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