37011-86-2Relevant articles and documents
Intramolecular [2+2+2] Cyclization of Triynes and Enediynes Catalyzed by CoI2-Mn-Phosphine Ligand
Slowinski, Franck,Aubert, Corinne,Malacria, Max
, p. 64 - 67 (2001)
-
Antibacterial Activity of Hexadecynoic Acid Isomers toward Clinical Isolates of Multidrug-Resistant Staphylococcus aureus
Carballeira, Néstor M.,Chorna, Nataliya,Díaz, Damarith,Medina, Solymar,Mooney, Joseph,Morales-Guzmán, Christian,Ocasio-Malavé, Carlimar,Pereles-De-León, Tomás,Rivera-Román, Ashley,Sanabria-Ríos, David J.
, (2020/02/04)
In the present study, the structural characteristics that impart antibacterial activity to C16 alkynoic fatty acids (aFA) were further investigated. The syntheses of hexadecynoic acids (HDA) containing triple bonds at C-3, C-6, C-8, C-9, C-10, and C-12 were carried out in four steps and with an overall yield of 34–78%. In addition, HDA analogs containing a sulfur atom at either C-4 or C-5 were also prepared in 69–77% overall yields, respectively. Results from this study revealed that the triple bond at C-2 is pivotal for the antibacterial activity displayed by 2-HDA, while the farther the position of the triple bond from the carbonyl group, the lower its bactericidal activity against gram-positive bacteria, including clinical isolates of methicillin-resistant Staphylococcus aureus (CIMRSA) strains. The potential of 2-HDA as an antibacterial agent was also assessed in five CIMRSA strains that were resistant to Ciprofloxacin (Cipro) demonstrating that 2-HDA was the most effective treatment in inhibiting their growth when compared with either Cipro alone or equimolar combinations of Cipro and 2-HDA. Moreover, it was proved that the inhibition of S. aureus DNA gyrase can be linked to the antibacterial activity displayed by 2-HDA. Finally, it was determined that the ability of HDA analogs to form micelles can be linked to their decreased activity against gram-positive bacteria, since critical micellar concentrations (CMC) between 50 and 300 μg/mL were obtained.
Method for preparing spring-cankerworm sex pheromones
-
Paragraph 0028; 0029; 0030, (2016/10/17)
The invention relates to a method for preparing spring-cankerworm sex pheromones. The method includes the steps that alkynol serves as a raw material; hydroxyl is protected by dihydropyran ether; alkynyl and halogenated hydrocarbon are coupled; an acetylation reaction is carried out to generate a compound cis-4-tetradecenyl acetate and a compound cis-6-tetradecenyl acetate, wherein the total yield of the compound cis-4-tetradecenyl acetate and the total yield of the compound cis-6-tetradecenyl acetate are 58.1% and 55.2% respectively. The method has the advantages that the raw material is easy to obtain, the method is simple, the condition is mild, the total yield is high, cost is low, and the method is suitable for large-scale production. The method provides the necessary condition for replacing fruit-pest chemical-pesticide control with the wide application of the spring-cankerworm sex pheromones, and has the high theoretical significance and the quite good application value.
