposed that the oxidation occurred on L to furnish the aromatic ring of calamenene (M) [29], followed by the hydroxylation

Analysis of sesquiterpene hydrocarbons in grape berry exocarp (Vitis vinifera L.) using in vivo-labeling and comprehensive two-dimensional gas chromatography–mass spectrometry (GC×GC–MS)

• Philipp P. Könen and
• Matthias Wüst

Beilstein J. Org. Chem. 2019, 15, 1945–1961, doi:10.3762/bjoc.15.190

• mevalonate-dependent biosynthesis pathway (MVA) localized in the cytoplasm as well as via the mevalonate-independent 1-deoxy-ᴅ-xylulose 5-phosphate/2-C-methyl-ᴅ-erythritol 4-phosphate metabolic pathway (DOXP/MEP) localized in plastids [5]. In the MVA pathway, which was first described in yeast and animals

• ). The signal with m/z = 161 [M]+ corresponds to the fragment after abstraction of the isopropyl group (marked blue). Feeding experiments using d2-DOX showed that according to the biosynthesis pathway demonstrated in Scheme 3, a maximum of 6 deuterium atoms are incorporated into α-cubebene. The presence

• A (Figure 8 and Scheme 5). The biosynthesis pathway postulated by Steele et al. for the formation of α-guaiene could also be confirmed [9]. The 2D separation of the sesquiterpene hydrocarbons β-elemene and α-guaiene can be found in Supporting Information File 3. Tantillo suggested the synthesis of

Cyclopropene derivatives of aminosugars for metabolic glycoengineering

• Jessica Hassenrück and
• Valentin Wittmann

Beilstein J. Org. Chem. 2019, 15, 584–601, doi:10.3762/bjoc.15.54

• ] thereby joining the sialic acid biosynthesis pathway. Thus, a possible explanation of the staining of cell surfaces after MGE with glucosamine derivatives is their conversion into sialic acid derivatives and further into sialo glycoconjugates. To investigate this possibility, we carried out MGE

Synthesis and biological activity of methylated derivatives of the Pseudomonas metabolites HHQ, HQNO and PQS

• Sven Thierbach,
• Max Wienhold,
• Susanne Fetzner and
• Ulrich Hennecke

Beilstein J. Org. Chem. 2019, 15, 187–193, doi:10.3762/bjoc.15.18

• (HHQ, 1) are important signaling molecules involved in quorum sensing and as such play an important role in virulence regulation [3][10][11][12]. Another metabolite from the AQ biosynthesis pathway of P. aeruginosa is 2-heptyl-1-hydroxy-4(1H)-quinolone (generally referred to as 2-heptyl-4

Targeting the Pseudomonas quinolone signal quorum sensing system for the discovery of novel anti-infective pathoblockers

• Christian Schütz and
• Martin Empting

Beilstein J. Org. Chem. 2018, 14, 2627–2645, doi:10.3762/bjoc.14.241

• biosynthesis pathway, was reported to inhibit PqsBC [31]. In a PqsBC-based biochemical assay it showed an IC50 in the micromolar range and was proven to reduce virulence in an acute mouse infection model [67]. In 2017, Maura et al. synthesized inhibitors based on a benzimidazole scaffold (Figure 13) [68

Biochemical and structural characterisation of the second oxidative crosslinking step during the biosynthesis of the glycopeptide antibiotic A47934

• Veronika Ulrich,
• Clara Brieke and
• Max J. Cryle

Beilstein J. Org. Chem. 2016, 12, 2849–2864, doi:10.3762/bjoc.12.284

• by OxyE, which acts between OxyB and OxyA in the cyclisation cascade [27]. In vivo experiments also hinted towards the activity of the Oxy enzymes against the substrate peptides whilst they remain bound to the NRPS [29], and in vitro experiments performed with OxyB from the vancomycin biosynthesis

• pathway confirmed that the Oxy enzymes do indeed act against peptides when these are bound to peptidyl carrier protein (PCP) domains [26]. More recently, it has been shown that the activity of the Oxy enzymes is actually reliant upon an additional conserved domain present within the final module of GPA

Pyridinoacridine alkaloids of marine origin: NMR and MS spectral data, synthesis, biosynthesis and biological activity

• Louis P. Sandjo,
• Victor Kuete and
• Maique W. Biavatti

Beilstein J. Org. Chem. 2015, 11, 1667–1699, doi:10.3762/bjoc.11.183

• produced by the EIMS of subarine (37) [40]. Biosynthesis pathway I [74]. Reaction illustrating catechol and kynuramine as possible biosynthetic precursors [75]. Biosynthesis pathway B deduced from the feeding experiment A using labelled precursors [76]. Proposed biosynthesis pathway [47]. 4H-Pyrido[2,3,4

The regulation and biosynthesis of antimycins

• Ryan F. Seipke and
• Matthew I. Hutchings

Beilstein J. Org. Chem. 2013, 9, 2556–2563, doi:10.3762/bjoc.9.290

• Streptomyces sp. CNY228. Based on our analysis of S. albus S4, the S-form gene cluster is organised into four transcriptional units; antAB, antCDE, antFG and antHIJKLMNO (Seipke and Hutchings, unpublished results; Figure 2). The antFGHIJKLN genes encode the biosynthesis pathway for the unusual starter unit, 3

Unprecedented deoxygenation at C-7 of the ansamitocin core during mutasynthetic biotransformations

• Tobias Knobloch,
• Gerald Dräger,
• Wera Collisi,
• Florenz Sasse and
• Andreas Kirschning

Beilstein J. Org. Chem. 2012, 8, 861–869, doi:10.3762/bjoc.8.96

• intermediates, sometimes termed mutasynthons, and their incorporation into complex secondary metabolites [5][6][7]. When making use of mutants that are blocked in early stages of a given biosynthesis pathway, the concept of mutasynthesis may be compared to a (partial) natural product total synthesis. When

Identification and isolation of insecticidal oxazoles from Pseudomonas spp.

• Florian Grundmann,
• Veronika Dill,
• Andrea Dowling,
• Aunchalee Thanwisai,
• Edna Bode,
• Narisara Chantratita,
• Richard ffrench-Constant and
• Helge B. Bode

Beilstein J. Org. Chem. 2012, 8, 749–752, doi:10.3762/bjoc.8.85

• A and B. Labeling experiments confirmed their structures and gave initial evidence for a novel biosynthesis pathway of these natural oxazoles. In order to confirm their structure, they were synthesized, which also allowed tests of their bioactivity. Additionally, the bioactivities of the synthesis

The volatiles of pathogenic and nonpathogenic mycobacteria and related bacteria

• Thorben Nawrath,
• Georgies F. Mgode,
• Bart Weetjens,
• Stefan H. E. Kaufmann and
• Stefan Schulz

Beilstein J. Org. Chem. 2012, 8, 290–299, doi:10.3762/bjoc.8.31

• biosynthetic class of aromatic compounds, while metabolites of the fatty-acid-biosynthesis pathway were also present. Since M. tuberculosis grown in the Sauton liquid medium produced only a few volatiles after more than 25 days, these experimental conditions are suboptimal. M. tuberculosis cultivated in the

Natural product biosyntheses in cyanobacteria: A treasure trove of unique enzymes

• Jan-Christoph Kehr,
• Douglas Gatte Picchi and
• Elke Dittmann

Beilstein J. Org. Chem. 2011, 7, 1622–1635, doi:10.3762/bjoc.7.191

• , microcystins contain two amino acids that are linked with their ω-carboxy group in the peptide chain, namely glutamate and aspartate. Although the mechanism by which these amino acids are activated is still unknown, the microcystin biosynthesis pathway exemplifies the high number of unique features in

Mitomycins syntheses: a recent update

• Jean-Christophe Andrez

Beilstein J. Org. Chem. 2009, 5, No. 33, doi:10.3762/bjoc.5.33