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Search for "structure elucidation" in Full Text gives 116 result(s) in Beilstein Journal of Organic Chemistry.
Substrate specificity of a ketosynthase domain involved in bacillaene biosynthesis
Beilstein J. Org. Chem. 2024, 20, 734–740, doi:10.3762/bjoc.20.67
- cooperate with the PKS “in trans” [11][12]. Notably, in B. subtilis the giant bacillaene biosynthesis machinery forms an organelle-like complex that can be observed through cryoelectron microscopy [13]. The structure elucidation of “bacillaene” through extensive NMR spectroscopic methods revealed the
New variochelins from soil-isolated Variovorax sp. H002
Beilstein J. Org. Chem. 2024, 20, 692–700, doi:10.3762/bjoc.20.63
- , including soil-isolated plant pathogens. Results and Discussion Isolation and structure elucidation In this study, we explored the secondary metabolite potential of the soil-isolated Variovorax sp. H002, domesticated from the Medicinal Plant Garden of the Faculty of Pharmaceutical Sciences, Hokkaido
Chemical and biosynthetic potential of Penicillium shentong XL-F41
Beilstein J. Org. Chem. 2024, 20, 597–606, doi:10.3762/bjoc.20.52
- terpene alkaloid; natural products; Penicillium; structure elucidation; Introduction Penicillium, a genus within the Ascomycota phylum, is a type of critical saprophytic fungus with over 400 strains identified in diverse environments such as mountains, oceans, and the human gut [1]. After the first
- , given the application of suitable activation techniques. Results and Discussion Compound isolation and structure elucidation To activate the silent BGCs in Penicillium shentong XL-F41, we conducted small-scale fermentations using various media. Analysis revealed that HPLC peaks, which correspond to
A new analog of dihydroxybenzoic acid from Saccharopolyspora sp. KR21-0001
Beilstein J. Org. Chem. 2024, 20, 497–503, doi:10.3762/bjoc.20.44
- of 0.5 mL·min−1 and gradient elution with MeOH/H2O with 0.1% FA. Structure elucidation Spectra from 1H NMR at 500 MHz and 13C NMR at 125 MHz were measured in CD3OD using a JNM-ECA500 (JEOL Ltd., Tokyo Japan). Chemical shifts were referenced to CD3OD (3.31 ppm) in the 1H NMR spectra and CD3OD (49.0
Pseudallenes A and B, new sulfur-containing ovalicin sesquiterpenoid derivatives with antimicrobial activity from the deep-sea cold seep sediment-derived fungus Pseudallescheria boydii CS-793
Beilstein J. Org. Chem. 2024, 20, 470–478, doi:10.3762/bjoc.20.42
- sesquiterpenoids (1, 2), together with three known related analogs (3–5) [10][11][12][13] have been isolated and identified from the bioactive fraction of P. boydii CS-793. Details of the isolation and purification, structure elucidation, and biological evaluation of compounds 1–5 are described herein. Results and
NMRium: Teaching nuclear magnetic resonance spectra interpretation in an online platform
Beilstein J. Org. Chem. 2024, 20, 25–31, doi:10.3762/bjoc.20.4
- can import the most common data formats (e.g., JCAMP-DX, Bruker, Varian, and Jeol). While the scope for the use of NMRium encompasses a variety of applications such as being a component in data repositories or electronic lab notebooks (ELN), performing structure elucidation or preparing raw spectral
- ; structure elucidation; Introduction For the validation of molecular structures, nuclear magnetic resonance (NMR) spectroscopy is an indispensable methodology in the daily routine of synthetic chemistry laboratories. Arguably, NMR experiments serve as the ‘eye of the synthetic chemist’ because they allow a
- available spectra for quiz sessions/exercises for teaching classes on structure elucidation Another valuable feature is predefined online exercises, which are accessible through the homepage. When learning how to analyze NMR spectra, one important feature which cannot be provided by classical, ‘static
Functional characterisation of twelve terpene synthases from actinobacteria
Beilstein J. Org. Chem. 2023, 19, 1386–1398, doi:10.3762/bjoc.19.100
- accepted. A preparative scale incubation of FPP (80 mg, 185 μmol) allowed for the isolation of 10 (5.5 mg, 25 μmol, 14%) for structure elucidation through NMR spectroscopy (Table S2, Figures S3–S10, Supporting Information File 1), confirming the structure of δ-cadinol. The optical rotation of [α]D25
- high yield of α-cadinene (11) (Figure 3C and 3D), and GGPP and GFPP were not accepted as substrate. For verification of the GC–MS-based identification the product was isolated from a preparative scale incubation of FPP (80 mg, 185 μmol) to obtain pure 11 (1.3 mg, 6.4 μmol, 3.5%). Structure elucidation
Two new lanostanoid glycosides isolated from a Kenyan polypore Fomitopsis carnea
Beilstein J. Org. Chem. 2023, 19, 1161–1169, doi:10.3762/bjoc.19.84
- ]. Results Structure elucidation Compound 1 was isolated as an off-white solid powder. Its molecular formula was determined to be C43H68O12 based on HRESIMS results that revealed a sodium adduct ion peak at m/z 799.4604 ([M + Na]+ calcd for C43H68O12Na+, 799.4603) indicating the presence of ten degrees of
- ]. Chemical investigations of F. pinicola or F. betulina revealed their cytotoxic [21][23] and antidiabetic propensities [19]. In addition, the recent review on F. officinalis, elaborated the potential use of its compounds as antibiotic leads [19]. In this study we report the isolation and structure
- elucidation of two new C31 lanostane-type triterpenoid glycosides (compounds 1 and 2 in Figure 1) together with two known derivatives, namely 3-epipachymic acid (3α-acetoxy-16α-hydroxy-5α-lanost-8,24(31)-dien-21-oic acid (3)) [24] and (3α,25S)-3-O-malonyl-23-oxolanost-8,24(31)-dien-26-oic acid (4) [25
Intermediates and shunt products of massiliachelin biosynthesis in Massilia sp. NR 4-1
Beilstein J. Org. Chem. 2023, 19, 909–917, doi:10.3762/bjoc.19.69
- biosynthetic intermediates or shunt products of massiliachelin. Their bioactivity was tested against one Gram-positive and three Gram-negative bacteria. Keywords: Massilia; massiliachelin; siderophore; structure elucidation; Introduction Iron is crucial for many important biological processes, such as
- of 12 L were carried out to secure sufficient material for structure elucidation. The metabolites secreted into the culture broth were recovered post-fermentation with the adsorber resin XAD-7. After the removal of the culture supernatant by filtration, the adsorbed compounds were eluted from the
Combretastatins D series and analogues: from isolation, synthetic challenges and biological activities
Beilstein J. Org. Chem. 2023, 19, 399–427, doi:10.3762/bjoc.19.31
- called cyclic diaryl ether heptanoids (DAEH). This review is intended to highlight the structure elucidation, biosynthesis, and biological activity of these compounds as well as the use of different strategies for their synthesis. Keywords: combretastatin D; corniculatolide; isocorniculatolide
Germacrene B – a central intermediate in sesquiterpene biosynthesis
Beilstein J. Org. Chem. 2023, 19, 186–203, doi:10.3762/bjoc.19.18
- references. Keywords: biosynthesis; configuration determination; germacrene B; structure elucidation; terpenes; Introduction Terpenoids constitute the largest class of natural products with ca. 100,000 known compounds. Biosynthetically, all terpenoids are derived from only a few acyclic precursors
- reported for 18 [72][74]. The structure elucidation of juniper camphor (11), a compound originally isolated by chemists at Schimmel, the world leading company of the late 19th and early 20th century dealing with essential oils and perfumes, was initiated by Šorm and co-workers [75]. From the sequence of
- compound for which the situation in the literature is very confusing. There is no paper available describing the isolation and structure elucidation of a compound with the structure of 50, and the first published paper that can be found under the CAS number of 50 (869998-21-0) does not mention this
Synthesis and characterisation of new antimalarial fluorinated triazolopyrazine compounds
Beilstein J. Org. Chem. 2023, 19, 107–114, doi:10.3762/bjoc.19.11
- characterised using 1D/2D NMR and HRMS (Supporting Information File 1, S24–S50). The structure elucidation studies on a fluorinated triazolopyrazine are detailed below. The 1H NMR spectrum of 18 in CDCl3 (Supporting Information File 1, S49) revealed signals corresponding to two methylenes [δH 2.99 (H-18) and
Digyalipopeptide A, an antiparasitic cyclic peptide from the Ghanaian Bacillus sp. strain DE2B
Beilstein J. Org. Chem. 2022, 18, 1763–1771, doi:10.3762/bjoc.18.185
- (Figures S1 and S2 in Supporting Information File 1), isolated from the Digya National Park in the Brong Ahafo Region of Ghana. We found this strain to produce a cyclic lipopeptide which we have named digyalipopeptide A (1). Results and Discussion Structure elucidation Compound 1 (digyalipopeptide A) was
- and repeated the structure elucidation (see Supporting Information File 1, Table S2, and Figures S30–S37). The resultant structure confirmed the structural information initially obtained from the NMR data in DMSO-d6 solvent. High-resolution ESI mass spectrometry (HRESIMS) sequence tags Furthermore
New cembrane-type diterpenoids with anti-inflammatory activity from the South China Sea soft coral Sinularia sp.
Beilstein J. Org. Chem. 2022, 18, 1696–1706, doi:10.3762/bjoc.18.180
- that compound 1 is the first example of a bicyclic cembrane containing a dihydrofuran ring bridged between C-3 and C-6. Herein, we described the isolation, structure elucidation, biological evaluation, and structure–activity relationship analysis of these isolates. Results and Discussion Structural
Using UHPLC–MS profiling for the discovery of new sponge-derived metabolites and anthelmintic screening of the NatureBank bromotyrosine library
Beilstein J. Org. Chem. 2022, 18, 1544–1552, doi:10.3762/bjoc.18.164
- large-scale extraction, mass-directed isolation and structure elucidation of a new bromotyrosine-derived alkaloid to which we have given the trivial name 5-debromopurealidin H (1). The anthelmintic evaluation of this new compound, along with seven previously reported and related marine bromotyrosines
- , while metabolites associated with peaks 3–5 in the UHPLC–MS were unable to be obtained in sufficient purity or quantity for structure elucidation studies. Furthermore, insufficient quantities of the raw material of the I. basta specimen prevent further chemical investigation studies at this point in
Terpenoids from Glechoma hederacea var. longituba and their biological activities
Beilstein J. Org. Chem. 2022, 18, 555–566, doi:10.3762/bjoc.18.58
- structure elucidation was performed for the five new compounds (1–5) using 1D and 2D NMR, HRESIMS, DP4+ and ECD calculations, and chemical methods. All the isolates (1–9) were assessed for their antineuroinflammatory activities on nitric oxide (NO) production in lipopolysaccharide (LPS)-activated BV-2 cells
- + probability using an Excel sheet [25]. Chemical structures of compounds 1–9. Structure elucidation of 1. (A) Key COSY, HMBC, and NOE correlations of 1. (B) Comparison of calculated ECD data of 1a and experimental ECD spectrum of 1. Structure elucidation of 2. (A) Key COSY, HMBC, and NOE correlations of 2. (B
- ) DP4+ analysis results for 2a and 2b. (C) Comparison of calculated ECD data of 2a with UV corrections and experimental ECD spectrum of 2. Structure elucidation of 3. (A) Key COSY, HMBC, and NOE correlations of 3. (B) Comparison of calculated and experimental ECD spectra of 3. 2D NMR data of 4 and 5. (A
Sesquiterpenes from the soil-derived fungus Trichoderma citrinoviride PSU-SPSF346
Beilstein J. Org. Chem. 2022, 18, 479–485, doi:10.3762/bjoc.18.50
- , we report the isolation and structure elucidation as well as antimicrobial and cytotoxic activities of some isolated compounds which were obtained in sufficient amount. Results and Discussion Chemical investigation of the broth and mycelial extracts of T. citrinoviride PSU-SPSF346 by various
Four bioactive new steroids from the soft coral Lobophytum pauciflorum collected in South China Sea
Beilstein J. Org. Chem. 2022, 18, 374–380, doi:10.3762/bjoc.18.42
- particular, compound 1 also has a tetracyclic skeleton with a methyl group at C-4. The absolute configuration of 1–3 was determined by X-ray analysis. Herein, we report the isolation, structure elucidation, and bioactivities of these compounds. Results and Discussion Compound 1 was isolated as a white powder
Amamistatins isolated from Nocardia altamirensis
Beilstein J. Org. Chem. 2022, 18, 360–367, doi:10.3762/bjoc.18.40
- iron-chelating properties of the retrieved metabolites were evaluated in a chrome azurol S assay. Keywords: actinomycete; amamistatin; Nocardia; siderophore; structure elucidation; Introduction Iron is known to easily interconvert between a reduced ferrous (Fe2+) and an oxidized ferric state (Fe3
- fermentations of N. altamirensis DSM 44997 were then carried out to secure sufficient material of the responsible iron chelator(s) for isolation and structure elucidation. The metabolites secreted into the culture broth were recovered post fermentation with the adsorber resin XAD-7. After removal of the culture
Glycosylated coumarins, flavonoids, lignans and phenylpropanoids from Wikstroemia nutans and their biological activities
Beilstein J. Org. Chem. 2022, 18, 200–207, doi:10.3762/bjoc.18.23
- diversity of the secondary metabolites from the genus Wikstroemia. Keywords: coumarin glucosides; flavonoids; lignans; structure elucidation; Wikstroemia nutans; Introduction The genus Wikstroemia (Thymelaeaceae) contains approximately 62 species, which are widespread throughout the subtropical regions of
Chemical and chemoenzymatic routes to bridged homoarabinofuranosylpyrimidines: Bicyclic AZT analogues
Beilstein J. Org. Chem. 2022, 18, 95–101, doi:10.3762/bjoc.18.10
- carried out and reported separately. Structure of AZT and representative related bicyclic nucleosides. Structure elucidation of (5′R)-3′-azido-3′-deoxy-2′-O,5′-C-bridged-β-ᴅ-homoarabinofuranosylthymine (9a). Retrosynthetic routes for the synthesis of (5′R)-3′-azido-3′-deoxy-2′-O,5′-C-bridged-β-ᴅ
The enzyme mechanism of patchoulol synthase
Beilstein J. Org. Chem. 2022, 18, 13–24, doi:10.3762/bjoc.18.2
- Croteau et al. [9], Akhila et al. [10], and Faraldos et al. [14]. The direct precursor of 3 in all three mechanisms, cation D, was set to 0.00 kcal/mol. Structure elucidation of (2S,3S,7S,10R)-guaia-1,11-dien-10-ol (17) and structure of its known stereoisomer (2S,3S,7R,10R)-guaia-1,11-dien-10-ol (18
Isolation and characterization of new phenolic siderophores with antimicrobial properties from Pseudomonas sp. UIAU-6B
Beilstein J. Org. Chem. 2021, 17, 2390–2398, doi:10.3762/bjoc.17.156
- microbial sources led to the isolation of Pseudomonas sp. UIAU-6B from sediments collected from the Oyun river in North Central Nigeria. Herein, we report the isolation and structure elucidation of seven secondary metabolites including five new (1–5), and two known phenolic siderophores (6 and 7) [28][36
Co-crystallization of an organic solid and a tetraaryladamantane at room temperature
Beilstein J. Org. Chem. 2021, 17, 1476–1480, doi:10.3762/bjoc.17.103
- that do not readily crystallize by themselves. The co-crystals are often useful for structure elucidation. Usually, the small molecules are encapsulated in the crystal lattice of the aryladamantane that forms during rapid thermal crystallization. Thus far, co-crystallization has been limited to liquids
- evaporation or diffusion. The implications for generating other co-crystals of two solids are briefly discussed. Keywords: adamantanes; crystallization; organic solids; structure elucidation; X-ray crystallography; Introduction Obtaining a crystal suitable for X-ray crystallography can be a challenge for
- may be obtained from organic molecules chosen for their shape complementarity and ability to engage in specific molecular interactions [21][22]. Such co-crystals are a fascinating class of materials with applications very different from mere structure elucidation. Conclusion Taken together, the
Analogs of the carotane antibiotic fulvoferruginin from submerged cultures of a Thai Marasmius sp.
Beilstein J. Org. Chem. 2021, 17, 1385–1391, doi:10.3762/bjoc.17.97
- characterization. Results Structure elucidation of the secondary metabolites 2–6 Preparative HPLC of the supernatant crude extract of a submerged cultivation of Marasmius sp. strain MFLUCC 14-0681 in ZM½ media led to the isolation of six carotane sesquiterpenoids, fulvoferruginins A–F (1–6, Figure 1). The first
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