Antimalarial 20-membered macrolides from Streptomyces sp. BCC33756

Iterative Mechanism of Macrodiolide Formation in the Anticancer Compound Conglobatin

“…Its mode of action appears to be novel, via direct binding to the N-terminal domain of Hsp90 and disruption of its interaction with co-chaperone Cdc37 ( Huang et al., 2015 ). The related 20-membered symmetrical oxazole macrodiolides known as samroiyotmycins ( Figure 1 , 3 ) ( Dramae et al., 2013 ) are reported to be active antimalarial compounds. We have recently investigated the biosynthesis of the macrocyclic diolide elaiophylin ( Figure 1 ) and have shown that the thioesterase of the elaiophylin polyketide synthase acts by an iterative mechanism, first ligating two monomers and then re-loading the linear dimer onto the thioesterase active site for dimerization ( Zhou et al., 2015 ).…”

Synergistic antibacterial activity between penicillenols and antibiotics against methicillin-resistant Staphylococcus aureus

“…Compound 2 was obtained in a colourless amorphous form, and identified as 1-(3-indolyl)-2,3-dihydroxypropan-1-one based on known references [ 26 ]. Although its planar structure was reported [ 27 ], the whole configuration of 1-(3-indolyl)-2,3-dihydroxypropan-1-one was still unknown. The similar specific rotation data ([ α ] D 25 +58.1 ( c 0.1, MeOH) for 2 , [ α ] D 25 +19 ( c 0.05, MeOH) for bruceolline L) and circular dichroism spectrum data (CD (MeOH) λ max (log ϵ ) 240 (0.13), 289 (−0.87), 315 (1.24) nm for 2 ; CD (MeOH) λ max (log ϵ ) 247 (−0.07), 281 (−0.43), 313 (0.41) nm for bruceolline L) based on known compound bruceolline L ( figure 2 ) indicated that they had the same configurations at C-11 [ 28 ].…”

Enantioselective Rhodium‐Catalyzed Dimerization of ω‐Allenyl Carboxylic Acids: Straightforward Synthesis of C2‐Symmetric Macrodiolides

“…Aside from unsymmetrical heterogeneous dimers, a group of complex C 2 ‐symmetrical oxacyclic diolides comprise a large number of biologically active compounds (Scheme ). In this group, immunosuppressives,‐ antibiotics,‐ anthelmintics,, herbicides, and fungicides,, as well as active agents against cancer,‐ HIV, and the tropical disease malaria can be found ,. As a consequence these compounds have gained great interest as synthetic targets …”