A new analog of dihydroxybenzoic acid from Saccharopolyspora sp. KR21-0001

• Rattiya Janthanom,
• Yuta Kikuchi,
• Hiroki Kanto,
• Tomoyasu Hirose,
• Arisu Tahara,
• Takahiro Ishii,
• Arinthip Thamchaipenet and
• Yuki Inahashi

Beilstein J. Org. Chem. 2024, 20, 497–503, doi:10.3762/bjoc.20.44

• EzBioCloud [24]. A phylogenetic tree was constructed based on the neighbor-joining method [25] by using MEGAX [26]. Fermentation Saccharopolyspora sp. KR21-0001 was inoculated into 100 mL of seed medium (2.4% soluble starch, 0.1% glucose, 0.3% peptone, 0.3% meat extract, 0.3% yeast extract, and 0.4% CaCO3

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

• acids, 0.5 g/L glucose, 0.5 g/L soluble starch, 0.3 g/L KH2PO4, 0.05 g/L MgSO4 × 7 H2O. The pH of the medium was adjusted to pH 7.2. The cultivation was conducted on a rotary shaker at 130 rpm and 30 °C for one week. Afterwards adsorber resin (XAD-7, 20 g/L) was added to the culture broth to bind the

Insight into oral amphiphilic cyclodextrin nanoparticles for colorectal cancer: comprehensive mathematical model of drug release kinetic studies and antitumoral efficacy in 3D spheroid colon tumors

• Sedat Ünal,
• Gamze Varan,
• Juan M. Benito,
• Yeşim Aktaş and
• Erem Bilensoy

Beilstein J. Org. Chem. 2023, 19, 139–157, doi:10.3762/bjoc.19.14

• stable lactone form of encapsulated CPT due to their acidic chemical structure [8][9][11][13]. CDs are biocompatible cyclic polysaccharides formed by (1→4)-bound α-glucopyranose subunits obtained as a result of enzymatic degradation of starch by glucosyltransferase [21]. With their troncoconic structures

Tenacibactins K–M, cytotoxic siderophores from a coral-associated gliding bacterium of the genus Tenacibaculum

• Yasuhiro Igarashi,
• Yiwei Ge,
• Tao Zhou,
• Amit Raj Sharma,
• Enjuro Harunari,
• Naoya Oku and
• Agus Trianto

Beilstein J. Org. Chem. 2022, 18, 110–119, doi:10.3762/bjoc.18.12

• mL of A11M production medium (pH 7.0) consisting of 2.5% soluble starch, 0.2% glucose, 0.5% yeast extract, 0.5% Hipolypeptone (Wako Pure Chemical Industries, Ltd), NZ amine (Wako Pure Chemical Industries, Ltd), CaCO3 0.3%, and 1% Diaion HP-20 (Mitsubishi Chemical Co.) in natural sea water. The

Recent advances and perspectives in ruthenium-catalyzed cyanation reactions

• Thaipparambil Aneeja,
• Cheriya Mukkolakkal Abdulla Afsina,
• Padinjare Veetil Saranya and
• Gopinathan Anilkumar

Beilstein J. Org. Chem. 2022, 18, 37–52, doi:10.3762/bjoc.18.4

• miscellaneous. To the best of our knowledge, this is the first review summarizing an overview of ruthenium-catalyzed cyanation reactions covering literature up to 2021. Review 1 Cyanation of amines 1.1 Cyanation of amines using heterogeneous catalysts Sain and co-workers investigated the ability of starch

• environmentally benign cyanation reactions using ruthenium in future. Structure of the TiO2-immobilized ruthenium polyazine complex. Starch-immobilized ruthenium trichloride-catalyzed cyanation of tertiary amines. Proposed mechanism for the cyanation of tertiary amines using starch-immobilized ruthenium

Unsaturated fatty acids and a prenylated tryptophan derivative from a rare actinomycete of the genus Couchioplanes

• Shun Saito,
• Kanji Indo,
• Naoya Oku,
• Hisayuki Komaki,
• Masashi Kawasaki and
• Yasuhiro Igarashi

Beilstein J. Org. Chem. 2021, 17, 2939–2949, doi:10.3762/bjoc.17.203

• , 221.1148; found, 221.1149. Isolation of 6 Compound 6 was obtained from a culture fermented in modified V22 production medium with a composition of soluble starch 1%, glucose 0.5%, NZ Amine, Type A 0.3%, yeast extract 0.2%, Tryptone 0.5% K2HPO4 0.1%, MgSO4·7H2O 0.05%, and CaCO3 0.3%. The pH of the medium

Cryogels: recent applications in 3D-bioprinting, injectable cryogels, drug delivery, and wound healing

• Luke O. Jones,
• Leah Williams,
• Tasmin Boam,
• Martin Kalmet,
• Chidubem Oguike and
• Fiona L. Hatton

Beilstein J. Org. Chem. 2021, 17, 2553–2569, doi:10.3762/bjoc.17.171

• long-term release of therapeutic agents in environments modelling the human body [51]. A further example of multi-stimuli responsive cryogels includes the work by Dragan et al., who prepared semi-interpenetrating polymer networks (semi-IPN) hydrogels comprising DMAEMA and either potato starch or

Isolation and characterization of new phenolic siderophores with antimicrobial properties from Pseudomonas sp. UIAU-6B

• Emmanuel T. Oluwabusola,
• Olusoji O. Adebisi,
• Fernando Reyes,
• Kojo S. Acquah,
• Mercedes De La Cruz,
• Larry L. Mweetwa,
• Joy E. Rajakulendran,
• Digby F. Warner,
• Deng Hai,
• Rainer Ebel and
• Marcel Jaspars

Beilstein J. Org. Chem. 2021, 17, 2390–2398, doi:10.3762/bjoc.17.156

• Erlenmeyer flask containing 150 mL modified SGG medium (glycerol 10 g, corn steep powder 2.5 g, peptone 5 g, soluble starch 10 g, yeast extract 2 g, CaCO3 3 g, NaCl 1 g, in 1 L H2O, pH adjusted to 7.3) [45]. The flask was left shaking at 160 rpm in a closed system shaker for ten days at 28 °C. Subsequently

Nomimicins B–D, new tetronate-class polyketides from a marine-derived actinomycete of the genus Actinomadura

• Zhiwei Zhang,
• Tao Zhou,
• Taehui Yang,
• Keisuke Fukaya,
• Enjuro Harunari,
• Shun Saito,
• Katsuhisa Yamada,
• Chiaki Imada,
• Daisuke Urabe and
• Yasuhiro Igarashi

Beilstein J. Org. Chem. 2021, 17, 2194–2202, doi:10.3762/bjoc.17.141

• Actinomadura geliboluensis A8036T (DDBJ accession number HQ157187). Fermentation Actinomadura sp. AKA43 cultured on Bn-2 agar medium (soluble starch 0.5%, glucose 0.5%, meat extract (Kyokuto Pharmaceutical Industrial Co., Ltd.) 0.1%, yeast extract (Difco Laboratories) 0.1%, NZ-case (Wako Chemicals USA, Inc

• .) 0.2%, NaCl 0.2%, CaCO3 0.1%, and agar 1.5% in distilled water of pH 7.0) was inoculated into a 500 mL K-1 flask containing 100 mL of the V-22 seed medium (soluble starch 1%, glucose 0.5%, NZ-case 0.3%, yeast extract 0.2%, tryptone (Difco Laboratories) 0.5%, K2HPO4 0.1%, MgSO4·7H2O 0.05%, and CaCO3 0.3

• , each containing 100 mL of the A11M production medium (glucose 0.2%, soluble starch 2.5%, yeast extract 0.5%, polypeptone (Wako Pure Chemical Industries, Ltd.) 0.5%, NZ-amine (Wako Pure Chemical Industries, Ltd.) 0.5%, CaCO3 0.5%, and Diaion® HP-20 1% in distilled water of pH 7.0). The inoculated flasks

Progress and challenges in the synthesis of sequence controlled polysaccharides

• Giulio Fittolani,
• Theodore Tyrikos-Ergas,
• Denisa Vargová,
• Manishkumar A. Chaube and
• Martina Delbianco

Beilstein J. Org. Chem. 2021, 17, 1981–2025, doi:10.3762/bjoc.17.129

• linkages is particularly relevant, as α(1–4)-glucans form the backbone of starch, with the linear amylose and the branched amylopectin, and α(1–3)-glucans are related to fungal pathogenicity in plants [168]. Only few options can aid the stereoselective construction of 1,2-cis glycosidic bonds. In general

Valorisation of plastic waste via metal-catalysed depolymerisation

• Francesca Liguori,
• Carmen Moreno-Marrodán and
• Pierluigi Barbaro

Beilstein J. Org. Chem. 2021, 17, 589–621, doi:10.3762/bjoc.17.53

• bioderived plastic [252] that is manufactured on a 190 kton scale directly from lactic acid by condensation or from lactide by ring-opening polymerisation (Scheme 8) [253][254]. The main renewable raw material for lactic acid is starch, e.g., from corn, cassava, sugarcane or beet pulp [255]. Owing to the

Nocarimidazoles C and D, antimicrobial alkanoylimidazoles from a coral-derived actinomycete Kocuria sp.: application of ¹J_C,H coupling constants for the unequivocal determination of substituted imidazoles and stereochemical diversity of anteisoalkyl chains in microbial metabolites

• Md. Rokon Ul Karim,
• Enjuro Harunari,
• Amit Raj Sharma,
• Naoya Oku,
• Kazuaki Akasaka,
• Daisuke Urabe,
• Mada Triandala Sibero and
• Yasuhiro Igarashi

Beilstein J. Org. Chem. 2020, 16, 2719–2727, doi:10.3762/bjoc.16.222

• production medium, which consists of 0.2% glucose, 2.5% soluble starch, 0.5% yeast extract, 0.5% polypeptone (Wako Pure Chemical Industries, Ltd.), 0.5% NZ-amine (Wako Pure Chemical Industries, Ltd.), 0.3% CaCO3, and 1% Diaion HP-20 (Mitsubishi Chemical Co.) in natural seawater (collected from Toyama Bay

One-pot synthesis of isosorbide from cellulose or lignocellulosic biomass: a challenge?

• Isaline Bonnin,
• Raphaël Mereau,
• Thierry Tassaing and
• Karine De Oliveira Vigier

Beilstein J. Org. Chem. 2020, 16, 1713–1721, doi:10.3762/bjoc.16.143

• dehydration of ᴅ-sorbitol using a strong acid catalyst [10][11]. ᴅ-Sorbitol is produced from the hydrogenation of glucose obtained mostly from the hydrolysis of starch, but also from sucrose or cellulose. Consequently, the cellulose valorization can be realized from the one-pot conversion of cellulose to

Mechanochemical green synthesis of hyper-crosslinked cyclodextrin polymers

• Alberto Rubin Pedrazzo,
• Fabrizio Caldera,
• Marco Zanetti,
• Silvia Lucia Appleton,
• Nilesh Kumar Dhakar and
• Francesco Trotta

Beilstein J. Org. Chem. 2020, 16, 1554–1563, doi:10.3762/bjoc.16.127

• . Polysaccharides and, among them, starch derivatives such as cyclodextrins (CD), have recently emerged as they are safe, of low cost and biodegradable. Cyclodextrin nanosponges (CD-NS) are crosslinked cyclodextrin polymers characterized by a nanosized three-dimensional network. The reactive hydroxy groups of CDs

• recycle because of their high boiling points. According to the Green Chemistry Principles, published in 1998 [10], processes have to be designed in order to “minimize the quantity of final waste and to avoid hazardous or toxic solvents”. Nanosponges themselves, nevertheless, are synthesized from starch

• modifications of starch using ball milling have been reported. These included esterifications and etherifications of starch [19] and cellulose [20]. In 2017, Jicsinszky et al. obtained CD derivatives through a solid-state reaction, using a planetary ball mill [21][22] and by other green processes [23]. The main

A cyclopeptide and three oligomycin-class polyketides produced by an underexplored actinomycete of the genus Pseudosporangium

• Shun Saito,
• Kota Atsumi,
• Tao Zhou,
• Keisuke Fukaya,
• Daisuke Urabe,
• Naoya Oku,
• Md. Rokon Ul Karim,
• Hisayuki Komaki and
• Yasuhiro Igarashi

Beilstein J. Org. Chem. 2020, 16, 1100–1110, doi:10.3762/bjoc.16.97

• consisting of glucose 0.5%, glycerol 2%, soluble starch 2%, Pharmamedia (Traders Protein) 1.5%, dry yeast (Kamaishi Hamayuri Yeast, Nihon Tensai Seito Co., Ltd.) 0.3%. The pH of the medium was adjusted to 7.0 before sterilization. The inoculated flasks were placed on a rotary shaker TB98 (Takasaki Scientific

A systematic review on silica-, carbon-, and magnetic materials-supported copper species as efficient heterogeneous nanocatalysts in “click” reactions

• Pezhman Shiri and
• Jasem Aboonajmi

Beilstein J. Org. Chem. 2020, 16, 551–586, doi:10.3762/bjoc.16.52

• cycles. According to the TEM image obtained after the eigth cycle, the collapse of the catalyst was the reason for decreased activity of the catalyst at that stage. Gholinejad et al. reported the synthesis of copper ferrite nanoparticles-modified starch (CuFe2O4@starch, 131) as a highly reusable

• magnetic nanoparticles Cl@CuFe2O4 (127). Subsequently, starch (128) was reacted with (3-mercaptopropyl)triethoxysilane in dry toluene to afford the starch-containing thiol-functionalized nanoparticles SH@starch (129). Next, 127 was grafted onto 129 in toluene at reflux conditions for 24 h to form the

• magnetic nanoparticles CuFe2O4@starch (131). The catalytic activity of 131 was studied in the synthesis of 1,2,3-triazoles substituted at the 1- and 4-position by regioselective “click“ reactions of benzyl/alkyl bromides or arylboronic acids, sodium azide, and aromatic/alkyl alkynes in the presence of low

Two new aromatic polyketides from a sponge-derived Fusarium

• Mada Triandala Sibero,
• Tao Zhou,
• Keisuke Fukaya,
• Daisuke Urabe,
• Ocky K. Karna Radjasa,
• Agus Sabdono,
• Agus Trianto and
• Yasuhiro Igarashi

Beilstein J. Org. Chem. 2019, 15, 2941–2947, doi:10.3762/bjoc.15.289

• KJMT.FP.4.3 cultured on PDA agar was inoculated into 500 mL K-1 flasks each containing V22 seed medium consisting of soluble starch 1%, glucose 0.5%, NZ-case (Sigma-Aldrich, Co., LLC.) 0.3%, yeast extract (Kyokuto Pharmaceutical Industrial, Co., Ltd.) 0.2%, Tryptone (Difco Laboratories) 0.5%, K2HPO4 0.1

• %, MgSO4·7H2O 0.05%, and CaCO3 0.3% (pH 7.0). The flasks were shaken at 30 °C for 4 days on a rotary shaker (200 rpm). The seed culture (3 mL) was transferred into 500 mL K-1 flasks each containing 100 mL of A3M production medium (pH 7.0) consisting of 2.0% soluble starch, 0.5% glucose, 2.0% glycerol, 0.3

Isolation and biosynthesis of an unsaturated fatty acid with unusual methylation pattern from a coral-associated bacterium Microbulbifer sp.

• Amit Raj Sharma,
• Enjuro Harunari,
• Tao Zhou,
• Agus Trianto and
• Yasuhiro Igarashi

Beilstein J. Org. Chem. 2019, 15, 2327–2332, doi:10.3762/bjoc.15.225

• starch 2.5%, yeast extract 0.5%, polypeptone (Wako Pure Chemical Industries, Ltd.) 0.5%, NZ-amine (Wako Pure Chemical Industries, Ltd.) 0.5%, CaCO3 0.3%, and Diaion HP-20 (Mitsubishi Chemical Co.) 1% in natural seawater (collected from Toyama Bay, Japan). The pH of the medium was adjusted to 7.0 before

Genomics-inspired discovery of massiliachelin, an agrochelin epimer from Massilia sp. NR 4-1

• Jan Diettrich,
• Hirokazu Kage and
• Markus Nett

Beilstein J. Org. Chem. 2019, 15, 1298–1303, doi:10.3762/bjoc.15.128

• (0.5 g/L yeast extract, 0.5 g/L proteose peptone, 0.5 g/L casamino acids, 0.5 g/L glucose, 0.5 g/L soluble starch, 0.3 g/L sodium pyruvate, 0.3 g/L K2HPO4 and 0.05 g/L MgSO4·7H2O, pH 7.2). The cultures were shaken at 160 rpm and 30 °C. After seven days of cultivation the fermentation broth was

Glycosylation reactions mediated by hypervalent iodine: application to the synthesis of nucleosides and carbohydrates

• Yuichi Yoshimura,
• Hideaki Wakamatsu,
• Yoshihiro Natori,
• Yukako Saito and
• Noriaki Minakawa

Beilstein J. Org. Chem. 2018, 14, 1595–1618, doi:10.3762/bjoc.14.137

• ., starch. However, more recently it has been revealed that oligosaccharides and glycoconjugates also play important roles in various biological processes, as mentioned earlier. As a result, the increasing significance of oligosaccharides in biological events has led to a strong demand for synthetic routes

Lanyamycin, a macrolide antibiotic from Sorangium cellulosum, strain Soce 481 (Myxobacteria)

• Lucky S. Mulwa,
• Rolf Jansen,
• Dimas F. Praditya,
• Kathrin I. Mohr,
• Patrick W. Okanya,
• Joachim Wink,
• Eike Steinmann and
• Marc Stadler

Beilstein J. Org. Chem. 2018, 14, 1554–1562, doi:10.3762/bjoc.14.132

• , strain Soce 481, was isolated in 1990 from a soil sample with plant residue collected at Alanya in Turkey in 1986 and stored at −80 °C. It was reactivated in 20 mL of liquid medium composed of 0.1% soya meal, 0.15% casitone, 0.1% yeast extracts, 0.1% CaCl2, 50 mM HEPES (11.9 g), 0.1% glucose, 0.4% starch

• % glucose, 0.8% starch, 0.1% CaCl2, 0.1% MgSO4, 11.9% yeast extract, 1 mL/L Fe-EDTA, pH 7.4. Each flask was inoculated with 100 mL of well-grown 5-day culture, and then incubated in shake flask on a rotary shaker (160 rpm) at 25 °C for 14 days as recently described in [18]. Isolation of compounds 1 and 2

Two new 2-alkylquinolones, inhibitory to the fish skin ulcer pathogen Tenacibaculum maritimum, produced by a rhizobacterium of the genus Burkholderia sp.

• Dandan Li,
• Naoya Oku,
• Atsumi Hasada,
• Masafumi Shimizu and
• Yasuhiro Igarashi

Beilstein J. Org. Chem. 2018, 14, 1446–1451, doi:10.3762/bjoc.14.122

• seed-cultured in 500 mL K-1 flasks each containing 100 mL of medium V-22 (soluble starch 1%, glucose 0.5%, NZ-case 0.3%, yeast extract 0.2%, tryptone 0.5%, K2HPO4 0.1%, MgSO4·7H2O 0.05%, and CaCO3 0.3%, pH 7.0) by rotary shaking at 200 rpm at 30 °C for two days. A three-mL aliquot of the resulting

Spectroelectrochemical studies on the effect of cations in the alkaline glycerol oxidation reaction over carbon nanotube-supported Pd nanoparticles

• Dennis Hiltrop,
• Steffen Cychy,
• Karina Elumeeva,
• Wolfgang Schuhmann and
• Martin Muhler

Beilstein J. Org. Chem. 2018, 14, 1428–1435, doi:10.3762/bjoc.14.120

• from starch, sugar or oils and fats [2][3]. The transesterification of oils and fats produces glycerol as a byproduct, which requires further processing to reduce the costs of biofuels [4]. The comparably high energy density of glycerol of 5965 Wh L−1 assuming its total oxidation to CO2 suggests its

Structural diversity in the host–guest complexes of the antifolate pemetrexed with native cyclodextrins: gas phase, solution and solid state studies

• Magdalena Ceborska,
• Magdalena Zimnicka,
• Aneta Aniela Kowalska,
• Kajetan Dąbrowa and
• Barbara Repeć

Beilstein J. Org. Chem. 2017, 13, 2252–2263, doi:10.3762/bjoc.13.222

• studied. Native CDs are water-soluble cyclic oligosaccharides, products of starch degradation, which contain six (α-CD), seven (β-CD) or eight glucopyranose units (γ-CD), accordingly, linked by α-1,4-glycosidic bonds (Figure 1b). They are toroid-like shaped and possess a cone-like hydrophobic cavity of

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

• are liposome derivatives) [20], and cyclodextrin inclusion complexes [21][22][23]. Cyclodextrins (CDs) are naturally occurring cyclic oligosaccharides produced by bacterial degradation of starch. Native CDs have six to eight α-D-glucose units linked by α-1,4 bonds, being called α-, β- and γ-CDs