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Search for "antifungal" in Full Text gives 261 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.

Evidence for an iterative module in chain elongation on the azalomycin polyketide synthase

  • Hui Hong,
  • Yuhui Sun,
  • Yongjun Zhou,
  • Emily Stephens,
  • Markiyan Samborskyy and
  • Peter F. Leadlay

Beilstein J. Org. Chem. 2016, 12, 2164–2172, doi:10.3762/bjoc.12.206

Graphical Abstract
  • polyketide. Two of these are the near-identical PKSs (Figure S1, Supporting Information File 1) for the antifungal 36-membered marginolactones azalomycin 1a–c (from Streptomyces malaysiensis (formerly Streptomyces violaceusniger) DSM4137) and kanchanamycin 1d [35][36] from Streptomyces olivaceus Tü4018; and
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Published 11 Oct 2016

Synthesis of the C8’-epimeric thymine pyranosyl amino acid core of amipurimycin

  • Pramod R. Markad,
  • Navanath Kumbhar and
  • Dilip D. Dhavale

Beilstein J. Org. Chem. 2016, 12, 1765–1771, doi:10.3762/bjoc.12.165

Graphical Abstract
  • , antiviral, antibacterial and antifungal [2]. Peptidyl nucleosides in which the sugar part is in the furanose form are common, however, the sugar framework in the pyranose form, with a nucleobase and a peptide linker at either ends, are rare in nature. A few examples of this category are amipurimycin and
  • miharamycin that are known as antifungal agents [2]. Amipurimycin (1) isolated from Streptomyces novoguineensis sp. nov., displays antifungal activity against pyricularia oryzae – a causative agent in rice blast disease [3][4]. Goto and co-workers have proposed the primary structure of amipurimycin (1, Figure
  • configurations at the C6’, C2” and C3” of the cis-pentacin are still undefined. Thus, the partially unresolved structure, a potent antifungal activity, the unexplored mode of action and the limited synthetic study make amipurimycin (1) an attractive target for futher investigation. As of now, a total synthesis
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Published 05 Aug 2016

Rearrangements of organic peroxides and related processes

  • Ivan A. Yaremenko,
  • Vera A. Vil’,
  • Dmitry V. Demchuk and
  • Alexander O. Terent’ev

Beilstein J. Org. Chem. 2016, 12, 1647–1748, doi:10.3762/bjoc.12.162

Graphical Abstract
  • activities, including antibacterial, antiviral, antifungal, anti-allergic, anti-oxidant, and anti-inflammatory [348][349]. The treatment of endoperoxide 238 with Et3N gave 1,4-diketone 240 in quantitative yield instead of expected hydroxy ketone 239 (Scheme 73) [350][351][352]. The endoperoxide 238 is
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Published 03 Aug 2016

Total synthesis of leopolic acid A, a natural 2,3-pyrrolidinedione with antimicrobial activity

  • Atul A. Dhavan,
  • Rahul D. Kaduskar,
  • Loana Musso,
  • Leonardo Scaglioni,
  • Piera Anna Martino and
  • Sabrina Dallavalle

Beilstein J. Org. Chem. 2016, 12, 1624–1628, doi:10.3762/bjoc.12.159

Graphical Abstract
  • residue, which in turn, is connected to the ureido dipeptide L-Phe-L-Val. The compound showed antifungal and antibacterial activity against Mucor hiemalis and Staphylococcus aureus with a MIC of 32 and 16 μg/mL, respectively [2]. Compounds containing the isomeric 2,4-pyrrolidinedione ring system (tetramic
  • acids) are widespread among the fungal metabolites and show a number of biological activities, i.e., antibacterial, antiviral, antifungal and anticancer. More than one hundred of them have been isolated from a variety of natural sources [3]. Conversely, natural compounds with a simple 2,3
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Published 29 Jul 2016

Biosynthesis of oxygen and nitrogen-containing heterocycles in polyketides

  • Franziska Hemmerling and
  • Frank Hahn

Beilstein J. Org. Chem. 2016, 12, 1512–1550, doi:10.3762/bjoc.12.148

Graphical Abstract
  • polyketide with potent antitumor, antifungal, antiparasitic, pesticidal and antitrypanosomal activities (Scheme 13). In its biosynthesis, the furan-ring formation occurs on a late stage, catalysed in an unprecedented fashion by the cytochrome P450 oxidase AurH [13][62][63][64][65][66][67]. This enzyme
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Published 20 Jul 2016

Mutagenic activity of quaternary ammonium salt derivatives of carbohydrates

  • Barbara Dmochowska,
  • Karol Sikora,
  • Anna Woziwodzka,
  • Jacek Piosik and
  • Beata Podgórska

Beilstein J. Org. Chem. 2016, 12, 1434–1439, doi:10.3762/bjoc.12.138

Graphical Abstract
  • their usage reaches hundreds of thousands of tons every year – in 2004 that number reached 0.5 million tons [6]. Antibacterial and antifungal action is the significant property of QAS. Therefore, they are being used as disinfectants, starting from hospital services to wood protection and house
  • [22][23][24]. To overcome many problems associated with QASs, they were combined with sugars. We intended to obtain biologically active compounds – especially antibacterial and antifungal – with high biocompatibility and good biodegradation properties. Some examples of fused molecules containing QASs
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Published 12 Jul 2016

Modular synthesis of the pyrimidine core of the manzacidins by divergent Tsuji–Trost coupling

  • Sebastian Bretzke,
  • Stephan Scheeff,
  • Felicitas Vollmeyer,
  • Friederike Eberhagen,
  • Frank Rominger and
  • Dirk Menche

Beilstein J. Org. Chem. 2016, 12, 1111–1121, doi:10.3762/bjoc.12.107

Graphical Abstract
  • last century [2]. The compounds have demonstrated potent antifungal activity [3], and acted as α-adrenoceptor blockers, antagonists of the serotonergic receptor and/or actomyosin ATPase activators [23][24][25]. As shown in Figure 1 for the most prominent representatives, manzacidins A (1) and C (2
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Published 02 Jun 2016

Antibacterial structure–activity relationship studies of several tricyclic sulfur-containing flavonoids

  • Lucian G. Bahrin,
  • Henning Hopf,
  • Peter G. Jones,
  • Laura G. Sarbu,
  • Cornelia Babii,
  • Alina C. Mihai,
  • Marius Stefan and
  • Lucian M. Birsa

Beilstein J. Org. Chem. 2016, 12, 1065–1071, doi:10.3762/bjoc.12.100

Graphical Abstract
  • display antibacterial, antiviral, antifungal, anti-inflammatory and anticancer properties [4][5][6][7][8][9][10]. Their polyphenolic structure also gives them excellent anti-oxidant and cardioprotective properties [11][12]. Our research group has recently reported the antibacterial properties of a new
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Published 23 May 2016

Marine-derived myxobacteria of the suborder Nannocystineae: An underexplored source of structurally intriguing and biologically active metabolites

  • Antonio Dávila-Céspedes,
  • Peter Hufendiek,
  • Max Crüsemann,
  • Till F. Schäberle and
  • Gabriele M. König

Beilstein J. Org. Chem. 2016, 12, 969–984, doi:10.3762/bjoc.12.96

Graphical Abstract
  • strain Na a174, is supposed to be a result of degradation processes due to long-time cultivation. Additionally, the known compound 1,6-dihydroxyphenazin (19) and its arabinofuranoside 20 were obtained. To date, 14 has shown marginal antifungal activity towards Mucor hiemalis (DSM 2656, MIC: 33.3 μg/mL
  • flava (DSM 14601) as their closest relative (16S rDNA sequence identity lower than 95%). The GC content of H. ochraceum and H. tepidum is 67 and 69 mol %, respectively. H. ochraceum was found by Fudou et al. [51] to be a producer of secondary metabolites with antibacterial and antifungal activities
  • niger (AJ117374, MIC: 12.5 μg mL−1) and Fusarium sp. (AJ177167, MIC: 6.3 μg mL−1). These MIC values were in a similar range as those of known antifungal compounds such as amphotericin B or nystatin against the same fungi (MIC: 3.1 μg mL−1 for both compounds). Recently, the 9.4 Mb genome of H. ochraceum
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Published 13 May 2016

A cross-metathesis approach to novel pantothenamide derivatives

  • Jinming Guan,
  • Matthew Hachey,
  • Lekha Puri,
  • Vanessa Howieson,
  • Kevin J. Saliba and
  • Karine Auclair

Beilstein J. Org. Chem. 2016, 12, 963–968, doi:10.3762/bjoc.12.95

Graphical Abstract
  • ]. One successful research direction has been to revisit “older” unexploited structural classes of antimicrobials [2][3][4][5]. As first demonstrated in the 1970s [6], many pantothenamides show antimicrobial activity [7][8][9][10][11][12], including antibacterial, antifungal and/or antiplasmodial
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Published 13 May 2016

Antibiotics from predatory bacteria

  • Juliane Korp,
  • María S. Vela Gurovic and
  • Markus Nett

Beilstein J. Org. Chem. 2016, 12, 594–607, doi:10.3762/bjoc.12.58

Graphical Abstract
  • , respectively. In contrast, the tripeptidic cystobactamid 507 seems to be either a biosynthetic byproduct or a degradation fragment of its larger congeners. All cystobactamids lack antifungal and cytotoxic properties, but they exhibit significant antibacterial activities. Especially derivative 919-2 (19
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Published 30 Mar 2016

Biosynthesis of α-pyrones

  • Till F. Schäberle

Beilstein J. Org. Chem. 2016, 12, 571–588, doi:10.3762/bjoc.12.56

Graphical Abstract
  • (29) showed antifungal activity against Rhizoctonia cerealis, Gaeumannomyces graminis and Botrytis cinerea (Figure 6) [34]. The structural related trichopyrone (30) instead showed no antimicrobial activity [35]. For compound 29 it was further revealed that it represents the prominent headspace
  • kill their prey [45][46]. Fusapyrone (32) and the derivative deoxyfusapyrone (33) had been isolated from Fusarium semitectum [39]. These compounds show considerable antifungal activity, e.g., a minimum inhibitory concentration against Botrytis cinerea, Aspergillus parasiticus, and Penicillium brevi
  • been used against skin diseases due to its mutagenic effect [71]. Bacterial monobenzo-α-pyrones were isolated from the myxobacterium Stigmatella aurantiaca MYX-030. Myxocoumarins A (65) and B (66) were identified, and 65 was tested for antifungal activity [72]. It showed a promising activity against
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Published 24 Mar 2016

Regiodefined synthesis of brominated hydroxyanthraquinones related to proisocrinins

  • Joyeeta Roy,
  • Tanushree Mal,
  • Supriti Jana and
  • Dipakranjan Mal

Beilstein J. Org. Chem. 2016, 12, 531–536, doi:10.3762/bjoc.12.52

Graphical Abstract
  • condensation; Hauser annulation; proisocrinins; Introduction Anthraquinones constitute the largest group of naturally occurring quinones [1][2][3][4][5]. Isolated mainly from fungal sources, they display a wide range of biological activities which include anti-inflammatory, antifungal, antiparasidal, and
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Published 16 Mar 2016

Copper-mediated arylation with arylboronic acids: Facile and modular synthesis of triarylmethanes

  • H. Surya Prakash Rao and
  • A. Veera Bhadra Rao

Beilstein J. Org. Chem. 2016, 12, 496–504, doi:10.3762/bjoc.12.49

Graphical Abstract
  • binding affinity [21], inhibition of hepatic cholesterol [22], inhibition of aldose reductase [23], antiproliferative [24], antiviral, cytotoxic [25], antifungal [26], anti-HIV [27][28][29] and antibacterial activity [30]. Although rare, there are a few natural products, for example, melanervin (5), a
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Published 11 Mar 2016

Natural products from microbes associated with insects

  • Christine Beemelmanns,
  • Huijuan Guo,
  • Maja Rischer and
  • Michael Poulsen

Beilstein J. Org. Chem. 2016, 12, 314–327, doi:10.3762/bjoc.12.34

Graphical Abstract
  • derivatives have been shown to possess a variety of biological activities, such as antibiotic, antifungal and antiproliferative activity [47]. The combination of the antibiotic properties of piericidins and streptochlorin is most likely the reason for the effective inhibition of various entomopathogenic
  • an additional chlorine and/or hydroxy substituent. In contrast to dentigerumycin, gerumycins do not exhibit significant antifungal activity in vitro against dentigerumycin-sensitive Escovopsis strains. A detailed biosynthetic analysis of gerumycins revealed that the biosynthetic gene clusters are
  • microtermolides A (16) and B (17) (Figure 6), products by an unusual hybrid non-ribosomal–polyketide pathway [95]. In a follow-up study, a Streptomyces isolate with exceptional high antifungal activity was investigated, and an unusual geldanamycin-derived natalamycin A (18), 19-S-methylgeldanamycin (19), and a
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Published 19 Feb 2016

Synthesis of cyclic N1-pentylinosine phosphate, a new structurally reduced cADPR analogue with calcium-mobilizing activity on PC12 cells

  • Ahmed Mahal,
  • Stefano D’Errico,
  • Nicola Borbone,
  • Brunella Pinto,
  • Agnese Secondo,
  • Valeria Costantino,
  • Valentina Tedeschi,
  • Giorgia Oliviero,
  • Vincenzo Piccialli and
  • Gennaro Piccialli

Beilstein J. Org. Chem. 2015, 11, 2689–2695, doi:10.3762/bjoc.11.289

Graphical Abstract
  • synthetic building blocks towards the synthesis of biologically relevant compounds such as antiviral and antineoplastic drugs [3][4][5][6][7][8], antibiotics and antifungal agents [9][10][11]. Furthermore, several NNs act as potent second messengers involved in the regulation of key metabolic pathways [12
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Published 22 Dec 2015

Versatile synthesis and biological evaluation of novel 3’-fluorinated purine nucleosides

  • Hang Ren,
  • Haoyun An,
  • Paul J. Hatala,
  • William C. Stevens Jr,
  • Jingchao Tao and
  • Baicheng He

Beilstein J. Org. Chem. 2015, 11, 2509–2520, doi:10.3762/bjoc.11.272

Graphical Abstract
  • -D-riboside (6-β-D-MPR) is an isolated antibiotic agent that possesses potent antifungal, antiviral, and antitumor activities [44]. In order to explore the effect of fluorine on the biological activity of this pharmacophore, we synthesized 6-methylpurine-3’-deoxy-3’-fluoro-β-D-riboside (4) (Scheme 2
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Published 09 Dec 2015

Recent highlights in biosynthesis research using stable isotopes

  • Jan Rinkel and
  • Jeroen S. Dickschat

Beilstein J. Org. Chem. 2015, 11, 2493–2508, doi:10.3762/bjoc.11.271

Graphical Abstract
  • reductase [16], aflatoxin B1 (2) [17] and the potent antifungal agent amphotericin B (3) [18], which affects membrane integrity. The products of polyketide synthases (PKS) belong to the first secondary metabolites that were investigated using isotopically labeled compounds [19]. Feeding experiments using
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Published 09 Dec 2015

Diversity-oriented synthesis of analogues of the novel macrocyclic peptide FR-225497 through late stage functionalization

  • Jyotiprasad Mukherjee,
  • Suman Sil and
  • Shital Kumar Chattopadhyay

Beilstein J. Org. Chem. 2015, 11, 2487–2492, doi:10.3762/bjoc.11.270

Graphical Abstract
  • peptides of the general structure 1 (Figure 1) displays important histone deacetylase inhibition property relevant to drug design against a number of diseases ranging from antifungal, antimicrobial to arrest of proliferation of several cell types of epithelial and hematological origin [13]. The compounds
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Published 08 Dec 2015

Bromotyrosine-derived alkaloids from the Caribbean sponge Aplysina lacunosa

  • Qun Göthel,
  • Thanchanok Sirirak and
  • Matthias Köck

Beilstein J. Org. Chem. 2015, 11, 2334–2342, doi:10.3762/bjoc.11.254

Graphical Abstract
  • activities, including antiviral [2], antibiotic [3][4][5], Na+/K+ ATPase inhibition [6][7][8], anti-HIV [9][10], antifungal [11], histidine-H3 antagonist [12], cytotoxic [13][14], and antimalarial activities [15][16][17]. During our investigation of the chemical constituents of Aplysina lacunosa (Aplysinidae
  • luteus; Gram-negative: Peumonia aruginosa and Klebsiella pneumonia] and antifungal Candida albicans using microdilution technique. The MIC was defined as lowest concentration that shows 50% growth inhibition after 24 hour incubation. Cytotoxicity assay The cytotoxicity was determined using WST-1 cell
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Published 26 Nov 2015

Syntheses of 2-substituted 1-amino-4-bromoanthraquinones (bromaminic acid analogues) – precursors for dyes and drugs

  • Enas M. Malik,
  • Younis Baqi and
  • Christa E. Müller

Beilstein J. Org. Chem. 2015, 11, 2326–2333, doi:10.3762/bjoc.11.253

Graphical Abstract
  • ][18][19]. AQ derivatives can also exert a variety of pharmacological activities including laxative, anti-inflammatory [20][21], antitumor [22][23], antifungal [24], antiviral [25], and blood platelet inhibitory effects [26][27][28]. Reactive Blue 2 (RB-2), a chlorotriazinyl-containing AQ dye, defined
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Published 26 Nov 2015

Synthesis of D-fructose-derived spirocyclic 2-substituted-2-oxazoline ribosides

  • Madhuri Vangala and
  • Ganesh P. Shinde

Beilstein J. Org. Chem. 2015, 11, 2289–2296, doi:10.3762/bjoc.11.249

Graphical Abstract
  • compounds with a wide range of applications spanning different chemistry disciplines. 2-Oxazoline derivatives are extensively studied due to their presence in numerous bioactive natural products [1][2][3] and synthetic drugs with anticancer, antibiotic, antidiabetic, and antifungal properties (Figure 1, 1–4
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Published 24 Nov 2015

2-Hetaryl-1,3-tropolones based on five-membered nitrogen heterocycles: synthesis, structure and properties

  • Yury A. Sayapin,
  • Inna O. Tupaeva,
  • Alexandra A. Kolodina,
  • Eugeny A. Gusakov,
  • Vitaly N. Komissarov,
  • Igor V. Dorogan,
  • Nadezhda I. Makarova,
  • Anatoly V. Metelitsa,
  • Valery V. Tkachev,
  • Sergey M. Aldoshin and
  • Vladimir I. Minkin

Beilstein J. Org. Chem. 2015, 11, 2179–2188, doi:10.3762/bjoc.11.236

Graphical Abstract
  • -1,2-tropolone) isolated from Chamacyparis taiwanensis possesses antimicrobial and antifungal activity [4][5][6], pronounced insecticidal properties [7][8], and the capability of inhibiting the growth of plants [9]. It also exerts a cytotoxic effect on tumor cells [10] and serves as a potent inhibitor
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Published 12 Nov 2015

Synthesis, antimicrobial and cytotoxicity evaluation of new cholesterol congeners

  • Mohamed Ramadan El Sayed Aly,
  • Hosam Ali Saad and
  • Shams Hashim Abdel-Hafez

Beilstein J. Org. Chem. 2015, 11, 1922–1932, doi:10.3762/bjoc.11.208

Graphical Abstract
  • antifungal activities against the filamentous fungal strain Aspergillus flavus (Link) and the yeast forming fungal strain Candida albicans (ATCC 7102) were moderate compared with amphotericin B in vitro. In the cytotoxicity study, this derivative was the most cytotoxic one against the prostate cancer PC3
  • that were as active as ampicillin. However, conjugate VI from the previous investigation was still more active than these conjugates [24]. The antifungal activity of selected newly synthesized chalcone conjugates was evaluated in vitro against A. flavus (Link) and Candida albicans (ATCC 7102) similarly
  • according to the Kirby–Bauer disc diffusion method (Figure 2). Although, the series was inactive against A. flavus, they showed some promising antifungal results against C. albicans. As shown in Figure 2, only chalcone 6c was as active as the control (amphotericin B). Cholesterols 6a,b, 7a,b, 11b, 13 and 20
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Published 16 Oct 2015

Pyridinoacridine alkaloids of marine origin: NMR and MS spectral data, synthesis, biosynthesis and biological activity

  • Louis P. Sandjo,
  • Victor Kuete and
  • Maique W. Biavatti

Beilstein J. Org. Chem. 2015, 11, 1667–1699, doi:10.3762/bjoc.11.183

Graphical Abstract
  • synthetic compounds, has been widely investigated. Many of them displayed cytotoxic activity in addition to other bioactivities such as antiviral, antifungal, antibacterial, antitumor and antiparasitic potential [41]. Several reviews on pyridoacridine alkaloids have been published between 1983–2015 [35][43
  • alkaloids such as meridine (56) that are found to exert its antifungal activity via the inhibition of nucleic acid biosynthesis [87]. Petrosamine B (99), isolated from the sponge Oceanapia sp., inhibited the Helicobacter pylori enzyme aspartyl semialdehyde dehydrogenase explaining it as an antibacterial
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Published 18 Sep 2015
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