Tailored charge-neutral self-assembled L₂Zn₂ container for taming oxalate

• David Ocklenburg and
• David Van Craen

Beilstein J. Org. Chem. 2024, 20, 3007–3015, doi:10.3762/bjoc.20.250

• conjugated base of the smallest dicarboxylic acid, stands out from the list of highly relevant analytes because oxalic acid is found in common edible plants and its corresponding dianion is tied to several diseases, e.g., the formation of kidney stones through complexation of calcium and precipitation of

Mining raw plant transcriptomic data for new cyclopeptide alkaloids

• Draco Kriger,
• Michael A. Pasquale,
• Brigitte G. Ampolini and
• Jonathan R. Chekan

Beilstein J. Org. Chem. 2024, 20, 1548–1559, doi:10.3762/bjoc.20.138

• potential unique precursor peptide sequences. Examination of possible cores suggested that the producers closely related to C. argentea (A. bettzickiana and Amaranthus tricolor [edible amaranth] are likely to make bicyclic burpitides but may vary in the cycle size and identity of the cyclized residues

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

• bioactive lanostane triterpenoids [9][10]. In addition, the edible European fungus Macrolepiota procera also produced antiproliferative and anti-inflammatory lanostanoid derivatives [11]. Furthermore, triterpenes from Tricholoma pardinum and Fomitopsis betulina (previously known as Piptoporus betulinus

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

• fact that CDs are nontoxic to humans and to the environment and used to develop greener synthetic routes and strategies, CD-based materials are considered safe and environmentally friendly [18]. This includes, among other characteristics, that they are edible, biodegradable, ecological, and

Nostochopcerol, a new antibacterial monoacylglycerol from the edible cyanobacterium Nostochopsis lobatus

• Naoya Oku,
• Saki Hayashi,
• Yuji Yamaguchi,
• Hiroyuki Takenaka and
• Yasuhiro Igarashi

Beilstein J. Org. Chem. 2023, 19, 133–138, doi:10.3762/bjoc.19.13

• , Japan 10.3762/bjoc.19.13 Abstract A new antibacterial 3-monoacyl-sn-glycerol, nostochopcerol (1), was isolated from a cultured algal mass of the edible cyanobacterium Nostochopsis lobatus MAC0804NAN. The structure of compound 1 was established by the analysis of NMR and MS data while its chirality was

• established by comparison of optical rotation values with synthetically prepared authentics. Compound 1 inhibited the growth of Bacillus subtilis and Staphylococcus aureus at MIC of 50 μg/mL and 100 μg/mL, respectively. Keywords: antibacterial; cyanobacterium; edible; monoacylglycerol; Nostochopsis lobatus

Isolation and characterisation of irinans, androstane-type withanolides from Physalis peruviana L.

• Annika Stein,
• Dave Compera,
• Bianka Karge,
• Mark Brönstrup and
• Jakob Franke

Beilstein J. Org. Chem. 2019, 15, 2003–2012, doi:10.3762/bjoc.15.196

• Physalis [3], resulting in more than 300 known representatives [3]. Physalis peruviana is a withanolide producer of particular relevance as it is widely cultivated for its edible berries [4]. So far, several withanolides have been reported from P. peruviana and other Physalis species, most prominently

New terpenoids from the fermentation broth of the edible mushroom Cyclocybe aegerita

• Frank Surup,
• Florian Hennicke,
• Nadine Sella,
• Maria Stroot,
• Steffen Bernecker,
• Sebastian Pfütze,
• Marc Stadler and
• Martin Rühl

Beilstein J. Org. Chem. 2019, 15, 1000–1007, doi:10.3762/bjoc.15.98

• ) is one of the most praised cultivated edible mushrooms and is being cultivated at large scale for food production. Furthermore, the fungus serves as a model organism to study fruiting body formation and the production of secondary metabolites during the life cycle of Basidiomycota. By studying the

• currently valid scientific name of the fungus is Cyclocybe aegerita (V. Brig.) Vizzini. In fact, C. aegerita is a rather important fungal species with regard to practical applications, as i) it belongs to the edible mushrooms that are being cultivated at industrial scale and it is highly esteemed for its

Volatiles from the hypoxylaceous fungi Hypoxylon griseobrunneum and Hypoxylon macrocarpum

• Jan Rinkel,
• Alexander Babczyk,
• Tao Wang,
• Marc Stadler and
• Jeroen S. Dickschat

Beilstein J. Org. Chem. 2018, 14, 2974–2990, doi:10.3762/bjoc.14.277

• producing and non-producing Penicillium roqueforti isolates [6]. On the other hand, fungal volatiles are interesting, because they contribute with their aroma to the flavour of many edible mushrooms. One of the first identified and certainly most widespread compounds is matsutake alcohol, (R)-oct-1-en-3-ol

Synthesis of a tyrosinase inhibitor by consecutive ethenolysis and cross-metathesis of crude cashew nutshell liquid

• Jacqueline Pollini,
• Valentina Bragoni and
• Lukas J. Gooßen

Beilstein J. Org. Chem. 2018, 14, 2737–2744, doi:10.3762/bjoc.14.252

• ; Introduction Cashew nutshell liquid (Scheme 1) is an ideal renewable feedstock. This non-edible industrial waste product, derived from the cashew nut processing, is abundant available and cheap [1][2][3]. The annual production of cashew nuts with shell reached 4.9 million tons in 2016 [4], leading to an

• -metathesis and hydrogenation was developed for the synthesis of the tyrosinase inhibitor 3 from the non-edible waste product CNSL. The key step to this process is the ethenolysis of crude CNSL followed by a selective precipitation of 2-hydroxy-6-(non-8-enyl)benzoic acid (2), which transforms the complex

Volatiles from three genome sequenced fungi from the genus Aspergillus

• Jeroen S. Dickschat,
• Ersin Celik and
• Nelson L. Brock

Beilstein J. Org. Chem. 2018, 14, 900–910, doi:10.3762/bjoc.14.77

• aflatoxin from Aspergillus flavus [3] or the amatoxins from the death cap (Amanita phalloides) [4] are extremely toxic for humans. Recently, also volatile secondary metabolites from fungi attracted considerable interest [5][6]. Volatiles not only contribute to the pleasant aroma of edible mushrooms such as

Crystal structure of the inclusion complex of cholesterol in β-cyclodextrin and molecular dynamics studies

• Elias Christoforides,
• Andreas Papaioannou and
• Kostas Bethanis

Beilstein J. Org. Chem. 2018, 14, 838–848, doi:10.3762/bjoc.14.69

• complexes by entrapping a wide range of guest molecules into its internal hydrophobic cavity. It is non-toxic, non-irritating, edible, chemically stable, easy separable and widely used in pharmaceutical, food and chemical industry [4]. Two major cyclodextrin applications dictate a meticulous study of their

Volatiles from the xylarialean fungus Hypoxylon invadens

• Jeroen S. Dickschat,
• Tao Wang and
• Marc Stadler

Beilstein J. Org. Chem. 2018, 14, 734–746, doi:10.3762/bjoc.14.62

• research during the past decades has shown that many fungi release a rich bouquet of volatile organic compounds [1]. Some of these metabolites contribute to the pleasant aroma of edible mushrooms, e.g., the widespread compound oct-1-en-3-ol (1) is responsible for the typical odour of the button mushroom

Volatiles from the tropical ascomycete Daldinia clavata (Hypoxylaceae, Xylariales)

• Tao Wang,
• Kathrin I. Mohr,
• Marc Stadler and
• Jeroen S. Dickschat

Beilstein J. Org. Chem. 2018, 14, 135–147, doi:10.3762/bjoc.14.9

• compound that was first isolated from Tricholoma matsutake and named “matsutake alcohol” [2][3]. This odourous volatile is responsible for the typical mushroom smell of many fungi and also contributes to the pleasant aroma of edible mushrooms such as the button mushroom, Agaricus bisporus [4]. Another

Solid-state studies and antioxidant properties of the γ-cyclodextrin·fisetin inclusion compound

• Joana M. Pais,
• Maria João Barroca,
• Maria Paula M. Marques,
• Filipe A. Almeida Paz and
• Susana S. Braga

Beilstein J. Org. Chem. 2017, 13, 2138–2145, doi:10.3762/bjoc.13.212

• product improves its stability and makes it easier to handle, transport and store. Furthermore, the used encapsulation method applied only edible ingredients: γ-CD, water, and ethanol, being thus suitable for future applications in food fortification. A detailed physicochemical analysis of the product

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

• isolation of an unusual ω-1 fatty acid (9Z,12Z)-9,12,15-hexadecatrienoic acid from a freshwater periphytic cyanobacterium Nostoc verrucosum [4]. Aphanothece sacrum is also an edible cyanobacterium, which is an endemic species in the Aso water system in the Kyushu District, Japan. It inhabits oligotrophic

• alga was achieved in a fast, simple, and inexpensive manner, which offers a useful option when consumers wish to enjoy the crispy texture of fresh alga, but feel uneasy about the possibility of food intoxication. Conclusion We explored a bioactive secondary metabolite from the very rare but edible

Elucidation of the regio- and chemoselectivity of enzymatic allylic oxidations with Pleurotus sapidus – conversion of selected spirocyclic terpenoids and computational analysis

• Verena Weidmann,
• Mathias Schaffrath,
• Holger Zorn,
• Julia Rehbein and
• Wolfgang Maison

Beilstein J. Org. Chem. 2013, 9, 2233–2241, doi:10.3762/bjoc.9.262

• olefinic precursors like terpenes or terpenoids. Biocatalytic variants have a large potential for industrial applications, particularly in the pharmaceutical and food industry. Herein we report efficient biocatalytic allylic oxidations of spirocyclic terpenoids by a lyophilisate of the edible fungus

• addition, metal-free and biocatalytic methods have been reported [5]. Several of these biocatalytic protocols have been applied to the synthesis of fine chemicals [20][21][22], drugs [23], and food ingredients [24][25][26]. A particularly interesting biocatalytic system for allylic oxidation is the edible

• ). This allows the isolation of large quantities of the enantiomerically pure derivatives and their detailed olfactory analysis. Conclusion The edible fungus PSA allows efficient allylic oxidations of terpenoid olefins. The oxidation protocols are quite simple, because the lyophilisate of PSA can be used

C–C Bond formation catalyzed by natural gelatin and collagen proteins

• Dennis Kühbeck,
• Basab Bijayi Dhar,
• Eva-Maria Schön,
• Carlos Cativiela,
• Vicente Gotor-Fernández and
• David Díaz Díaz

Beilstein J. Org. Chem. 2013, 9, 1111–1118, doi:10.3762/bjoc.9.123

• other biocatalysts shows an increase of the first-order rate constant in the order chitosan < gelatin < bovine serum albumin (BSA) < collagen. The results of this study indicate that simple edible gelatin can promote C–C bond forming reactions under physiological conditions, which may have important

• occurring structural protein in animal bones, skin and connective tissue (ca. one-third of the total protein mass in the body). Its low production cost and nontoxic, edible and biodegradable properties have made gelatin a common ingredient in food, pharmaceutical, cosmetic and photographic industries, among

• ]. Very interestingly, even the direct use of edible gelatin obtained from the supermarket (either in powdered or cooked form) promoted the C–C bond formation in good yields (Table 2, entries 6 and 7). On the other hand, although the use of gelatin in hydrogel form did not afford a higher yield than in

Cyanoethylation of the glucans dextran and pullulan: Substitution pattern and formation of nanostructures and entrapment of magnetic nanoparticles

• Kathrin Fiege,
• Heinrich Lünsdorf,
• Sevil Atarijabarzadeh and
• Petra Mischnick

Beilstein J. Org. Chem. 2012, 8, 551–566, doi:10.3762/bjoc.8.63

• edible, biocompatible and biodegradable [28][29]. Several applications in pharmaceutical and food technology have been reported. A summary for biotechnological applications of pullulan is given by Leathers [30]. Dextran is also a microbial glucan, e.g., from Leuconostoc mesenteroides. The main chain is α