Harnessing unprotected deactivated amines and arylglyoxals in the Ugi reaction for the synthesis of fused complex nitrogen heterocycles

• Javier Gómez-Ayuso,
• Pablo Pertejo,
• Tomás Hermosilla,
• Israel Carreira-Barral,
• Roberto Quesada and
• María García-Valverde

Beilstein J. Org. Chem. 2024, 20, 1758–1766, doi:10.3762/bjoc.20.154

• piperazinoquinazoline derivatives, a core found in fungal metabolites [25][26], systems with promising antitumour activity [27], as well as dipyrrolopiperazinone derivatives, substructure found in some alkaloids such as dibromophakellin or the palau’amine [28], which possess immunosuppressive and cytotoxic properties

Methyltransferases from RiPP pathways: shaping the landscape of natural product chemistry

• Maria-Paula Schröder,
• Isabel P.-M. Pfeiffer and
• Silja Mordhorst

Beilstein J. Org. Chem. 2024, 20, 1652–1670, doi:10.3762/bjoc.20.147

• resulting natural products with a spectrum of chemical complexity, contributing to the broad range of biological activities exhibited by RiPPs. Bioactivities attributed to RiPPs include a wide range of effects, such as antibiotic, antifungal, antiviral, antiparasitic, antitumour, analgesic, anti

Using UHPLC–MS profiling for the discovery of new sponge-derived metabolites and anthelmintic screening of the NatureBank bromotyrosine library

• Sasha Hayes,
• Aya C. Taki,
• Kah Yean Lum,
• Joseph J. Byrne,
• Merrick G. Ekins,
• Robin B. Gasser and
• Rohan A. Davis

Beilstein J. Org. Chem. 2022, 18, 1544–1552, doi:10.3762/bjoc.18.164

• -tuberculosis mycobacteria [42]; while antitumour [43] and antifouling [44] activities have also been published. Conclusion In summary, we report here the UHPLC–MS profiling of 39 Verongida sponge extracts from NatureBank, which led to large-scale extraction and mass-directed isolation studies on an Ianthella

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

• metronidazole scaffolds are known to have a large range of biological activities including tumorhypxia agents [8], antiprotozoal activity [9], antimicrobial [10], antitumour [11], carbonic anhydrase IX inhibitors [12], trichomonas vaginalis activity [13], antileishmanial agents [14] (Figure 2). We have recently

Synthesis of phenanthridines via a novel photochemically-mediated cyclization and application to the synthesis of triphaeridine

• Songeziwe Ntsimango,
• Kennedy J. Ngwira,
• Moira L. Bode and
• Charles B. de Koning

Beilstein J. Org. Chem. 2021, 17, 2340–2347, doi:10.3762/bjoc.17.152

• captivated synthetic chemists and biologists alike since the 1960s due to their efficient DNA binding, antitumour and antiparasitic activities [1]. Such compounds include the DNA and RNA-fluorescent marker ethidium bromide (1), the cell viability probe propidium iodide (2) and the naturally occurring

Post-functionalization of drug-loaded nanoparticles prepared by polymerization-induced self-assembly (PISA) with mitochondria targeting ligands

• Janina-Miriam Noy,
• Fan Chen and
• Martina Stenzel

Beilstein J. Org. Chem. 2021, 17, 2302–2314, doi:10.3762/bjoc.17.148

• have shown to increase mitochondrial accumulation when more positive zeta potentials were obtained [22], and when the TPP-nanoparticles were loaded with drugs, significantly better antitumour activities were acquired [23][24][25][26][27], highlighting TPP’s desirable influence on the therapeutic

Naphthalene diimide–amino acid conjugates as novel fluorimetric and CD probes for differentiation between ds-DNA and ds-RNA

• Annike Weißenstein,
• Myroslav O. Vysotsky,
• Ivo Piantanida and
• Frank Würthner

Beilstein J. Org. Chem. 2020, 16, 2032–2045, doi:10.3762/bjoc.16.170

• pH control over DNA/RNA binding. There are several other systems also taking advantage of pH-controlled DNA binding [28], and such pH control could be further used also in selective antitumour strategies, taking advantage of many solid tumours having significantly lowered extracellular pH [29][30

Diversity-oriented synthesis of spirothiazolidinediones and their biological evaluation

• Sambasivarao Kotha,
• Gaddamedi Sreevani,
• Lilya U. Dzhemileva,
• Milyausha M. Yunusbaeva,
• Usein M. Dzhemilev and
• Vladimir A. D’yakonov

Beilstein J. Org. Chem. 2019, 15, 2774–2781, doi:10.3762/bjoc.15.269

• generate new derivatives suitable for the multiple interaction sites. Further, the antitumour activity of these compounds were studied. Therefore, we synthesized the required diyne derivatives of thiazolidinedione for [2 + 2 + 2] cycloaddition, in the presence of propargyl bromide and K2CO3 in DMF. The

Fluorocyclisation via I(I)/I(III) catalysis: a concise route to fluorinated oxazolines

• Felix Scheidt,
• Christian Thiehoff,
• Gülay Yilmaz,
• Stephanie Meyer,
• Constantin G. Daniliuc,
• Gerald Kehr and
• Ryan Gilmour

Beilstein J. Org. Chem. 2018, 14, 1021–1027, doi:10.3762/bjoc.14.88

• siderophore antibiotic D-fluviabactin, the cytotoxic agent westiellamide, the antifungal macrodiolide leupyrrin A1 and the antitumour compound BE-70016 (Figure 1). In addition, synthetic polymers based on the 2-oxazoline building block constitute versatile platforms for a range of biomedical applications

Heterogeneous Pd catalysts as emulsifiers in Pickering emulsions for integrated multistep synthesis in flow chemistry

• Katharina Hiebler,
• Georg J. Lichtenegger,
• Manuel C. Maier,
• Eun Sung Park,
• Renie Gonzales-Groom,
• Bernard P. Binks and
• Heidrun Gruber-Woelfler

Beilstein J. Org. Chem. 2018, 14, 648–658, doi:10.3762/bjoc.14.52

• antitumour agents [10]. Advantages of the Suzuki–Miyaura coupling are mild reaction conditions, commercial availability of a large number of boronic acids and simple product purification [7]. Concerning the transition metal source for C–C cross-coupling reactions, homogeneous and heterogeneous Pd catalysts

A convergent, umpoled synthesis of 2-(1-amidoalkyl)pyridines

• Tarn C. Johnson and
• Stephen P. Marsden

Beilstein J. Org. Chem. 2016, 12, 1–4, doi:10.3762/bjoc.12.1

• as the antitumour antibiotic kedarcidin chromophore 1 [2] and the RNA polymerase inhibitor cyclothiazomycin B1 2 [3] (Figure 1). Additionally, the motif is commonly incorporated into synthetic pharmaceutical candidates, for example in the factor XIa inhibitor 3 [4], the orally-active renin inhibitor

Novel stereocontrolled syntheses of tashiromine and epitashiromine

• Loránd Kiss,
• Enikő Forró and
• Ferenc Fülöp

Beilstein J. Org. Chem. 2015, 11, 596–603, doi:10.3762/bjoc.11.66

• valuable physiological properties. A number of representatives of this class exhibit glycosidase inhibitory activity or antimetastatic, anticancer, antitumour or anti-HIV properties [1][2][3]. A large number of natural products contain an indolizidine framework, among them (−)-δ-coniceine, (−)-swainsonine

Synthesis of 2,3-dihydronaphtho[2,3-d][1,3]thiazole-4,9-diones and 2,3-dihydroanthra[2,3-d][1,3]thiazole-4,11-diones and novel ring contraction and fusion reaction of 3H-spiro[1,3-thiazole-2,1'-cyclohexanes] into 2,3,4,5-tetrahydro-1H-carbazole-6,11-diones

• Lidia S. Konstantinova,
• Kirill A. Lysov,
• Ljudmila I. Souvorova and
• Oleg A. Rakitin

Beilstein J. Org. Chem. 2013, 9, 577–584, doi:10.3762/bjoc.9.62

• one of the most interesting modifications. In fact, 2-alkylthio-1,4-naphthoquinones were found to show cell-growth inhibitory properties [2], and dihydrothienonaphthoquinones appeared to be potent antitumour compounds [3]. In searching for agents with better pharmacological properties, wider activity

Mitomycins syntheses: a recent update

• Jean-Christophe Andrez

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

• : antitumour; bioactivity; mitomycin; mitosene; synthesis; Review Introduction The mitomycins pose unique challenges to the synthetic chemist. As S. Danishefsky noted, “The complexity of the problem arises from the need to accommodate highly interactive functionality in a rather compact matrix and to

• ]. Mitomycin C, 7, the most potent mitomycin, has been used medicinally since the 1970’s for its activity against breast, stomach, oesophagus and bladder tumours [9]. Besides the well-known antibiotic and antitumour properties of these compounds [9][10][11][12], other semi-synthetic derivatives were prepared