Amamistatins isolated from Nocardia altamirensis

• Till Steinmetz,
• Wolf Hiller and
• Markus Nett

Beilstein J. Org. Chem. 2022, 18, 360–367, doi:10.3762/bjoc.18.40

• at 630 nm in a microplate reader. The values were plotted and the DC50 values were calculated. All tests were run in triplicate. Chemical structures of amamistatins (1–5) and a putative biosynthetic shunt product (6) isolated in this study. 1: R1 = CHO, R2 = H, R3 = H; 2: R1 = CHO, R2 = H, R3 = OH; 3

Synthesis of novel [1,2,4]triazolo[1,5-b][1,2,4,5]tetrazines and investigation of their fungistatic activity

• Anna V. Korotina,
• Svetlana G. Tolshchina,
• Rashida I. Ishmetova,
• Natalya P. Evstigneeva,
• Natalya A. Gerasimova,
• Natalya V. Zilberberg,
• Nikolay V. Kungurov,
• Gennady L. Rusinov,
• Oleg N. Chupakhin and
• Valery N. Charushin

Beilstein J. Org. Chem. 2022, 18, 243–250, doi:10.3762/bjoc.18.29

• been found. All the above-mentioned results demonstrate good prospects for finding new antifungal drugs in this class of compounds. X-ray structure of N-(6-(4-bromo-3,5-dimethylpyrazol-1-yl)-1,2,4,5-tetrazin-3-yl)benzamide. Chemical structures of [1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine (a), [1,2,4

Anomeric 1,2,3-triazole-linked sialic acid derivatives show selective inhibition towards a bacterial neuraminidase over a trypanosome trans-sialidase

• Peterson de Andrade,
• Sanaz Ahmadipour and
• Robert A. Field

Beilstein J. Org. Chem. 2022, 18, 208–216, doi:10.3762/bjoc.18.24

• the deprotection step with CH3OH/triethylamine/H2O 4:1:5 [26], triethylammonium ions were exchanged upon treatment with Amberlite IR 120 (Na+ form) and compounds 3a–h were obtained in excellent yield and purity without further purification. Chemical structures and reported activities of viral (A

Glycosylated coumarins, flavonoids, lignans and phenylpropanoids from Wikstroemia nutans and their biological activities

• Meifang Wu,
• Xiangdong Su,
• Yichuang Wu,
• Yuanjing Luo,
• Ying Guo and
• Yongbo Xue

Beilstein J. Org. Chem. 2022, 18, 200–207, doi:10.3762/bjoc.18.23

• large quantity of phenolic substances found in plants and microorganisms [5]. These naturally occurring coumarins were well documented due to their diverse chemical structures and promising biological properties, such as anticancer, antitubercular, anti-inflammatory, anticoagulant, antibacterial, and

• ) at 35 °C with isocratic elution of 25% CH3CN in 0.1% H3PO4 for 40 min and subsequent washing of the column with 90% CH3CN at a flow rate 0.8 mL/min. Peaks at 16.54 and 19.64 min have coincided with derivatives of ᴅ-glucose and ᴅ-xylose [30]. Chemical structures of compounds 1–17 from W. nutans. The

Mechanistic studies of the solvolysis of alkanesulfonyl and arenesulfonyl halides

• Malcolm J. D’Souza and
• Dennis N. Kevill

Beilstein J. Org. Chem. 2022, 18, 120–132, doi:10.3762/bjoc.18.13

• values are from [56] and [62]. Organic reactions where the breaking of a C–X bond involves the formation of a high energy ion-pair intermediate. The chemical structures for the 1-adamantyl substrate, 2-adamantyl substrate, and the S-methyldibenzothiophenium ion (MeDBTh+). In the 1- and 2-substituted

Tenacibactins K–M, cytotoxic siderophores from a coral-associated gliding bacterium of the genus Tenacibaculum

• Yasuhiro Igarashi,
• Yiwei Ge,
• Tao Zhou,
• Amit Raj Sharma,
• Enjuro Harunari,
• Naoya Oku and
• Agus Trianto

Beilstein J. Org. Chem. 2022, 18, 110–119, doi:10.3762/bjoc.18.12

• 50275, Central Java, Indonesia 10.3762/bjoc.18.12 Abstract HPLC/DAD-based chemical investigation of a coral-associated gliding bacterium of the genus Tenacibaculum yielded three desferrioxamine-class siderophores, designated tenacibactins K (1), L (2), and M (3). Their chemical structures, comprising

Biological properties and conformational studies of amphiphilic Pd(II) and Ni(II) complexes bearing functionalized aroylaminocarbo-N-thioylpyrrolinate units

• Samet Poyraz,
• Samet Belveren,
• Sabriye Aydınoğlu,
• Mahmut Ulger,
• Abel de Cózar,
• Maria de Gracia Retamosa,
• Jose M. Sansano and
• H. Ali Döndaş

Beilstein J. Org. Chem. 2021, 17, 2812–2821, doi:10.3762/bjoc.17.192

• cellular targets known for antituberculosis drugs and all the different chemical structures (inhibition of cell wall synthesis, disruption of the plasma membrane, DNA-gyrase, etc.) the next work focused on determining the exact biological mechanism and docking studies could not be executed. Conclusion The

Adjusting the length of supramolecular polymer bottlebrushes by top-down approaches

• Tobias Klein,
• Franka V. Gruschwitz,
• Maren T. Kuchenbrod,
• Ivo Nischang,
• Stephanie Hoeppener and
• Johannes C. Brendel

Beilstein J. Org. Chem. 2021, 17, 2621–2628, doi:10.3762/bjoc.17.175

• obtain some control over the length distributions of 1D polymer nanostructures, and thus this makes them more likely to be applied in biomedicine, where dimensional control is a prerequisite. Schematic representation of the chemical structures of BTU and BTP and the supramolecular self-assembly of the

Synthesis and investigation on optical and electrochemical properties of 2,4-diaryl-9-chloro-5,6,7,8-tetrahydroacridines

• Najeh Tka,
• Mohamed Adnene Hadj Ayed,
• Mourad Ben Braiek,
• Mahjoub Jabli and
• Peter Langer

Beilstein J. Org. Chem. 2021, 17, 2450–2461, doi:10.3762/bjoc.17.162

• further study the electronic properties, DFT calculations were carried out on the fully ground state at the restricted B3LYPlevel with 6-31G(d) basis set using dichloromethane as a continuum solvent model. The optimized chemical structures of 4a–d are given in Figure 7 with selected geometrical parameters

Efficient synthesis of polyfunctionalized carbazoles and pyrrolo[3,4-c]carbazoles via domino Diels–Alder reaction

• Ren-Jie Fang,
• Chen Yan,
• Jing Sun,
• Ying Han and
• Chao-Guo Yan

Beilstein J. Org. Chem. 2021, 17, 2425–2432, doi:10.3762/bjoc.17.159

• chemical structures of the carbazoles were fully characterized by 1H NMR, 13C NMR, IR, and HRMS spectra. To explain the formation of the products, a plausible reaction mechanism was proposed in Scheme 2 on the basis of the previously reported reaction [48][53]. Firstly, the DDQ oxidative dehydrogenation of

Synthesis and antimicrobial activity of 1H-1,2,3-triazole and carboxylate analogues of metronidazole

• Satya Kumar Avula,
• Syed Raza Shah,
• Khdija Al-Hosni,
• Muhammad U. Anwar,
• Rene Csuk,
• Biswanath Das and
• Ahmed Al-Harrasi

Beilstein J. Org. Chem. 2021, 17, 2377–2384, doi:10.3762/bjoc.17.154

• , analogues 5b–i were obtained in 86–94% yield using the different alkyne derivatives 4b–i. The synthesis of the new 1H-1,2,3-triazole derivatives of metronidazole is summarized in Scheme 1 and Table 1. Their chemical structures (5a–i) were confirmed by spectroscopic techniques (1H NMR, 13C NMR) and HRMS. The

• synthesis of the new metronidazole carboxylate derivatives is summarized in Scheme 2 and Table 2. Their chemical structures (7a–e) were confirmed by spectroscopic techniques (1H NMR, 13C NMR and HRMS). The 1H NMR spectrum of compound 7b showed two doublet signals at δ 8.26 and 8.07 which are due to the four

• 1H-1,2,3-triazole moiety in the medicinal field. In addition, the above-mentioned activity of all the active compounds was reported for the first time for these derivatives. Structure of metronidazole (1). Chemical structures of some metronidazole derivatives with different biological activity

Phenolic constituents from twigs of Aleurites fordii and their biological activities

• Kyoung Jin Park,
• Won Se Suh,
• Da Hye Yoon,
• Chung Sub Kim,
• Sun Yeou Kim and
• Kang Ro Lee

Beilstein J. Org. Chem. 2021, 17, 2329–2339, doi:10.3762/bjoc.17.151

• nm with a microtiter plate reader. Etoposide (Sigma Chemical Co., ≥98%) was used as a positive control. Chemical structures of compounds 1–19. Key COSY and HMBC correlations of compounds 1–3, 15, and 16 and key NOESY correlation of 2. 1H and 13C NMR spectroscopic data of compounds 1–3 in CD3OD. 1H

Synthesis of O⁶-alkylated preQ₁ derivatives

• Laurin Flemmich,
• Sarah Moreno and
• Ronald Micura

Beilstein J. Org. Chem. 2021, 17, 2295–2301, doi:10.3762/bjoc.17.147

• )), 150.7 (C(4)), 120.0 (C(8)), 116.3 (q, JCF = 295.0 Hz, CF3COO−), 107.5 & 96.2 ((C(5) & C(7)), 53.7 (H3CO), 34.8 (CH2CC(7)) ppm; ESIMS (m/z): [M + H – NH3]+ calcd, 177.0771; found, 177.0767; [M + H]+ calcd, 194.1036; found, 194.1032. Chemical structures of queuine (Q base) and the hypermodified nucleoside

(Phenylamino)pyrimidine-1,2,3-triazole derivatives as analogs of imatinib: searching for novel compounds against chronic myeloid leukemia

• Luiz Claudio Ferreira Pimentel,
• Lucas Villas Boas Hoelz,
• Henayle Fernandes Canzian,
• Frederico Silva Castelo Branco,
• Andressa Paula de Oliveira,
• Vinicius Rangel Campos,
• Floriano Paes Silva Júnior,
• Rafael Ferreira Dantas,
• Jackson Antônio Lamounier Camargos Resende,
• Anna Claudia Cunha,
• Nubia Boechat and
• Mônica Macedo Bastos

Beilstein J. Org. Chem. 2021, 17, 2260–2269, doi:10.3762/bjoc.17.144

• chemical structures of the title compounds were confirmed by 1H and 13C NMR spectroscopic analyses and HRMS spectrometric analyses. X-ray data collection and structure refinement Single crystal X-ray data for 2b were collected on a Bruker D8 Venture diffractometer using graphite-monochromated Mo Kα

Progress and challenges in the synthesis of sequence controlled polysaccharides

• Giulio Fittolani,
• Theodore Tyrikos-Ergas,
• Denisa Vargová,
• Manishkumar A. Chaube and
• Martina Delbianco

Beilstein J. Org. Chem. 2021, 17, 1981–2025, doi:10.3762/bjoc.17.129

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

• Ascomycota. Accession numbers Sequence data for CxTPS1 (MW331493) and CxTPS2 (MW331494) can be found in the NCBI GenBank [85] under the corresponding identifiers. Raw reads of the RNAseq experiment were deposited in the NCBI Sequence Read Archive under the BioProject accession PRJNA682522. Chemical

• structures of sesquiterpenes emitted from endophytic fungi (Table 2) isolated from black poplar leaves. Terpene synthase activity of CxTPS1 and CxTPS2. A) Genes were heterologously expressed in Escherichia coli and partially purified proteins were assayed with GPP, (E,E)-FPP, or (E,E,E)-GGPP as substrates in

Synthetic accesses to biguanide compounds

• Oleksandr Grytsai,
• Cyril Ronco and
• Rachid Benhida

Beilstein J. Org. Chem. 2021, 17, 1001–1040, doi:10.3762/bjoc.17.82

• in terms of available access routes to it and the number of drugs containing this motif. The lack of well-organized literature and well-documented experimental reports is one of the problems faced by those who just started working with biguanides. Indeed, biguanides are not the most obvious chemical

• structures to handle: their hydrogen-bonding and complexation properties complicate their isolation and purification, and the numerous tautomeric forms and partially exchangeable protons render the analysis sometimes tricky. Mostly, biguanides suffer from an evident lack of knowledge and efficient procedures

¹⁹F NMR as a tool in chemical biology

• Diana Gimenez,
• Aoife Phelan,
• Cormac D. Murphy and
• Steven L. Cobb

Beilstein J. Org. Chem. 2021, 17, 293–318, doi:10.3762/bjoc.17.28

• introduction of unnatural amino acids into proteins have been reviewed extensively elsewhere [5][6][7] and here we will only discuss the most recent advances. The chemical structures of a selection of 19F-labelled amino acid analogues that have been utilized in 19F NMR studies in chemical biology are shown in

Insight into functionalized-macrocycles-guided supramolecular photocatalysis

• Minzan Zuo,
• Krishnasamy Velmurugan,
• Kaiya Wang,
• Xueqi Tian and
• Xiao-Yu Hu

Beilstein J. Org. Chem. 2021, 17, 139–155, doi:10.3762/bjoc.17.15

• issues in industrial engineering. Chemical structures of representative macrocycles. Ba2+-induced intermolecular [2 + 2]-photocycloaddition of crown ether-functionalized substrates 1 and 2 to form cycloadduct 3. Republished with permission of The Royal Society of Chemistry from [18] (“Supramolecular

Chemical constituents of Chaenomeles sinensis twigs and their biological activity

• Joon Min Cha,
• Dong Hyun Kim,
• Lalita Subedi,
• Zahra Khan,
• Sang Un Choi,
• Sun Yeou Kim and
• Chung Sub Kim

Beilstein J. Org. Chem. 2020, 16, 3078–3085, doi:10.3762/bjoc.16.257

• which the results were expressed as a percentage of the control group (untreated cells). Chemical structures of compounds 1–13. Structure elucidation of compound 1. (A) Key COSY (blue bold) and HMBC (red arrows) correlations of 1. (B) Key NOESY (black dashed) correlations of 1. The 3D structure of 1 was

All-carbon [3 + 2] cycloaddition in natural product synthesis

• Zhuo Wang and
• Junyang Liu

Beilstein J. Org. Chem. 2020, 16, 3015–3031, doi:10.3762/bjoc.16.251

• Abstract Many natural products possess interesting medicinal properties that arise from their intriguing chemical structures. The highly-substituted carbocycle is one of the most common structural features in many structurally complicated natural products. However, the construction of highly-substituted

Construction of pillar[4]arene[1]quinone–1,10-dibromodecane pseudorotaxanes in solution and in the solid state

• Xinru Sheng,
• Errui Li and
• Feihe Huang

Beilstein J. Org. Chem. 2020, 16, 2954–2959, doi:10.3762/bjoc.16.245

• , chloroform-d, 298 K). Normalized UV–vis spectra: H (black); H upon adding 0.5 equiv of G (red); and H upon adding 1 equiv of G (blue). [H] = 3.00 mM. Chemical structures and schematic representation of (a) the pillar[4]arene[1]quinone H; (b) 1,10-dibromodecane (G); and (c) schematic representation of the

Using multiple self-sorting for switching functions in discrete multicomponent systems

• Amit Ghosh and
• Michael Schmittel

Beilstein J. Org. Chem. 2020, 16, 2831–2853, doi:10.3762/bjoc.16.233

• . Communication between the nanoswitch 21 and the supramolecular assemblies [Cu4(22)2(24)2]4+ or [Cu6(23)2(24)3]6+ was guided by a double self-sorting. (a) The chemical structures and cartoon representations of the switch 25, the decks 26 and 27, and the bipeds 28 and 29. (b) The double self-sorting led to a

Selective recognition of ATP by multivalent nano-assemblies of bisimidazolium amphiphiles through “turn-on” fluorescence response

• Rakesh Biswas,
• Surya Ghosh,
• Shubhra Kanti Bhaumik and
• Supratim Banerjee

Beilstein J. Org. Chem. 2020, 16, 2728–2738, doi:10.3762/bjoc.16.223

• FESEM instrument. Morphologies of ATP-added PBImNs samples were recorded after addition of ATP to the PBImNs solutions followed by drying the drop casted solutions of ATP-added PBImNs on glass cover slips in a similar way. Chemical structures of (a) PBImN (N = 4, 10, 12 and 14) and (b) ATP, ADP and AMP

Computational tools for drawing, building and displaying carbohydrates: a visual guide

• Kanhaya Lal,
• Rafael Bermeo and
• Serge Perez

Beilstein J. Org. Chem. 2020, 16, 2448–2468, doi:10.3762/bjoc.16.199

• CarbBank databases. Hence, KegDraw can be an option for the freely available tool for drawing and querying chemical structures. However, there are similar tools already available for glycan drawing with more advanced and acceptable notations. Glycan builders Sweet II. Sweet [58] is a web-based program for

• nomenclatures available to describe each monosaccharide, representing and encoding a glycan structure into a file is required for communication among scientists as well as for data processing. As a consequence, glycobiologists have proposed different graphical representations, with symbols or chemical

• structures replacing monosaccharides. The description of carbohydrate structures using standard symbolic nomenclature enables easy understanding and communication within the scientific community. Research groups working on carbohydrates have developed schematic depictions with symbols [3] and expansions with