3352-83-8Relevant academic research and scientific papers
Synthesis of Positional Isomeric Phenylphenalenones
Ospina, Felipe,Ramirez, Adrian,Cano, Marisol,Hidalgo, William,Schneider, Bernd,Otálvaro, Felipe
, p. 3873 - 3879 (2017/04/11)
A series of isomeric phenylphenalenones in which the phenyl ring is located at all possible peripheral positions of the phenalenone nuclei was synthesized. The structural characteristics of the series, in which topological variation is permitted with minimal electronic disturbance, could, in principle, allow for easy pharmacophore recognition when the compounds are aligned in steroidomimetic conformations.
Structure-activity relationship in the interaction of substituted perinaphthenones with Mycosphaerella fijiensis
Hidalgo, William,Duque, Luisa,Saez, Jairo,Arango, Rafael,Gil, Jesus,Rojano, Benjamin,Schneider, Bernd,Otalvaro, Felipe
experimental part, p. 7417 - 7421 (2010/07/09)
The levels of native fungitoxic perinaphthenone phytoalexins in susceptible Musa varieties (banana), which are commercially grown in large plantations, are too low to provide plants with long-lasting protection against highly pathogenic fungi. Novel strategies for plant protection are necessary to reduce crop losses and to prevent the development of resistant fungal strains. The synthesis of novel fungicides based on the structures of perinaphthenone natural products is considered to be a promising strategy. Thirteen substituted perinaphthenones, among them two known natural products (1, 2) and 11 synthetics (3-13), were evaluated for their activity against Mycosphaerella fijiensis, and their half-maximal inhibitory concentrations (IC50) were calculated to establish structure-activity relationships (SAR). A SAR trend was hypothesized, leading to the design of a new compound, 4-methoxy-2-nitro-1H- phenalen-1-one (14); the new compound displayed significantly enhanced in vitro activity against M. fijiensis compared to other perinaphthenone derivatives. The activity of 14 was comparable to that of two commercial fungicides.
TRANSFORMATIONS OF POLYCYCLIC KETONES. XVII. SYNTHESIS OF 3-AMINO-1-PHENALENONE AND ITS SUBSTITUTED DERIVATIVES
Solodar', S. L.,Kochkin, V. A.
, p. 1809 - 1812 (2007/10/02)
The action of ammonia and primary amines on 1,3-phenalenedione under mild conditions leads to the ready formation of 3-amino-1-phenalenone and its N-alkyl and N-aryl derivatives.Unlike 2-, 5-, and 6-amino-1-phenalenones, 3-amino-1-phenalenone does not form a diazo compound in reaction with sodium nitrite, and this demonstrates its similarity to β-aminovinylcarbonyl compounds.
