Marilones A–C, phthalides from the sponge-derived fungus Stachylidium sp.

• Celso Almeida,
• Stefan Kehraus,
• Miguel Prudêncio and
• Gabriele M. König

Beilstein J. Org. Chem. 2011, 7, 1636–1642, doi:10.3762/bjoc.7.192

• B (2) showed selective antagonistic activity towards the serotonin receptor 5-HT2B with a Ki value of 7.7 µM. Keywords: marine fungi; natural products; phthalides; polyketides; Introduction Phthalides are a class of structurally very diverse secondary metabolites with more than 180 naturally

• occurring compounds described [1]. They are produced by a wide range of organisms, i.e., by marine and terrestrial fungi belonging to genera such as Ascochyta [2], Aspergillus [3][4][5], Alternaria [6], Penicillium [7], Hericium [8] or Talaromyces [9], but also by plants and liverworts [1]. Phthalides

Advances in synthetic approach to and antifungal activity of triazoles

• Kumari Shalini,
• Nitin Kumar,
• Sushma Drabu and
• Pramod Kumar Sharma

Beilstein J. Org. Chem. 2011, 7, 668–677, doi:10.3762/bjoc.7.79

• of the growing emergence of antimicrobial resistance are major concerns to the public health and scientific communities worldwide, especially in the field of multidrug- resistant bacteria and fungi [1][2]. These trends have emphasized the urgent need for new, more effective, less toxic and safe

• significant activity [34]. Antifungal chemotherapy Fungal infections are caused by microscopic organisms that can invade the epithelial tissue. The fungal kingdom includes yeasts, moulds, rusts and mushrooms. Fungi are heterotrophic, which means they obtain nutrients from the environment, not from endogenous

• strain-dependent fungicidal activity against filamentous fungi with the exception of some strains of Cryptococcus neoformans. It is taken orally in capsule form to treat fungal infections that start in the lungs and spread throughout the body. Itraconazole can also be used to treat fungal infections of

Oxidative allylic rearrangement of cycloalkenols: Formal total synthesis of enantiomerically pure trisporic acid B

• Silke Dubberke,
• Muhammad Abbas and
• Bernhard Westermann

Beilstein J. Org. Chem. 2011, 7, 421–425, doi:10.3762/bjoc.7.54

• cultures of mucoraceous fungi: Blakeslea trispora, Mucor mucedo and Phycomyces blakesleeanus [16]. They stimulate caratenogenesis and zygophore (sex cell) formation. Interestingly, for the biosynthesis of the trisporic acid, mating species of the opposite sex have to cooperate. It has been suggested, that

Application of the diastereoselective photodeconjugation of α,β-unsaturated esters to the synthesis of gymnastatin H

• Ludovic Raffier and
• Olivier Piva

Beilstein J. Org. Chem. 2011, 7, 151–155, doi:10.3762/bjoc.7.21

• application to the asymmetric synthesis of different natural products including (R)-lavandulol (8), (R)-arundic acid (9) and 2-fluoroacids or lactones [7][8][9] (Figure 1). Filamentous fungi are the source of a wide range of secondary metabolites which possess very promising biological activities. Among them

Synthesis of (3R,5R)-harzialactone A and its (3R,5S)-isomer

• Gowravaram Sabitha,
• Rangavajjula Srinivas,
• Sukant K. Das and
• Jhillu S. Yadav

Beilstein J. Org. Chem. 2010, 6, No. 8, doi:10.3762/bjoc.6.8

• . Epoxide opening with thioacetal and diastereoselective reductions are used as key reactions. Keywords: dithiane; harzialactone A; hydroxyl directed reduction; stereoisomer; Introduction Marine microorganisms such as bacteria, fungi, and microalgae have proved to be a rich source of structurally novel

2-Phenyl- tetrahydropyrimidine- 4(1H)-ones – cyclic benzaldehyde aminals as precursors for functionalised β²-amino acids

• Markus Nahrwold,
• Arvydas Stončius,
• Anna Penner,
• Beate Neumann,
• Hans-Georg Stammler and
• Norbert Sewald

Beilstein J. Org. Chem. 2009, 5, No. 43, doi:10.3762/bjoc.5.43

• ]. Examples are cryptophycin-1 (a highly cytotoxic depsipeptide produced by cyanobacteria Nostoc sp. GSV224 and ATCC53789) [11][12][13][14] as well as a class of lipopeptides isolated from various fungi, comprising topostatin (a topoisomerase I and II inhibitor) [15], YM-170320 (an inhibitor of ergosterol

A facile synthesis and fungicidal activities of 2-(alkylamino)-5,6-dimethylthieno[2,3-d]pyrimidin- 4(3H)-ones

• Yang-Gen Hu,
• Ai-Hua Zheng,
• Xu-Zhi Ruan and
• Ming-Wu Ding

Beilstein J. Org. Chem. 2008, 4, No. 49, doi:10.3762/bjoc.4.49

• activities against six kinds of fungi. Keywords: 2-(alkylamino)-5,6-dimethylthieno[2,3-d]pyrimidin-4(3H)-one; aza-Wittig reaction; fungicidal activity; synthesis; Introduction Over the past ten years, aza-Wittig reactions of functionalized iminophosphoranes with isocyanates have been applied to produce

• synthesis of 2-(alkylamino)-5,6-dimethylthieno[2,3-d]pyrimidin-4(3H)-ones via iminophosphorane 3. Bioassays indicated that these compounds showed good to excellent fungicidal activities against six kinds of fungi. Results and Discussion Synthesis The ethyl 2-amino-4,5-dimethylthiophene-3-carboxylate (2

• listed in Table 1. Fungicidal activity The fungicidal activities of compounds 6 and 8 were screened against six kinds of fungi, Fusarium oxysporum, Rhizoctonia solani, Botrytis cinerea, Gibberella zeae, Dothiorella gregaria, Colletotrichum gossypii at a concentration of 50 mg/L according to the reported

Sordarin, an antifungal agent with a unique mode of action

• Huan Liang

Beilstein J. Org. Chem. 2008, 4, No. 31, doi:10.3762/bjoc.4.31

• fungi by stabilizing the ribosome/EF2 complex. This mode of action is in contrast to typical antifungals, which target the cell membrane. This unusual bioactivity makes sordarin a promising candidate for the development of new fungicidal agents, and provided the motivation for extensive research. Three

• by stabilizing the EF2/ribosome complex. Strong activity against Saccharomyces cerevisiae [9][10], Candida albicans [11][12], and a number of pathogenic fungi make sordarin a promising antimycotic agent. Review Total syntheses of sordarin and its congeners To date, three total syntheses of sordarin

• possible number of pathogenic fungi. Leading pharmaceutical laboratories such as Merck [35], GSK [36][37], Bristol-Myers-Squibb [38][39] and Sankyo [40][41], have focused on modification of the carbohydrate moiety. Several representative analogs from the so-called GM series developed by GSK in 1998 are

Synthesis of densely functionalized enantiopure indolizidines by ring- closing metathesis (RCM) of hydroxylamines from carbohydrate- derived nitrones

• Marco Bonanni,
• Marco Marradi,
• Francesca Cardona,
• Stefano Cicchi and
• Andrea Goti

Beilstein J. Org. Chem. 2007, 3, No. 44, doi:10.1186/1860-5397-3-44

• yields from enantiopure hydroxylamines obtained straightforwardly from carbohydrate-derived nitrones. Background Indolizidine alkaloids have widespread occurrence in nature. They can be found in widely different organisms such as bacteria, fungi, higher plants, invertebrates and vertebrates.[1] For

A divergent asymmetric approach to aza-spiropyran derivative and (1S,8aR)-1-hydroxyindolizidine

• Jian-Feng Zheng,
• Wen Chen,
• Su-Yu Huang,
• Jian-Liang Ye and
• Pei-Qiang Huang

Beilstein J. Org. Chem. 2007, 3, No. 41, doi:10.1186/1860-5397-3-41

• methodology. Background Spiroketals of general structure A (Scheme 1) constitute key structural features of a number of bioactive natural products isolated from insects, microbes, fungi, plants or marine organisms. [1][2][3] The corresponding aza-spiroketal (cf: general structure B) containing natural

Indolizidines and quinolizidines: natural products and beyond

• Joseph P. Michael

Beilstein J. Org. Chem. 2007, 3, No. 27, doi:10.1186/1860-5397-3-27

• 25% and 30% of all alkaloids possess structures incorporating one or other of these motifs. [1] As might be expected of systems that are so pervasive, their natural sources are extremely diverse: they occur in organisms as widely different as bacteria, fungi, higher plants, invertebrates and