High-speed vibration-milling-promoted synthesis of symmetrical frameworks containing two or three pyrrole units

• Marco Leonardi,
• Mercedes Villacampa and
• J. Carlos Menéndez

Beilstein J. Org. Chem. 2017, 13, 1957–1962, doi:10.3762/bjoc.13.190

• relevance of nitrogen heterocycles in the generation of bioactive molecules, medicinal chemists would greatly benefit from the ability to build two heterocyclic systems at both ends of the spacer chain in a single maneuver. Further advantages in terms of synthetic efficiency would be gained if the key

• ” approach to the design of bioactive molecules [18][19][20]. Regarding the pyrrole rings, they were generally methyl-substituted at C-2, but the attachment of functional groups to the methyl substituent was also possible, as shown by the preparation of compounds 1g and 1n. Ketone (compounds 1f and 1j–l) and

Oxidative dehydrogenation of C–C and C–N bonds: A convenient approach to access diverse (dihydro)heteroaromatic compounds

• Santanu Hati,
• Ulrike Holzgrabe and
• Subhabrata Sen

Beilstein J. Org. Chem. 2017, 13, 1670–1692, doi:10.3762/bjoc.13.162

• the synthesis of AZD8926. Catalytic oxidative dehydrogenation of tetrahydroquinolines to afford bioactive molecules. Iodobenzene diacetate-mediated synthesis of β-carboline natural products.

Biomimetic molecular design tools that learn, evolve, and adapt

• David A Winkler

Beilstein J. Org. Chem. 2017, 13, 1288–1302, doi:10.3762/bjoc.13.125

• discovery of new bioactive molecules and materials, with examples. Review Open questions in artificial intelligence (AI) Before describing these AI methods and how they can be used in chemistry, biology and elsewhere, it is instructive to consider some of the “big picture” questions of the AI field. Among

• processes of natural selection, and they are efficient ways of exploring extremely large materials spaces. Although accelerated synthesis and testing methods for bioactive molecules (drugs and agrochemicals) and materials are invaluable for accelerating drug and materials research, they cannot alone solve

The effect of cyclodextrin complexation on the solubility and photostability of nerolidol as pure compound and as main constituent of cabreuva essential oil

• Joyce Azzi,
• Pierre-Edouard Danjou,
• David Landy,
• Steven Ruellan,
• Lizette Auezova,
• Hélène Greige-Gerges and
• Sophie Fourmentin

Beilstein J. Org. Chem. 2017, 13, 835–844, doi:10.3762/bjoc.13.84

• Joyce Azzi Pierre-Edouard Danjou David Landy Steven Ruellan Lizette Auezova Helene Greige-Gerges Sophie Fourmentin Bioactive Molecules Research Group, Doctoral School of Sciences and Technologies, Faculty of Sciences, Jdaidet El-Matn, Lebanese University, Lebanon Unité de Chimie Environnementale

Isoxazole derivatives as new nitric oxide elicitors in plants

• Anca Oancea,
• Emilian Georgescu,
• Florentina Georgescu,
• Alina Nicolescu,
• Elena Iulia Oprita,
• Catalina Tudora,
• Lucian Vladulescu,
• Marius-Constantin Vladulescu,
• Florin Oancea and
• Calin Deleanu

Beilstein J. Org. Chem. 2017, 13, 659–664, doi:10.3762/bjoc.13.65

• ]. The thiophene is a core system of a large number of bioactive molecules such as antineoplastic agents [49], non-steroidal anti-inflammatory drugs [50] or compounds with antibacterial activities against several Gram-positive strains [51]. Thus, 3,5-disubstituted isoxazole derivatives were obtained by

Synthesis of 1-indanones with a broad range of biological activity

• Marika Turek,
• Dorota Szczęsna,
• Marek Koprowski and
• Piotr Bałczewski

Beilstein J. Org. Chem. 2017, 13, 451–494, doi:10.3762/bjoc.13.48

Regiochemistry of cyclocondensation reactions in the synthesis of polyazaheterocycles

• Patrick T. Campos,
• Leticia V. Rodrigues,
• Andrei L. Belladona,
• Caroline R. Bender,
• Juliana S. Bitencurt,
• Fernanda A. Rosa,
• Davi F. Back,
• Helio G. Bonacorso,
• Nilo Zanatta,
• Clarissa P. Frizzo and
• Marcos A. P. Martins

Beilstein J. Org. Chem. 2017, 13, 257–266, doi:10.3762/bjoc.13.29

• ; quinoxalinone; thiazolo[3,2-a]pyrimidinone; Introduction Various syntheses of polyazaheterocycles are described in the literature because they are important components for the preparation of bioactive molecules [1][2][3]. One of the most important synthetic methods towards compounds containing nitrogen atoms

cis-Diastereoselective synthesis of chroman-fused tetralins as B-ring-modified analogues of brazilin

• Dimpee Gogoi,
• Runjun Devi,
• Pallab Pahari,
• Bipul Sarma and
• Sajal Kumar Das

Beilstein J. Org. Chem. 2016, 12, 2816–2822, doi:10.3762/bjoc.12.280

• [2,1-c]chromen-6a-ols 5 (Figure 1) as B-ring-modified analogues of brazilin through the fusion of chroman and tetralin motifs to generate new bioactive molecules. To the best of our knowledge, the stereoselective synthesis of such chroman-fused tetralins has never been reported. Based on the continuous

Stereo- and regioselectivity of the hetero-Diels–Alder reaction of nitroso derivatives with conjugated dienes

• Lucie Brulíková,
• Aidan Harrison,
• Marvin J. Miller and
• Jan Hlaváč

Beilstein J. Org. Chem. 2016, 12, 1949–1980, doi:10.3762/bjoc.12.184

• organic synthesis [15][16][17][18][19][20][21][22][23][24], applications of nitroso hetero-Diels–Alder reactions for the synthesis of azasugars [10], and the utilization of nitroso hetero-Diels–Alder reactions in natural product synthesis [9][25] and the synthesis of bioactive molecules [26]. However

One-pot synthesis of enantiomerically pure N-protected allylic amines from N-protected α-amino esters

• Gastón Silveira-Dorta,
• Sergio J. Álvarez-Méndez,
• Víctor S. Martín and
• José M. Padrón

Beilstein J. Org. Chem. 2016, 12, 957–962, doi:10.3762/bjoc.12.94

• unstable to manipulate. As part of our interest in the synthesis of nitrogen-containing bioactive molecules [15], we developed a simplified version of the Reetz protocol [11] for the synthesis of enantiomerically pure anti-β-amino alcohols [16]. The process circumvents the problem of the instability of the

Determination of formation constants and structural characterization of cyclodextrin inclusion complexes with two phenolic isomers: carvacrol and thymol

• Miriana Kfoury,
• David Landy,
• Steven Ruellan,
• Lizette Auezova,
• Hélène Greige-Gerges and
• Sophie Fourmentin

Beilstein J. Org. Chem. 2016, 12, 29–42, doi:10.3762/bjoc.12.5

• Miriana Kfoury David Landy Steven Ruellan Lizette Auezova Helene Greige-Gerges Sophie Fourmentin Bioactive Molecules Research Group, Doctoral School of Science and Technology, Department of Chemistry and Biochemistry, Faculty of Sciences, section II, Lebanese University, Lebanon Unité de Chimie

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

• of the (amidoalkyl)pyridine products, and the convergent nature of the reaction, we believe that the method should find ready application in the concise synthesis of bioactive molecules. Examples of naturally-occurring and synthetic bioactive (amidoalkyl)pyridines. Discovery of the azlactone

Exploring architectures displaying multimeric presentations of a trihydroxypiperidine iminosugar

• Camilla Matassini,
• Stefania Mirabella,
• Andrea Goti,
• Inmaculada Robina,
• Antonio J. Moreno-Vargas and
• Francesca Cardona

Beilstein J. Org. Chem. 2015, 11, 2631–2640, doi:10.3762/bjoc.11.282

• bioactive molecules (namely pyrrolidine- and pyrrolizidine-based iminosugars) [19][20][21]. Moreover, trivalent pyrrolidine derivatives have been recently employed to probe the multivalent effect towards α-L-fucosidase inhibition [22], which may be clinically relevant in the treatment of fucosidosis

Dicarboxylic esters: Useful tools for the biocatalyzed synthesis of hybrid compounds and polymers

• Ivan Bassanini,
• Karl Hult and
• Sergio Riva

Beilstein J. Org. Chem. 2015, 11, 1583–1595, doi:10.3762/bjoc.11.174

• parent compound 12. A similar approach was followed later on by Lin and coworkers, who described the enzymatic esterification of the nucleoside 5-fluorouridine (13) and of other polyhydroxylated bioactive molecules with divinyl esters of dicarboxylic acids [31][32][33][34][35]. The monovinyl esters

• different bioactive molecules with suitable dicarboxylic acids to prepare hybrid compounds has been receiving more and more attention. The interest is due to the fact that these new substances might show additive activities [36], having improved properties or efficacies compared to the combined use of the

Hybrid macrocycle formation and spiro annulation on cis-syn-cis-tricyclo[6.3.0.0^2,6]undeca-3,11-dione and its congeners via ring-closing metathesis

• Sambasivarao Kotha,
• Ajay Kumar Chinnam and
• Rashid Ali

Beilstein J. Org. Chem. 2015, 11, 1123–1128, doi:10.3762/bjoc.11.126

• recurring motif in bioactive molecules. Consequently, assembling architecturally complex spirocycles is of great relevance to the diversity-oriented synthesis of biologically active spirocycles. In this context, new synthetic methods to generate multiple spirocenters in a simple manner remain a challenging

Inclusion of trans-resveratrol in methylated cyclodextrins: synthesis and solid-state structures

• Lee Trollope,
• Dyanne L. Cruickshank,
• Terence Noonan,
• Susan A. Bourne,
• Milena Sorrenti,
• Laura Catenacci and
• Mino R. Caira

Beilstein J. Org. Chem. 2014, 10, 3136–3151, doi:10.3762/bjoc.10.331

• shortcoming [5], among them inclusion complexation with cyclodextrins (CDs), which are well-known solubilisers of lipophilic molecules [6]. In addition to enhancing the solubility of guest molecules, CDs can confer chemical stability on bioactive molecules through inclusion of sensitive guest moieties within

Detonation nanodiamonds biofunctionalization and immobilization to titanium alloy surfaces as first steps towards medical application

• Juliana P. L. Gonçalves,
• Afnan Q. Shaikh,
• Manuela Reitzig,
• Daria A. Kovalenko,
• Jan Michael,
• René Beutner,
• Gianaurelio Cuniberti,
• Dieter Scharnweber and
• Jörg Opitz

Beilstein J. Org. Chem. 2014, 10, 2765–2773, doi:10.3762/bjoc.10.293

• regioselective partial incorporation of biofunctional molecules into anodically grown oxide layers. The authors electrochemically immobilized nucleic acids on titanium alloys for its surface modification with bioactive molecules [21][22][23][24][25], as, e.g., oligonucleotides and RGD peptide conjugates, for

Effect of cyclodextrin complexation on phenylpropanoids’ solubility and antioxidant activity

• Miriana Kfoury,
• David Landy,
• Lizette Auezova,
• Hélène Greige-Gerges and
• Sophie Fourmentin

Beilstein J. Org. Chem. 2014, 10, 2322–2331, doi:10.3762/bjoc.10.241

• Miriana Kfoury David Landy Lizette Auezova Helene Greige-Gerges Sophie Fourmentin Bioactive Molecules Research Group, Doctoral School of Science and Technology, Department of Chemistry and Biochemistry, Faculty of Sciences-2, Lebanese University, Lebanon Univ Lille Nord de France, F-59000 Lille

Exploration of C–H and N–H-bond functionalization towards 1-(1,2-diarylindol-3-yl)tetrahydroisoquinolines

• Michael Ghobrial,
• Marko D. Mihovilovic and
• Michael Schnürch

Beilstein J. Org. Chem. 2014, 10, 2186–2199, doi:10.3762/bjoc.10.226

• , the indole moiety is considered as a privileged structure since it is encountered in many bioactive molecules and arylindoles [4] are particularly active when substituted in 2-position [5]. 1,2-Diarylindoles have been reported to display interesting pharmacological activities, e.g., as estrogen

• ring have not been reported as bioactive molecules so far. Actually, this compound class is underrepresented in literature with only three examples of 1-(1-arylindol-3-yl)-THIQs being reported [9][10]. No 1-(2-arylindol-3-yl)-THIQs or 1-(1,2-diarylindol-3-yl)-THIQs 1 have been disclosed in literature

Application of cyclic phosphonamide reagents in the total synthesis of natural products and biologically active molecules

• Thilo Focken and
• Stephen Hanessian

Beilstein J. Org. Chem. 2014, 10, 1848–1877, doi:10.3762/bjoc.10.195

• products or bioactive molecules will be discussed [10]. Similar technologies to the ones discussed here without such applications and other uses of chiral phosphonamide reagents in asymmetric synthesis such as Denmark’s carbanion-accelerated Claisen rearrangements [11][12] have been reviewed elsewhere [13

Sacrolide A, a new antimicrobial and cytotoxic oxylipin macrolide from the edible cyanobacterium Aphanothece sacrum

• Naoya Oku,
• Miyako Matsumoto,
• Kohsuke Yonejima,
• Keijiroh Tansei and
• Yasuhiro Igarashi

Beilstein J. Org. Chem. 2014, 10, 1808–1816, doi:10.3762/bjoc.10.190

• allows for the consumption of a substantial amount of unprocessed alga. In conclusion, the present study illustrates the importance of exploring untapped biological resources for the discovery of new bioactive molecules, and also encourages the careful conservation of a variety of habitats to maximize

The search for new amphiphiles: synthesis of a modular, high-throughput library

• George C. Feast,
• Thomas Lepitre,
• Xavier Mulet,
• Charlotte E. Conn,
• Oliver E. Hutt,
• G. Paul Savage and
• Calum J. Drummond

Beilstein J. Org. Chem. 2014, 10, 1578–1588, doi:10.3762/bjoc.10.163

• ]. Increasing the lattice parameter of the liquid-crystalline phase may also facilitate the uptake of larger bioactive molecules [4]. At present, only a small selection of amphiphiles is used in the aforementioned applications. Research into the design, synthesis, and material characterisation of new

A tandem Mannich addition–palladium catalyzed ring-closing route toward 4-substituted-3(2H)-furanones

• Jubi John,
• Eliza Târcoveanu,
• Peter G. Jones and
• Henning Hopf

Beilstein J. Org. Chem. 2014, 10, 1462–1470, doi:10.3762/bjoc.10.150

• the process. Bioactive molecules I [19], II [26], III & IV [21][22] with 3(2H)-furanone moiety. Generalisation with aromatic and aliphatic imines (reaction conditions: 1 (1.0 equiv), 2 (1.1 equiv), Pd2dba3·CHCl3 (5 mol %), dppe (10 mol %), Na2CO3 (2.0 equiv), dioxane (2 mL), 50 °C, 10 h, isolated

Stereoselective synthesis of carbocyclic analogues of the nucleoside Q precursor (PreQ₀)

• Sabin Llona-Minguez and
• Simon P. Mackay

Beilstein J. Org. Chem. 2014, 10, 1333–1338, doi:10.3762/bjoc.10.135

• -substituted analogues with interesting three-dimensional character, including chiral cyclopentane-1,2-diol and -1,2,3-triol derivatives. This unusual substitution pattern provides a useful starting point for the discovery of novel bioactive molecules. Keywords: diol synthesis; nucleoside; PreQ0

Magnesium bis(monoperoxyphthalate) hexahydrate as mild and efficient oxidant for the synthesis of selenones

• Andrea Temperini,
• Massimo Curini,
• Ornelio Rosati and
• Lucio Minuti

Beilstein J. Org. Chem. 2014, 10, 1267–1271, doi:10.3762/bjoc.10.127

• bioactive molecules is currently under investigation. General transformation of selenides to selenones. Phenylselenone 2 as useful leaving group for the synthesis of different organic molecules. Oxidation of selenides 1a–d to selenones 2a–d with MMPP. Oxidative cyclization with MMPP of functionalized