56157-28-9Relevant articles and documents
Novel benzyl phenyl sulfide derivatives as antibacterial agents against methicillin-resistant Staphylococcus aureus
Lu, Kuo,Chen, Qi,Xu, Xiao-Fang,Meng, Ying,Lin, Jing,Chen, Wei-Min
, p. 82 - 90 (2020)
Methicillin-resistant Staphylococcus aureus (MRSA) infection is a major threat to human health due to its resistance to almost all classes of antibiotics. Discovery of novel antibacterial agents with new structures which combat the pathogens responsible f
Synthesis of diastereomeric, deoxy and ring-expanded sulfone analogues of aigialomycin D
Ting, Samuel Z.Y.,Baird, Lynton J.,Dunn, Elyse,Hanna, Reem,Leahy, Dora,Chan, Ariane,Miller, John H.,Teesdale-Spittle, Paul H.,Harvey, Joanne E.
, p. 10581 - 10592 (2013/11/19)
Several analogues of the fungal natural product aigialomycin D (AmD) have been synthesised. These include the stereoisomer 5′R,6′S-AmD, 2,4-di-deoxyAmD, 1′,2′,7′,8′-tetrahydroAmD and a 15-membered macrocyclic sulfone. Growth inhibitory activities of these compounds against the HL-60 leukaemic cell line were measured. The ring-expanded sulfone and tetrahydro-analogue were found to have similar IC50 values to the natural product, whereas the 5′R,6′S-stereoisomer was inactive. Energy minimisation of AmD and the synthesised analogues resulted in a range of lowest energy conformers, from planar, open arrangements of the macrocycle in AmD and tetrahydroAmD to bent, L-shaped structures for the sulfone. The synthesis of methyl orsellinate was investigated and optimised as part of this work. A stereodivergent route to both enantiomers of the diol fragment from d-ribose was also achieved.
