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Fig 1.

Structural formulae of the pradimicins.

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Fig 1 Expand

Table 1.

EC50 values of non-peptidic CBAs tested against T. brucei BSFs.

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Fig 2.

Effect of PRM-S treatment on in vitro T. brucei BSFs.

(A) Plot showing the number of parasites in culture exposed to increasing concentrations of PRM-S (5.3, 26.3, 53.0 and 106.0 μM that correspond to 1-, 5-, 10- and 20-fold the EC50, respectively). (B) Plot of the percentage of lysed parasites after PRM-S treatment for 8 h. (C) Accumulated growth after drug removal of parasites treated with PRM-S for 8 h. (D) Microscopy images of cultured samples after exposure to PRM-S for 1 h. Cells were stained with DAPI and Giemsa and observed by fluorescence and light microscopy. (E) Nuclei (N) and kinetoplasts (K) of parasites treated with 5.3 μM for 48 h were stained with DAPI and categorized according to the number of nuclei and kinetoplasts: 1N1K, 1N2K, 2N2K and XNXK. (F) Microscopy images illustrating DIC, DAPI and Giemsa staining of cells exposed to 5.3 μM PRM-S for 48 h. The asterisk shows significant differences calculated by the Student’s t-test (n = 2). *, p < 0.05. Bars, 10 μm.

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Fig 3.

PRM-S binding and fluid-phase endocytosis analysis.

PRM-S binding to parasite surface VSGs was evaluated by competition labelling assays using HHA, a lectin that binds to VSGs and is rapidly endocytosed [5] or CV-N, a lectin that binds to the surface coat of the trypanosomes. Labelling was measured by FACS at 0 min, 10 min and 60 min of incubation at increasing PRM-S concentrations and visualized by 3D microscopy. (A and B) Quantification (A) and images (B) of the labelling with HHA-FITC (1 μg/ml) in the presence of PRM-S. (C and D) Fluid-phase endocytosis analysis using Alexa Fluor 488-labelled dextran 10,000 in the absence (C) or in the presence (D) of HHA (1 μg/ml). (E and F) Quantification (E) and images (F) of the labelling with CV-N-FITC (0.6 μg/ml) in the presence of PRM-S. Bars, 10 μm. The asterisks show significant differences calculated by the Student’s t-test (n = 3). *, p < 0.05, **, p < 0.005 and ***, p < 0.0005 vs the parental strain.

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Fig 3 Expand

Table 2.

EC50 values for parental (BSF) and PRM-A-resistant T. brucei cell lines.

Resistance indices (R-index) for PRM-A-resistant cells with respect to the parental strain are indicated.

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Table 2 Expand

Table 3.

EC50 values and cross-resistance (R) indices of PRM-A100 and parental cell lines.

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Table 3 Expand

Fig 4.

Analysis of the nature and N-glycosylation status of the VSG expressed in PRM-A-resistant trypanosomes.

(A) Indirect immunofluorescence microscopy analysis of VSG221 expression in parasites resistant to PRM-A probed with a polyclonal antibody against VSG221. Nuclear and kinetoplast DNA was stained with DAPI. Bars, 10 μm. (B) sVSGs of parental and resistant strains were purified as described [20] and analysed by SDS/PAGE and Coomassie blue staining. (C) Western-blot analysis of sVSG isolated from parental and PRM-A100 cells using an anti-TbVSG221 polyclonal antibody. (D) Endoglycosidase treatment of sVSG samples with Endo H (that removes oligomannose N-linked glycans) or PNGase F (that removes all N-linked glycans), followed by SDS/PAGE and Coomassie blue staining analysis.

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Fig 5.

Assessment of the VSG glycosylation status by lectin blotting and labelling with lectins.

(A) sVSG and cell pellets lysates obtained after hypotonic lysis from parental and PRM-A100 lines were subjected to SDS-PAGE, transferred to a nitrocellulose membrane and probed with TL, ECL and ConA lectins. Ponceau staining was used as loading control. Addition of chitin hydrolysate (inhibitor), D-lactose and α-methyl mannose was used as a specificity control for TL, ECL or ConA, respectively. (B-G) Live cells of parental and PRM-A100 lines were labelled with CV-N-FITC (B and E), HHA-FITC (C and F) or UDA-FITC (D and G) conjugates and fluorescence was quantified by FACS analysis and visualized by 3D microscopy. Bars, 10 μm. The asterisks show significant differences calculated by the Student’s t-test (n = 3). *, p < 0.05, **, p < 0.01 and ***, p < 0.005 vs the parental strain.

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Fig 6.

Analysis of N-glycans from PRM-A100-resistant sVSG221.

Integrated UPLC-FLD chromatograms of procainamide labelled glycans from resistant (PRM-A100) and control (Tb BSF) N-glycan samples labelled with procainamide.

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Table 4.

Relative quantification (% abundance) of N-glycans from control (Tb BSF) and resistant (PRM-A100) cell lines.

Data extracted and normalized from UPLC-FLD chromatograms.

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Fig 7.

Surface plasmon resonance analysis.

(A, B and C) SPR analysis of serial dilutions of PRM-A from 1.56 to 50 μM exposed to the parental Tb BSF VSG221 bound at low density (826 RU) (A) or high density (6,500 RU) (B) and to the PRM-A100-resistant cell line VSG221 bound at high density (6,070 RU) (C) on a CM5 sensor chip. (D, E and F) SPR analysis of serial dilutions of PRM-S using the same conditions as described above.

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Fig 8.

Relative expression of TbSTT3 genes in PRM-A-resistant trypanosomes.

The mRNA levels of the STT3 genes in the PRM-A100 cell line cultured in the presence or absence of PRM-A and those of the parental line were determined by RT-qPCR and normalized with regard to the expression of the myosin 1B. Values were calculated from triplicates of three independent experiments. The asterisks show significant differences calculated by the Student’s t-test (n = 3). *, p < 0.005, **, p < 0.001 and ***, p < 0.0001 vs the parental strain.

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Fig 9.

Survival analysis of mice infected with PRM-A-resistant trypanosomes.

Kaplan-Meier survival analysis of mice infected with parental (Tb BSF) and PRM-A25, PRM-A50 and PRM-A100-resistant parasites.

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Table 5.

EC50 values for PRM-S of PRM-A100 parasites overexpressing TbSTT3A or TbSTT3B, and wild type parasites subjected to RNAi mediated depletion of TbSTT3A, TbSTT3B and TbSTT3C.

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Fig 10.

Effect of overexpression or RNAi mediated depletion of STT3A, STT3B and STT3C on resistance to PRM-S.

(A and B) Accumulated growth (A) and mRNA levels (B) of PRM-A100 cells overexpressing TbSTT3A or TbSTT3B. (C and D) Accumulated growth (C) and mRNA levels (D) of STT3A-RNAi and STT3B-RNAi parental cells. (E and F) Growth profile (E) and mRNA levels (F) of STT3A/B-RNAi and STT3A/B/C-RNAi parental cells. -DOX, non-induced; +DOX, cells exposed to doxycycline (1 μg/ml). Relative expression of the STT3 mRNA levels was determined by RT-qPCR and normalized with regard to the expression of myosin 1B. Values were calculated from triplicates of two independent experiments. The asterisks show significant differences between induced versus corresponding non-induced cell lines calculated by the Student’s t-test (n = 2): *, p < 0.05 and **, p < 0.001.

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Fig 11.

Endocytosis analysis.

PRM-A100 cells grown both in the presence and absence of PRM-A were used to evaluate receptor-mediated, receptor independent and fluid-phase endocytosis. The uptake of ConA (A), transferrin (B) as well as Alexa Fluor 594-dextran 10,000 (C) conjugates were measured and compared with uptake in the parental line. The asterisks show significant differences calculated by the Student’s t-test (n = 3). *, p < 0.05, **, p < 0.01 and ***, p < 0.005 vs the parental strain.

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Fig 12.

Treatment of T. brucei- infected mice with PRM-S.

(A and B) Kaplan-Meier survival analysis of mice infected with T. brucei rhodesiense EATRO3 ETat1.2 TREU164 (A) or with T. brucei brucei single-marker strain 427 (B) and treated with 25 mg/kg, and 50 mg/kg of PRM-S as well as with the vehicle used as control. (C) Parasitaemia course of mice infected with T. brucei brucei single-marker strain 427 at short periods after PRM-S administration (50 mg/kg). (D) Light microscopy of cells stained with Giemsa from mice infected with T. brucei brucei at 1 h after PRM-S administration. (E) Quantification of the percentage of cells exhibiting a rounded shape, which was observed by Giemsa staining. The asterisk shows significant differences calculated by the Student’s t-test (n = 2). *, p < 0.05, and **, p < 0.005. Bars, 10 μm.

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Table 6.

In vivo activities of pradimicin derivatives against T. brucei.

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