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Beilstein J. Org. Chem. 2018, 14, 2680–2688, doi:10.3762/bjoc.14.245
Graphical Abstract
Figure 1: A family of quinolone natural products 1–8, which were first isolated from Pseudonocardia sp. CL384...
Scheme 1: Proposed use of the chemistry developed towards the total synthesis of 5 and 6 for generation of na...
Scheme 2: Sonagashira coupling of alkynes 10a and 10b with commercially available acid chloride 9 to give yno...
Scheme 3: Conjugate addition of primary amines 12a–f with ynones 11a and 11b. aFollowing concentration in vac...
Scheme 4: Cyclisation of precursors 13 to natural product analogues 14 using palladium- or copper-catalysed c...
Scheme 5: Use of an excess of DMEDA in the Cu-catalysed cyclisation of 13bb resulted in the generation of 14bg...
Figure 2: Growth of E. coli ESS with time in the presence of 200 μM of each compound. A) Natural product seri...
Figure 3: Growth of S. aureus 25923 with time in the presence of 200 μM of each compound. A) Natural product ...
Figure 4: OD520 (absorption corresponding to pyocyanin) normalised by the culture population (measured by OD6...
Beilstein J. Org. Chem. 2018, 14, 2646–2650, doi:10.3762/bjoc.14.242
Figure 1: NDH-2 is a validated target for 1 with an MIC of 1.1 µg/mL against M. tuberculosis.
Scheme 1: Synthesis of phenothiazine-PEG-amine component.
Scheme 2: Synthesis of the azotochelin siderophore component.
Scheme 3: Final conjugation and deprotection to yield a phenothiazine siderophore conjugate.
Beilstein J. Org. Chem. 2016, 12, 1428–1433, doi:10.3762/bjoc.12.137
Figure 1: BHL and OdDHL are two natural AHL-based signaling molecules used by P. aeruginosain quorum sensing....
Scheme 1: Unexpected synthesis of compound 4. The synthesis of 2 was achieved by a previously reported route [9]....
Figure 2: a) Inhibitory effect of compound 4 (200 μM suspension in DMSO) on pyocyanin production in PAO1. DMS...
Figure 3: Binding poses of OdDHL and compound 4 in OdDHL binding site. Hydrogen bonds are shown in black dott...