Discovery of unguisin J, a new cyclic peptide from Aspergillus heteromorphus CBS 117.55, and phylogeny-based bioinformatic analysis of UngA NRPS domains

• Sharmila Neupane,
• Marcelo Rodrigues de Amorim and
• Elizabeth Skellam

Beilstein J. Org. Chem. 2024, 20, 321–330, doi:10.3762/bjoc.20.32

• TF 1.8.1 software. Fungal growth and extraction A. heteromorphus CBS 117.55 was cultivated in 2 Erlenmeyer flasks (500 mL), each containing 90 g of rice and 150 mL of H2O [16]. The medium was autoclaved at 121 °C for 20 min. After sterilization, the medium was inoculated with the spore solution of A

Elucidating the glycan-binding specificity and structure of Cucumis melo agglutinin, a new R-type lectin

• Jon Lundstrøm,
• Emilie Gillon,
• Valérie Chazalet,
• Nicole Kerekes,
• Antonio Di Maio,
• Ten Feizi,
• Yan Liu,
• Annabelle Varrot and
• Daniel Bojar

Beilstein J. Org. Chem. 2024, 20, 306–320, doi:10.3762/bjoc.20.31

• polymerase (Takara #TAKR045A); then the product was digested by DpnI and finally transformed in NEB5α strain (New England Biolabs, #C2992H). Both gene and vector were digested by NcoI and XhoI restriction enzymes (New England Biolabs) prior to purification on agarose gel using Monarch Gel extraction kit and

Substitution reactions in the acenaphthene analog of quino[7,8-h]quinoline and an unusual synthesis of the corresponding acenaphthylenes by tele-elimination

• Ekaterina V. Kolupaeva,
• Narek A. Dzhangiryan,
• Alexander F. Pozharskii,
• Oleg P. Demidov and
• Valery A. Ozeryanskii

Beilstein J. Org. Chem. 2024, 20, 243–253, doi:10.3762/bjoc.20.24

• -substituent led to a rather unexpected result. After cooling, dilution with water, basification, and extraction from the reaction mass, a single substance was isolated in almost quantitative yield, which turned out to be monosubstituted acenaphthylene 16, rather than the expected disubstituted acenaphthene 17

Photochromic derivatives of indigo: historical overview of development, challenges and applications

• Gökhan Kaplan,
• Zeynel Seferoğlu and
• Daria V. Berdnikova

Beilstein J. Org. Chem. 2024, 20, 228–242, doi:10.3762/bjoc.20.23

• working for Battelle Development Corporation, published a patent “Catalytic extraction of stored solar energy from photochemicals”, where the Ν,Ν'-diacylindigo derivatives were utilized as an energy storage element [78]. The mechanism of the energy storage relied upon the photoinduced E–Z isomerization of

Comparison of glycosyl donors: a supramer approach

• Anna V. Orlova,
• Nelly N. Malysheva,
• Maria V. Panova,
• Nikita M. Podvalnyy,
• Michael G. Medvedev and
• Leonid O. Kononov

Beilstein J. Org. Chem. 2024, 20, 181–192, doi:10.3762/bjoc.20.18

• NaHSO4 (100 mL), and saturated aqueous NaHCO3 (100 mL). An additional extraction with CH2Cl2 (2 × 50 mL) was performed from each aqueous layer. The combined organic extracts were filtered through a cotton wool plug, concentrated under reduced pressure, and dried in vacuo as described previously [36]. The

1-Butyl-3-methylimidazolium tetrafluoroborate as suitable solvent for BF₃: the case of alkyne hydration. Chemistry vs electrochemistry

• Marta David,
• Elisa Galli,
• Richard C. D. Brown,
• Marta Feroci,
• Fabrizio Vetica and
• Martina Bortolami

Beilstein J. Org. Chem. 2023, 19, 1966–1981, doi:10.3762/bjoc.19.147

• water during an initial work-up, to prevent a possible BF2-chelate hydrolysis, and only ethereal extraction was carried out after the reaction. When the reaction was carried out on ethyl 3-phenylpropiolate (1m, Table 4, entry 13), the analysis of the ethereal extracts showed the presence of the BF2

Selectivity control towards CO versus H₂ for photo-driven CO₂ reduction with a novel Co(II) catalyst

• Lisa-Lou Gracia,
• Philip Henkel,
• Olaf Fuhr and
• Claudia Bizzarri

Beilstein J. Org. Chem. 2023, 19, 1766–1775, doi:10.3762/bjoc.19.129

• (26.6 ppm) in the Earth crust [26]. Although it should not be considered a cost-effective option at present, as several social and environmental concerns are associated with its extraction, the high stability of the Co(II) ion and the versatility of the ligands used for coordination offer some

Unprecedented synthesis of a 14-membered hexaazamacrocycle

• Anastasia A. Fesenko and
• Anatoly D. Shutalev

Beilstein J. Org. Chem. 2023, 19, 1728–1740, doi:10.3762/bjoc.19.126

• (25 mL) and petroleum ether (50 mL), and 1 time with a mixture of ether (10 mL) and petroleum ether (20 mL) at room temperature. The extraction was considered as completed when the brown oil solidified. The product precipitated upon concentration of the combined extracts under reduced pressure. The

Quinoxaline derivatives as attractive electron-transporting materials

• Zeeshan Abid,
• Liaqat Ali,
• Sughra Gulzar,
• Faiza Wahad,
• Raja Shahid Ashraf and
• Christian B. Nielsen

Beilstein J. Org. Chem. 2023, 19, 1694–1712, doi:10.3762/bjoc.19.124

• research efforts aimed at overcoming various hurdles and enhancing the performance of Qx derivatives. One key concern is the solubility of Qx derivatives in solution processing, as it affects their suitability for practical applications. Additionally, achieving efficient electron injection and extraction

• strong dipole moments in Qx59 improves electron injection/extraction and energy level alignment, leading to enhanced device performance. The high PCE of 16.83% in OSC and excellent external quantum efficiency (EQE) of 5.00% in OLED devices highlight the efficacy of Qx59 in facilitating efficient charge

A deep-red fluorophore based on naphthothiadiazole as emitter with hybridized local and charge transfer and ambipolar transporting properties for electroluminescent devices

• Suangsiri Arunlimsawat,
• Patteera Funchien,
• Pongsakorn Chasing,
• Atthapon Saenubol,
• Taweesak Sudyoadsuk and
• Vinich Promarak

Beilstein J. Org. Chem. 2023, 19, 1664–1676, doi:10.3762/bjoc.19.122

• proper energy levels will benefit the efficient charge injections from the electrodes in OLEDs. To evaluate charge-carrier mobility in TPECNz, hole (μh) and electron (μe) mobilities were initially measured using metal-insulator-semiconductor (MIS) diodes in combination with charge extraction in linearly

A series of perylene diimide cathode interlayer materials for green solvent processing in conventional organic photovoltaics

• Kathryn M. Wolfe,
• Shahidul Alam,
• Eva German,
• Fahad N. Alduayji,
• Maryam Alqurashi,
• Frédéric Laquai and
• Gregory C. Welch

Beilstein J. Org. Chem. 2023, 19, 1620–1629, doi:10.3762/bjoc.19.119

• . Figure 6d is a plot in double logarithmic scales that depicts the photocurrent density (Jph) as a function of the effective voltage (Veff). This was conducted to investigate the charge generation and extraction processes further. The Jph was determined by subtracting the J–V characteristics measured in

• no barriers between the active layer and the CIL interface, indicating efficient charge extractions. In addition, to further confirm the charge extraction and recombination, the PAIOS (platform for all-in-one characterization of solar cells) tool from Fluxim was used to measure transient photocurrent

• photocurrent decay time under short circuit conditions is very similar for all devices, and we can see that most of the charges are extracted within two μs, thus indicating more significant extraction at the interface. J–V measurements based on the light's intensity were carried out to determine the possible

Sulfur-containing spiroketals from Breynia disticha and evaluations of their anti-inflammatory effect

• Ken-ichi Nakashima,
• Naohito Abe,
• Masayoshi Oyama,
• Hiroko Murata and
• Makoto Inoue

Beilstein J. Org. Chem. 2023, 19, 1604–1614, doi:10.3762/bjoc.19.117

• expert botanist, Ms. Hiroko Murata (Setsunan University, retired). A voucher specimen (GPU-0812) has been deposited at the Gifu Pharmaceutical University for future reference. Extraction and isolation The dried roots (767 g) of B. disticha were extracted with MeOH (5 L × 3 times) at room temperature, and

Cyclodextrins permeabilize DPPC liposome membranes: a focus on cholesterol content, cyclodextrin type, and concentration

• Ghenwa Nasr,
• Hélène Greige-Gerges,
• Sophie Fourmentin,
• Abdelhamid Elaissari and
• Nathalie Khreich

Beilstein J. Org. Chem. 2023, 19, 1570–1579, doi:10.3762/bjoc.19.115

• extraction demonstrated that some CDs displayed a higher affinity towards phospholipids such as α-CD for phosphatidylinositol (PI), phosphatidylserine (PS), and dipalmitoyl phosphatidylcholine (DPPC) [10][11], etc., while other CDs preferentially extracted cholesterol (CHOL) from membranes such as β-CD and

• the CDs effect with regards to their affinity to lipid membrane components. It will also allow us to point out if the CDs-induced lipid extraction may occur in “lipid rafts”. Results and Discussion In this study, liposome membranes made of DPPC and various CHOL contents were prepared (10%, 25%, 50

• CD concentration. The main reason behind these observations is the preferential lipid membrane extraction exhibited by the CDs. As a matter of fact, α-CD can remove phospholipids from membranes. A previous work reported that α-CD can extract DPPC through a special complex formation between the acyl

Secondary metabolites of Diaporthe cameroonensis, isolated from the Cameroonian medicinal plant Trema guineensis

• Bel Youssouf G. Mountessou,
• Élodie Gisèle M. Anoumedem,
• Blondelle M. Kemkuignou,
• Yasmina Marin-Felix,
• Frank Surup,
• Marc Stadler and
• Simeon F. Kouam

Beilstein J. Org. Chem. 2023, 19, 1555–1561, doi:10.3762/bjoc.19.112

• Lambert et al. [36]. The strain was deposited in the fungarium of the Helmholtz Centre for Infection Research (HZI, Braunschweig, Germany) under the reference number STMA 18289. Fermentation, extraction and isolation Well-grown agar plate cultures of the Diaporthe cameroonensis were used to inoculate 45

Synthesis of 5-arylidenerhodanines in L-proline-based deep eutectic solvent

• Stéphanie Hesse

Beilstein J. Org. Chem. 2023, 19, 1537–1544, doi:10.3762/bjoc.19.110

• potential of those solvents in many applications (electrodeposition, organic syntheses, biomass extraction, etc.) [11][12]. The more recent ones also deal with the importance of a better characterization of DES [13] and a clear evaluation of their sustainability via life-cycle assessment to evaluate the

• derivative synthesis. In accordance with the principles of green chemistry, we envisaged a procedure with temperatures not too high and reaction times not too long. We also wanted to isolate pure compounds by a simple filtration after precipitation in aqueous media without the need for extraction or

Functions of enzyme domains in 2-methylisoborneol biosynthesis and enzymatic synthesis of non-natural analogs

• Binbin Gu,
• Lin-Fu Liang and
• Jeroen S. Dickschat

Beilstein J. Org. Chem. 2023, 19, 1452–1459, doi:10.3762/bjoc.19.104

• intestinal phosphatase (CIP), followed by extraction of the reaction mixture with hexane and GC–MS analysis. Several combinations of DMAPP and IPP analogs resulted in a good production of the corresponding GPP analogs (indicated by three black plus signs in Table 1). Other combinations gave a medium (++) or

Non-noble metal-catalyzed cross-dehydrogenation coupling (CDC) involving ether α-C(sp³)–H to construct C–C bonds

• Hui Yu and
• Feng Xu

Beilstein J. Org. Chem. 2023, 19, 1259–1288, doi:10.3762/bjoc.19.94

• electron-deficient position of the pyridine ring in complex B to obtain pyridine radical C, which aromatizes through tert-butoxyl radical-mediated extraction of hydrogen to afford the desired 2-substituted pyridine and regenerate Sc(OTf)3. In 2019, Liu et al. first reported an enantioselective CDC of

• is similar to the CDC reaction of simple ethers by transition-metal catalysis. First, Ag triggers the oxidant to produce oxidant radicals, and the corresponding ether radicals are obtained by extraction of H atoms from the ether substrates by the oxidant radicals. Then, the addition of the radicals

Two new lanostanoid glycosides isolated from a Kenyan polypore Fomitopsis carnea

• Winnie Chemutai Sum,
• Sherif S. Ebada,
• Didsanutda Gonkhom,
• Cony Decock,
• Rémy Bertrand Teponno,
• Josphat Clement Matasyoh and
• Marc Stadler

Beilstein J. Org. Chem. 2023, 19, 1161–1169, doi:10.3762/bjoc.19.84

• comparison of its morphological traits to close relatives. Fermentation and metabolites extraction Mycelial cultures of F. carnea were fermented on solid and liquid-state media based on previously established methodologies [37]. Essentially, the preparation of solid-state media was as follows: 90 mg of rice

Five new sesquiterpenoids from agarwood of Aquilaria sinensis

• Hong Zhou,
• Xu-Yang Li,
• Hong-Bin Fang,
• He-Zhong Jiang and
• Yong-Xian Cheng

Beilstein J. Org. Chem. 2023, 19, 998–1007, doi:10.3762/bjoc.19.75

• , Shenzhen University, P.R. China. Extraction and isolation The dried and powdered agarwood sample (15.0 kg) was extracted by percolating with 95% EtOH to afford a crude extract, which was suspended in water followed by partition with EtOAc to afford an EtOAc-soluble extract (1.7 kg). The EtOAc extract was

Intermediates and shunt products of massiliachelin biosynthesis in Massilia sp. NR 4-1

• Till Steinmetz,
• Blaise Kimbadi Lombe and
• Markus Nett

Beilstein J. Org. Chem. 2023, 19, 909–917, doi:10.3762/bjoc.19.69

• ) using a 1 dm cuvette. For this, samples were dissolved in 1 mL methanol. Cultivation and extraction of Massilia sp. NR 4-1 For metabolite production, the strain was grown in 5 L Erlenmeyer flasks containing 1.5 L of modified R2A medium: 0.5 g/L yeast extract, 0.5 g/L proteose peptone, 0.5 g/L casamino

Cyclodextrins as building blocks for new materials

• Miriana Kfoury and
• Sophie Fourmentin

Beilstein J. Org. Chem. 2023, 19, 889–891, doi:10.3762/bjoc.19.66

• solubilizers, stabilizers, permeation enhancers, cryoprotectors, sequestrants of toxic compounds, taste and odor maskers, coating materials of solid surfaces, and chiral receptors has been successfully explored in food, packaging, cosmetics, textiles, separation processes, environmental remediation, extraction

Non-peptide compounds from Kronopolites svenhedini (Verhoeff) and their antitumor and iNOS inhibitory activities

• Yuan-Nan Yuan,
• Jin-Qiang Li,
• Hong-Bin Fang,
• Shao-Jun Xing,
• Yong-Ming Yan and
• Yong-Xian Cheng

Beilstein J. Org. Chem. 2023, 19, 789–799, doi:10.3762/bjoc.19.59

• Science Center, Shenzhen University, PR China. Extraction and isolation The dried and powdered bodies of Kronopolites svenhedini (Verhoeff) (49 kg) were extracted using 50% EtOH (4 × 120 L, 24 h each time) to yield a crude extract. This extract (5.2 kg) was partitioned into six fractions (Fr. A–Fr. F

Honeycomb reactor: a promising device for streamlining aerobic oxidation under continuous-flow conditions

• Masahiro Hosoya,
• Yusuke Saito and
• Yousuke Horiuchi

Beilstein J. Org. Chem. 2023, 19, 752–763, doi:10.3762/bjoc.19.55

• temperature derived from the heat of reaction accelerated the reaction. The quantitative yield by HPLC was 98.3% and the byproduct carboxylic acid 3a was 1.3%. 3a was easily purged by extraction with a weak base such as NaHCO3. From the above discussion, the throughput was improved to 1.4 kg/day (= 57 g/h

Synthesis, structure, and properties of switchable cross-conjugated 1,4-diaryl-1,3-butadiynes based on 1,8-bis(dimethylamino)naphthalene

• Semyon V. Tsybulin,
• Ekaterina A. Filatova,
• Alexander F. Pozharskii,
• Valery A. Ozeryanskii and
• Anna V. Gulevskaya

Beilstein J. Org. Chem. 2023, 19, 674–686, doi:10.3762/bjoc.19.49

• 10a–e on Al2O3 resulted in their quantitative desilylation with the formation of the target monomers 6a–e, thus eliminating the need to remove the trimethylsilyl protection. Pure samples of compounds 10a–e could be obtained by extraction of the reaction mixture with hexane followed by

Cassane diterpenoids with α-glucosidase inhibitory activity from the fruits of Pterolobium macropterum

• Sarot Cheenpracha,
• Ratchanaporn Chokchaisiri,
• Lucksagoon Ganranoo,
• Sareeya Bureekaew,
• Thunwadee Limtharakul and
• Surat Laphookhieo

Beilstein J. Org. Chem. 2023, 19, 658–665, doi:10.3762/bjoc.19.47

• °16'51.5"N 100°43'30.3"E) in August 2021 and identified by Mr. Martin van de Bult, Doi Tung Development Project. A voucher specimen (UP-CNP003) was deposited at the Chemistry of Natural Products for Sustainability Laboratory, School of Science, University of Phayao. Extraction and isolation The fresh