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

• saturated aqueous NaHCO3 until a suspension formed, and cooled (0 °C). The precipitate was filtered, washed with ice-cold H2O, petroleum ether, and dried to give compound 13 (0.035 g, 61%) as a light yellow solid. An analytically pure sample (a light yellow solid) was obtained after crystallization from

• : Compound 13 (0.034 g, 59%) as a light yellow solid was prepared from macrocycle 5 (0.055 g, 0.17 mmol), СН(ОЕt)3 (4 mL) and НСООН (0.016 mL) (reflux, 8 h) as described in Method A. 5-Acetylamino-4-imino-2-methylpyrazolo[3,4-d]pyrimidine (14): A suspension of macrocycle 5 (0.304 g, 0.93 mmol) in AcOH (15 mL

Effects of the aldehyde-derived ring substituent on the properties of two new bioinspired trimethoxybenzoylhydrazones: methyl vs nitro groups

• Dayanne Martins,
• Roberta Lamosa,
• Talis Uelisson da Silva,
• Carolina B. P. Ligiero,
• Sérgio de Paula Machado,
• Daphne S. Cukierman and
• Nicolás A. Rey

Beilstein J. Org. Chem. 2023, 19, 1713–1727, doi:10.3762/bjoc.19.125

• beige and light-yellow solids with 78% and 44% yield, respectively. Thermal analyses between 25 and 350 °C were performed in order to verify the hydration status of the bulk. Regarding hdz-CH3, a weight loss of 9.78% from around 80 to 190 °C was observed, suggesting the presence of two crystallization

• of the resulting hydrazone: a considerable amount of hdz-NO2 deprotonates immediately upon dilution in the aqueous-rich medium at pH 7.4, affording a deep yellow solution due to phenolate-based absorptions centered at around 440 nm. For this reason, we decided to investigate this deprotonation by

• spectrum of this precursor at pH 3.8 (dotted dark yellow curve). On the other hand, under similar arguments, the constituent at 284 nm is probably related to a TMP-based transition. In contrast, the intense component at 307 nm has no parallel in the spectra of precursors and was consequently attributed to

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

• versatility of quinoxaline derivatives in tailoring the emission properties of TADF materials. The vacuum deposited OLEDs based on Qx63 and Qx64 emitted yellow and red light, achieving EQEs of 17.3% and 15.6%, respectively [63]. You and co-workers reported the strategic design of a series of butterfly-shaped

• indicated efficient charge transfer and exciton formation within the molecule, leading to red emission. The achieved EQE of 7.4% highlighted the potential application of this Qx-based TADF emitter as dopant in red-emitting OLED devices [65]. Huang et al. developed two yellow TADF emitters, Qx67 and Qx68

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

• -diacetylalternariol (2) (Figure 1), together with fifteen known compounds (Figure S1 in Supporting Information File 1). Compound 1 was obtained as a yellow oil. Its molecular formula, C12H14O4 that fits with six double bond equivalents, was established from the positive-ion mode HRESIMS (Figure S2, Supporting

• the stationary phase and the solvent mixture CH2CH2/MeOH 92:8 (v/v) as the mobile phase. The elution was performed for 25 min each with a flow rate of 2 mL/min, an automatic pressure in the range of 1–10 bar and the UV absorptions were set at 210, 254, and 366 nm to yield compounds 15 (3.2 mg, yellow

• oil, tR = 8 min), 9 (1.3 mg, yellow oil, tR = 14 min), 3 (2.76 mg, white neat solid, tR = 16 min), and 1 (0.79 mg, yellow oil, tR = 22 min), respectively. Series E (294 mg) was further purified to yield compounds 5 (0.95 mg, white amorphous powder, tR = 35.20 min), 17 (6.1 mg, white amorphous powder

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

• aldehydes to study the scope of this reaction (Scheme 1). It must be noted that in most of the cases, the reaction mixture changed its appearance from colorless to yellow or orange and that some solid precipitate formed during the reaction. The addition of water at the end of the reaction clearly led to the

• give a purple solution and present a strong absorption maximum at 517 nm. In the presence of an antioxidant compound DPPH is reduced forming DPPH-H and the color of the solution changes to yellow. The overall antioxidant capacity of compounds was measured after 30 minutes of incubation. We used the

• -Hydroxymethylfurfurylidene)-2-thioxothiazolidin-4-one (3j). ochre yellow solid obtained after 1 h at 60 °C in 36% yield (two-step yield). Mp 149 °C; 1H NMR (400 MHz, DMSO-d6) δ (ppm) 4.49 (s, 2H), 5.52 (br s, 1H, OH), 6.58 (d, J = 3.6 Hz, 1H), 7.11 (d, J = 3.6 Hz, 1H), 7.44 (s, 1H, =CH), 13.62 (br s, 1H, NH); 13C NMR (100

Synthesis and biological evaluation of Argemone mexicana-inspired antimicrobials

• Jessica Villegas,
• Bryce C. Ball,
• Katelyn M. Shouse,
• Caleb W. VanArragon,
• Ashley N. Wasserman,
• Hannah E. Bhakta,
• Allen G. Oliver,
• Danielle A. Orozco-Nunnelly and
• Jeffrey M. Pruet

Beilstein J. Org. Chem. 2023, 19, 1511–1524, doi:10.3762/bjoc.19.108

• -oxoberberine has been reported as a white solid, while our oxidized product maintained the bright yellow color of berberine [38]. This same unexpected oxidation was observed, to varying degrees, in the production of our next two variants wherein the expected products B3 and B5, respectively were isolated as a

Organic thermally activated delayed fluorescence material with strained benzoguanidine donor

• Alexander C. Brannan,
• Elvie F. P. Beaumont,
• Nguyen Le Phuoc,
• George F. S. Whitehead,
• Mikko Linnolahti and
• Alexander S. Romanov

Beilstein J. Org. Chem. 2023, 19, 1289–1298, doi:10.3762/bjoc.19.95

• benzoguanidine donor and compare it with the benchmark carbazole-based material (4CzIPN). Extended π-conjugation in 4BGIPN material results in yellow-green luminescence at 512 nm with a fast radiative rate of 5.5 × 10−5 s−1 and a photoluminescence quantum yield of 46% in methylcyclohexane solution. Such a

• : guanidine; organic; photoluminescence; TADF; yellow; Introduction Thermally activated delayed fluorescence (TADF) is a photoluminescence mechanism where excitons undergo thermally-assisted reverse-intersystem crossing from an excited triplet state to a higher-lying in energy singlet state to emit delayed

• dichloromethane solution for 4BGIPN at room temperature (Figure 2). The title compound crystallizes with two independent molecules in the unit cell of the triclinic (P−1, Figure 2c, yellow plates) and monoclinic chiral space group P21 (Figure 2a,b,d, yellow blocks). Due to very weak reflection data, the structure

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

• , nm (log ε): 196.5 (1.7); NMR data (1H NMR: 500 MHz, 13C NMR: 125 MHz in methanol-d4) see Table 1; HRMS–ESI (m/z): [M + Na]+ calcd for C43H68NaO12+, 799.4603; found, 799.4604; [2M + Na]+ calcd for C86H136NaO13+, 1575.9314; found, 1575.9321. Forpinioside C (2): pale yellow oil; +30 (c 0.1, MeOH); UV

Photoredox catalysis harvesting multiple photon or electrochemical energies

• Mattia Lepori,
• Simon Schmid and
• Joshua P. Barham

Beilstein J. Org. Chem. 2023, 19, 1055–1145, doi:10.3762/bjoc.19.81

The effect of dark states on the intersystem crossing and thermally activated delayed fluorescence of naphthalimide-phenothiazine dyads

• Liyuan Cao,
• Xi Liu,
• Xue Zhang,
• Jianzhang Zhao,
• Fabiao Yu and
• Yan Wan

Beilstein J. Org. Chem. 2023, 19, 1028–1046, doi:10.3762/bjoc.19.79

• dried over anhydrous Na2SO4 and the solvent was evaporated under reduced pressure. The crude product was purified by column chromatography (silica gel, DCM/MeOH 50:1, v:v) and the product was obtained as yellow solid. Yield: 28 mg (76%); mp 100.1–101.0 °C; 1H NMR (CDCl3, 400 MHz) δ 8.87 (d, J = 7.63 Hz

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

• comparison of their spectroscopic data with those reported in the literature (Figure 1). The new derivatives were characterized as explained below. Compound 1 was obtained as pale yellow gum, and its molecular formula was inferred from the positive HRESIMS at m/z 273.1464 [M + Na]+ (calcd for C15H22O3Na

• calculations. The CD spectrum matched well with the calculated ECD spectrum of 1a (Figure 4), revealing the absolute configuration of 1 to be 7R,10S, and it was named aquisinenoid F. Compound 2 was isolated as pale yellow gum, and was assigned the molecular formula C15H24O2 as inferred from the HRESIMS m/z

• 2 was eventually clarified to be 7S,8R,10S, and it was named aquisinenoid G. Compound 3 was isolated as pale yellow gum, and its molecular formula was determined to be C15H24O3 based on its HRESIMS m/z 275.1622 [M + Na]+ (calcd for C15H24O3Na, 275.1618), 13C NMR and DEPT spectra (Table 2

The unique reactivity of 5,6-unsubstituted 1,4-dihydropyridine in the Huisgen 1,4-diploar cycloaddition and formal [2 + 2] cycloaddition

• Xiu-Yu Chen,
• Hui Zheng,
• Ying Han,
• Jing Sun and
• Chao-Guo Yan

Beilstein J. Org. Chem. 2023, 19, 982–990, doi:10.3762/bjoc.19.73

• ) as eluent to give the pure product for analysis. 7,8-Diethyl 4-methyl 2-benzyl-3-methyl-5-(4-nitrophenyl)-2-azabicyclo[4.2.0]octa-3,7-diene-4,7,8-tricarboxylate (5e): yellow solid, 36%; mp 161–163 °C; 1H NMR (400 MHz, CDCl3) δ 8.07–8.05 (m, 2H, ArH), 7.37–7.34 (m, 2H, ArH), 7.33–7.29 (m, 3H, ArH

• ): [M + H]+) calcd for C29H31N2O8, 535.2075; found, 535.2076. 4,5-Diethyl 3-methyl 1-benzyl-2-methyl-3a-(4-nitrophenyl)-1,3a,4,6a-tetrahydrocyclopenta[b]pyrrole-3,4,5-tricarboxylate (6e): yellow solid, 35%; mp 153–155 °C; 1H NMR (400 MHz, CDCl3) δ 7.98 (d, J = 8.8 Hz, ArH), 7.45–7.37 (m, 5H, ArH), 7.30

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

• volume of 100 mL, hence yielding the blue CAS assay solution. To perform the assay, 1 mL of the CAS assay solution was pipetted into a cuvette followed by the addition of 0.2 mL of the substance to be tested. A color change from blue to yellow indicated the presence of metal-chelating molecules. Filter

First synthesis of acylated nitrocyclopropanes

• Kento Iwai,
• Rikiya Kamidate,
• Khimiya Wada,
• Haruyasu Asahara and
• Nagatoshi Nishiwaki

Beilstein J. Org. Chem. 2023, 19, 892–900, doi:10.3762/bjoc.19.67

• , 80 mmol), the mixture was extracted with ethyl acetate (30 mL × 3), and the organic layer was washed with brine (30 mL × 1), dried over magnesium sulfate, and concentrated to afford nitrostyrene 2a (17.4 g, 71%, mp 56–58 °C) as a yellow solid. Nitrostyrene 2b (mp 112–114 °C) was prepared in the same

• ethyl benzoylacetate (3f, 1.04 mL, 6 mmol) and triethylamine (84 μL, 0.6 mmol), and the resultant solution was stirred at room temperature for 14 h. After removal of the solvent under reduced pressure, the residual pale-yellow solid was extracted with hot hexane (20 mL × 4). The hexane was concentrated

• , and the residual yellow oil was subjected to column chromatography on silica gel to afford ethyl 2-benzoyl-3-(4-methylphenyl)-4-nitrobutanoate (4f) [28] (eluted with hexane/ethyl acetate 95:5, 1.43 g, 4.02 mmol, 67%) as a pale-yellow oil. Major isomer 1H NMR (400 MHz, CDCl3) δ 0.92 (t, J = 7.2 Hz, 3H

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

• identification Compound 1, a yellow gum, possesses the molecular formula C14H18O4 (six degrees of unsaturation), as deduced from its HRESIMS [M + H]+ ion peak at m/z 251.1274 (calcd for C14H19O4, 251.1278). The 1H NMR data (Table 1 and Figure S1 in Supporting Information File 1) display one aromatic proton [δH

• experimental and ECD spectra (Figure 3 and Figure S26 in Supporting Information File 1). Consequently, the structure of 4 is defined and named 5-O-methyldaphnegiralin C1. Compound 7, a light yellow gum, has the molecular formula C16H28O3 (three degrees of unsaturation) as determined by its HRESIMS [M + H]+ ion

• at C-3 remains undetermined due to its long carbon chain. As a consequence, the structure of compound 7, named kronoponoid A, was determined to be as showed in Figure 1. Compound 8, a light yellow gum, possesses the molecular formula C17H30O3 (three degrees of unsaturation) deduced from its HRESIMS

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

• nitro group. There are two types of independent non-equivalent dications, marked in blue and green, and two types of BF4− anions, marked in red and yellow, in the crystal structure of salt 11c (Figure S68 in Supporting Information File 1). Monomer fragments in both are identical (Table 2, Figure 5). The

• -trifluoromethylphenyl rings. By the way, the qr parameters calculated for two independent molecules of 11c were 0.008 and 0.009, which is slightly less than in the case of compounds 5. As for the crystal packing of 11c, BF4− anions of two types (“red” and “yellow”) interact with cations in different ways. The “red

• ” anion hangs over the cationic centers of both independent molecules, which are almost perpendicular to each other, while the “yellow” one participates mainly in the coordination with the hydrogen atoms of the NMe2 groups. Such a distribution of counterions apparently ensures mutually perpendicular

pH-Responsive fluorescent supramolecular nanoparticles based on tetraphenylethylene-labelled chitosan and a six-fold carboxylated tribenzotriquinacene

• Nan Yang,
• Yi-Yan Zhu,
• Wei-Xiu Lin,
• Yi-Long Lu and
• Wen-Rong Xu

Beilstein J. Org. Chem. 2023, 19, 635–645, doi:10.3762/bjoc.19.45

• powders of CS-TPE exhibit a pale-yellow appearance under normal daylight conditions and emit intense green-blue light when exposed to UV irradiation (365 nm). This phenomenon differs greatly from the fluorescence properties of conventional ACQ fluorophores, which are typically nonfluorescent under UV

• the mixture was heated at 70 °C with stirring for 6–10 h. The resulting mixture was then allowed to stand overnight, and the solvent was removed under reduced pressure to obtain the crude Schiff base as a pale-yellow solid. Without further purification, the Schiff base was dispersed in methanol (60 mL

• give CS-TPE as a pale-yellow solid. The CS-TPE obtained with feed ratios (Rf) of 2, 10, and 20 mol % were denominated CS-TPE-2%, CS-TPE-10%, and CS-TPE-20%, respectively. The labelling degree (DL) of CS-TPE was calculated by Equation 1 based on the 1H NMR data. Preparation of TBTQ-C6/CS-TPE

Phenanthridine–pyrene conjugates as fluorescent probes for DNA/RNA and an inactive mutant of dipeptidyl peptidase enzyme

• Josipa Matić,
• Tana Tandarić,
• Marijana Radić Stojković,
• Filip Šupljika,
• Zrinka Karačić,
• Ana Tomašić Paić,
• Lucija Horvat,
• Robert Vianello and
• Lidija-Marija Tumir

Beilstein J. Org. Chem. 2023, 19, 550–565, doi:10.3762/bjoc.19.40

• trifluoroacetate salt of the deprotected amino acid was obtained as yellow oil after evaporation of the solvent. The deprotected compound was then dissolved in anhydrous acetonitrile (3 mL) and appropriate pyrenecarboxylic acid, HBTU, HOBt and Et3N were added. The reaction was stirred at room temperature for 20

Investigation of cationic ring-opening polymerization of 2-oxazolines in the “green” solvent dihydrolevoglucosenone

• Solomiia Borova and
• Robert Luxenhofer

Beilstein J. Org. Chem. 2023, 19, 217–230, doi:10.3762/bjoc.19.21

• dialysis against water overnight, followed by lyophilization. The resulting polymer was obtained as a slightly yellow powder. The synthesis of 2-ethyl-3-methyloxazolinium triflate was carried out as follows: 30 mL of dry diethyl ether were placed in a dry round-bottomed flask and methyl

• rapidly turned yellow, which is another sign of undesired side reactions. Besides, 1H NMR spectra of the obtained polymers during the polymerization process (Figure S1 in Supporting Information File 1) demonstrate the appearance of new signals at 1.65 ppm (box a), 2.84 ppm (box b), 3.20 (box c), 3.82 ppm

An accelerated Rauhut–Currier dimerization enabled the synthesis of (±)-incarvilleatone and anticancer studies

• Tharun K. Kotammagari,
• Sweta Misra,
• Sayantan Paul,
• Sunita Kunte,
• Rajesh G. Gonnade,
• Manas K. Santra and
• Asish K. Bhattacharya

Beilstein J. Org. Chem. 2023, 19, 204–211, doi:10.3762/bjoc.19.19

• temperature resulted in the formation of heterodimerized product (±)-4 in 38% yield as a pale-yellow solid (Scheme 3, method A). The yield of this reaction could not be improved even by prolonging the reaction time (up to 24 h). However, when we treated (±)-rengyolone (3) with 1.0 M TBAF (2 equiv) in THF at

Identification and determination of the absolute configuration of amorph-4-en-10β-ol, a cadinol-type sesquiterpene from the scent glands of the African reed frog Hyperolius cinnamomeoventris

• Angelique Ladwig,
• Markus Kroll and
• Stefan Schulz

Beilstein J. Org. Chem. 2023, 19, 167–175, doi:10.3762/bjoc.19.16

• chromatography; enantioselective synthesis; GC/MS; semiochemicals; Introduction Hyperolius cinnamomeoventris (Figure 1) is one of the largest species of reed frogs (Hyperoliidae), which are commonly found in Africa, south of the Sahara. Males of the Hyperoliidae possess a characteristic yellow gular patch on

• their vocal sac that also serves as a gland which emits volatile organic compounds during calling [1]. These courtship calls are trimodal, consisting of calls, yellow flashing signals, and volatile chemicals released from the gland [2]. The semiochemical signal, the glandular secretion, seems to be used

• mass spectrometric and gas chromatographic data to be acquired, clarifying the identity and stereochemistry of several cadinols. Calling male Hyperolius cinnamomeoventris with exposed vocal sac carrying the yellow gular gland. Figure 1 was reprinted from [2], I. Starnberger et al., “Take time to smell

Synthesis and characterisation of new antimalarial fluorinated triazolopyrazine compounds

• Kah Yean Lum,
• Jonathan M. White,
• Daniel J. G. Johnson,
• Vicky M. Avery and
• Rohan A. Davis

Beilstein J. Org. Chem. 2023, 19, 107–114, doi:10.3762/bjoc.19.11

• = 2.7 Hz, C-13); LRESIMS m/z: 451 [M + H]+, 473 [M + Na]+, 923 [2M + Na]+; HRESIMS (m/z): [M + H]+ calcd for C21H16F5N4O2, 451.1188; found, 451.1195. 8-(1,1-Difluoroethyl)-3-(4-(difluoromethoxy)phenyl)-5-phenethoxy-[1,2,4]triazolo[4,3-a]pyrazine (11). Yellow amorphous solid (23 mg, 51%); UV (MeOH) λmax

• ]pyrazine (14). Yellow amorphous solid (18 mg, 44%); UV (MeOH) λmax (log ε): 243 (4.23), 286 (3.81), 317 (3.80) nm; 1H NMR (800 MHz, CDCl3) δH 2.26 (t, J = 18.9 Hz, 3H, H-25), 2.95 (t, J = 6.5 Hz, 2H, H-17), 4.49 (t, J = 6.5 Hz, 2H, H-16), 6.88 (m, 2H, H-19, H-23), 7.23 (m, 1H, H-21), 7.24 (m, 2H, H-20, H

• ), 146.4 (C-3); LRESIMS m/z: 410 [M + H]+, 432 [M + Na]+; HRESIMS (m/z): [M + H]+ calcd for C21H15F3N5O, 410.1223; found, 410.1221. 4-(8-(1,1-Difluoroethyl)-5-phenethoxy-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)benzonitrile (17). Yellow amorphous solid (23 mg, 56%); UV (MeOH) λmax (log ε): 226 (4.41), 250 (4.33

Preparation of β-cyclodextrin/polysaccharide foams using saponin

• Max Petitjean and
• José Ramón Isasi

Beilstein J. Org. Chem. 2023, 19, 78–88, doi:10.3762/bjoc.19.7

• same trends are observed for all the polysaccharide types (Figure 7). Those matrices with cyclodextrin (yellow bars in Figure 7) absorbed better all the phenolic compounds tested. In addition, the incorporation of saponin does not produce a higher sorption capacity except for the XG matrices. In these

• -cyclodextrin/polysaccharides (blue curves for chitosan, red for locust bean gum, green for xanthan gum) with saponin (yellow curves correspond to cyclodextrin matrices, without polysaccharide). Sorption of phenols (V, vanillin; Ph, phenol; m-c, m-cresol; 4eP, 4-ethylphenol; Eu, eugenol) in β-cyclodextrin

Digyalipopeptide A, an antiparasitic cyclic peptide from the Ghanaian Bacillus sp. strain DE2B

• Adwoa P. Nartey,
• Aboagye K. Dofuor,
• Kofi B. A. Owusu,
• Anil S. Camas,
• Hai Deng,
• Marcel Jaspars and
• Kwaku Kyeremeh

Beilstein J. Org. Chem. 2022, 18, 1763–1771, doi:10.3762/bjoc.18.185

• isolated by repeated semi-preparative reversed-phase HPLC with diode array detection (0–400 nm) at retention time of 27.5 min (see Supporting Information File 1, Figures S3–S7). It was obtained as a white amorphous powder which was bright yellow when in solution. The molecular formula of 1 was determined

Navigating and expanding the roadmap of natural product genome mining tools

• Friederike Biermann,
• Sebastian L. Wenski and
• Eric J. N. Helfrich

Beilstein J. Org. Chem. 2022, 18, 1656–1671, doi:10.3762/bjoc.18.178

• yellow, genes in green and motifs in violet. Concepts of algorithms in order of complexity and examples of genome mining tools that employ the respective concept. Examples of peptide NPs, the corresponding BGCs of which were determined through retrobiosynthetic analysis and then experimentally verified

• : polytheonamide A (13) [76], closthioamide (14) [77], and biarylitide YYH (15) [33]. gcBGC prioritization process. The bar represents all identified gene clusters in one organism and is subdivided into primary (green) on the left and secondary metabolism (yellow) on the right. Gene clusters associated with