C-glycosides incorporating the 6-methoxy-2-naphthyl moiety are selective inhibitors of fungal and bacterial carbonic anhydrases

Leonardo E. RiafrechaLADECOR, Departamento de Química, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, La Plata, Argentina,

Daniela VulloLaboratorio di Chimica Bioinorganica, Universitá degli Studi di Firenze, Sesto Fiorentino (Firenze), Italy, and

Claudiu T. SupuranLaboratorio di Chimica Bioinorganica, Universitá degli Studi di Firenze, Sesto Fiorentino (Firenze), Italy, and ;Section of Pharmaceutical Chemistry, Department of NEUROFARBA, Università degli Studi di Firenze, Sesto Fiorentino (Florence), ItalyCorrespondence[email protected]

Pedro A. ColinasLADECOR, Departamento de Química, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, La Plata, Argentina, Correspondence[email protected]

Figures & data

Figure 1. Per-O-acetylated C-glycosides (1–6) and fully deprotected derivatives (7–12).

Scheme 1. Preparation of C-cinnamoyl glycosides 1–12.

Table 1. Inhibition of mammalian α-CAs and pathogen β-CAs with the C-glycosides 1–12.^a

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Table 2. Selectivity ratios of K_i for β-CAs compared to human α-CA isozymes I and II for the C-glycosides 1–12.^a

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C-glycosides incorporating the 6-methoxy-2-naphthyl moiety are selective inhibitors of fungal and bacterial carbonic anhydrases

Table 1. Inhibition of mammalian α-CAs and pathogen β-CAs with the C-glycosides 1–12.^a

Table 2. Selectivity ratios of K_i for β-CAs compared to human α-CA isozymes I and II for the C-glycosides 1–12.^a

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C-glycosides incorporating the 6-methoxy-2-naphthyl moiety are selective inhibitors of fungal and bacterial carbonic anhydrases

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Table 1. Inhibition of mammalian α-CAs and pathogen β-CAs with the C-glycosides 1–12.a

Table 2. Selectivity ratios of Ki for β-CAs compared to human α-CA isozymes I and II for the C-glycosides 1–12.a

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Table 1. Inhibition of mammalian α-CAs and pathogen β-CAs with the C-glycosides 1–12.^a

Table 2. Selectivity ratios of K_i for β-CAs compared to human α-CA isozymes I and II for the C-glycosides 1–12.^a