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Identification and characterization of a vitamin D₃ decomposition product bactericidal against Helicobacter pylori.

Hosoda K, Shimomura H, Wanibuchi K, Masui H, Amgalanbaatar A, Hayashi S, Takahashi T, Hirai Y - Sci Rep (2015)

Bottom Line: A unique dimyristoyl phosphatidylethanolamine in the membrane lipid compositions contributed to the interaction of VDP1 with H. pylori cells.In both (1)H and (13)C NMR analyses, the spectra patterns of VDP1 corresponded with those of Grundmann's ketone.These results suggest that VDP1 (or Grundmann's ketone-type indene compound) may become a fundamental structure for the development of new antibacterial substances with selective bactericidal action against H. pylori.

View Article: PubMed Central - PubMed

Affiliation: Division of Bacteriology, Department of Infection and Immunity, Jichi Medical University, 3311-1, Yakushiji, Shimotsuke-shi, Tochigi. 329-0498, Japan.

ABSTRACT
This study demonstrated that the vitamin D₃ decomposition product VDP1 exerts an antibacterial action against Helicobacter pylori but not against other bacteria. Treatment with VDP1 induced a collapse of cell membrane structures of H. pylori and ultimately lysed the bacterial cells. A unique dimyristoyl phosphatidylethanolamine in the membrane lipid compositions contributed to the interaction of VDP1 with H. pylori cells. In separate experiments, VDP1 had no influence on the viability of the human cancer cell lines MKN45 and T47D and lacked any vitamin D₃-like hormonal action against the latter. In both (1)H and (13)C NMR analyses, the spectra patterns of VDP1 corresponded with those of Grundmann's ketone. These results suggest that VDP1 (or Grundmann's ketone-type indene compound) may become a fundamental structure for the development of new antibacterial substances with selective bactericidal action against H. pylori.

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Antibacterial activities of decomposed vitamin D3 species against H. pylori.(a) Three vitamin D3 species dispersed into distilled water were incubated for 24 to 48 h at 70°C, recovered via the organic solvent distribution method, and analyzed by TLC. D3, vitamin D3; 25D3, 25-hydroxyvitamin D3; 1,25D3, 1α,25-dihydroxyvitamin D3. (b) The decomposition products obtained from the 48-h incubation of the experiments described in panel (a) were incubated for 2 h in the bacterial suspensions of FC-free H. pylori, and the CFUs were then counted. The minus and plus symbols in the graph are the CFU levels of H. pylori incubated in the presence of the intact D3 species and decomposed D3 species, respectively. The control in the graph is the CFU level of H. pylori incubated without any D3 specimens. The dashed line bar in the graph represents the baseline CFU measured immediately after the incubation was started. Three independent experiments with the respective D3 species were performed to calculate the mean CFU ± SD per ml.
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f2: Antibacterial activities of decomposed vitamin D3 species against H. pylori.(a) Three vitamin D3 species dispersed into distilled water were incubated for 24 to 48 h at 70°C, recovered via the organic solvent distribution method, and analyzed by TLC. D3, vitamin D3; 25D3, 25-hydroxyvitamin D3; 1,25D3, 1α,25-dihydroxyvitamin D3. (b) The decomposition products obtained from the 48-h incubation of the experiments described in panel (a) were incubated for 2 h in the bacterial suspensions of FC-free H. pylori, and the CFUs were then counted. The minus and plus symbols in the graph are the CFU levels of H. pylori incubated in the presence of the intact D3 species and decomposed D3 species, respectively. The control in the graph is the CFU level of H. pylori incubated without any D3 specimens. The dashed line bar in the graph represents the baseline CFU measured immediately after the incubation was started. Three independent experiments with the respective D3 species were performed to calculate the mean CFU ± SD per ml.

Mentions: Seco-steroids are known to be structurally unstable compounds. Vitamin D3 is biologically metabolized or degraded via the catalytic action of hydroxylases of cytochrome P450 families such as CYP11A1, CYP27A1, CYP27B1 and CYP24A19. In addition, vitamin D group has been shown to non-biologically decompose via the exposure to high humidity and high temperature10. This study adopted the non-biological degradation of vitamin D3 species and investigated the antibacterial activity of the degraded vitamin D3 species against H. pylori. We dispersed the three vitamin D3 species for 24 to 48 h into distilled water warmed at 70°C in order to decompose the compounds and analyze the decomposition by TLC. The TLC analysis detected conspicuous reductions in the spot densities of all three vitamin D3 species examined in both 24-h and 48-h incubations (Fig. 2a). Each of vitamin D3 species decomposed via the 48-h incubation in distilled water (70°C) was added into a bacterial suspension of FC-free H. pylori and shaken for 2 h. The antibacterial actions of 25-hydroxyvitamin D3 and 1α,25-dihydroxyvitamin D3 against H. pylori were conspicuously attenuated by the heat degradation of the compounds. As a consequence, the CFU counts of H. pylori were reduced more in the presence of intact 25-hydroxyvitamin D3 or intact 1α,25-dihydroxyvitamin D3 than in the presence of decomposed 25-hydroxyvitamin D3 or decomposed 1α,25-dihydroxyvitamin D3 (Fig. 2b). On this basis, 25-hydroxyvitamin D3 and 1α,25-dihydroxyvitamin D3 were found to directly act on H. pylori cells and ultimately eradicate them. Unlike 25-hydroxyvitamin D3 and 1α,25-dihydroxyvitamin D3, the heat-degraded vitamin D3 conferred a remarkably augmented antibacterial action against H. pylori. Hence, the CFU counts of H. pylori were reduced more in the presence of decomposed vitamin D3 than in the presence of intact vitamin D3. These results indicate that the antibacterial action of vitamin D3 against H. pylori depended on a certain decomposition product resulting from the warming of the vitamin D3 dispersed into the distilled water.


Identification and characterization of a vitamin D₃ decomposition product bactericidal against Helicobacter pylori.

Hosoda K, Shimomura H, Wanibuchi K, Masui H, Amgalanbaatar A, Hayashi S, Takahashi T, Hirai Y - Sci Rep (2015)

Antibacterial activities of decomposed vitamin D3 species against H. pylori.(a) Three vitamin D3 species dispersed into distilled water were incubated for 24 to 48 h at 70°C, recovered via the organic solvent distribution method, and analyzed by TLC. D3, vitamin D3; 25D3, 25-hydroxyvitamin D3; 1,25D3, 1α,25-dihydroxyvitamin D3. (b) The decomposition products obtained from the 48-h incubation of the experiments described in panel (a) were incubated for 2 h in the bacterial suspensions of FC-free H. pylori, and the CFUs were then counted. The minus and plus symbols in the graph are the CFU levels of H. pylori incubated in the presence of the intact D3 species and decomposed D3 species, respectively. The control in the graph is the CFU level of H. pylori incubated without any D3 specimens. The dashed line bar in the graph represents the baseline CFU measured immediately after the incubation was started. Three independent experiments with the respective D3 species were performed to calculate the mean CFU ± SD per ml.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC4352922&req=5

f2: Antibacterial activities of decomposed vitamin D3 species against H. pylori.(a) Three vitamin D3 species dispersed into distilled water were incubated for 24 to 48 h at 70°C, recovered via the organic solvent distribution method, and analyzed by TLC. D3, vitamin D3; 25D3, 25-hydroxyvitamin D3; 1,25D3, 1α,25-dihydroxyvitamin D3. (b) The decomposition products obtained from the 48-h incubation of the experiments described in panel (a) were incubated for 2 h in the bacterial suspensions of FC-free H. pylori, and the CFUs were then counted. The minus and plus symbols in the graph are the CFU levels of H. pylori incubated in the presence of the intact D3 species and decomposed D3 species, respectively. The control in the graph is the CFU level of H. pylori incubated without any D3 specimens. The dashed line bar in the graph represents the baseline CFU measured immediately after the incubation was started. Three independent experiments with the respective D3 species were performed to calculate the mean CFU ± SD per ml.
Mentions: Seco-steroids are known to be structurally unstable compounds. Vitamin D3 is biologically metabolized or degraded via the catalytic action of hydroxylases of cytochrome P450 families such as CYP11A1, CYP27A1, CYP27B1 and CYP24A19. In addition, vitamin D group has been shown to non-biologically decompose via the exposure to high humidity and high temperature10. This study adopted the non-biological degradation of vitamin D3 species and investigated the antibacterial activity of the degraded vitamin D3 species against H. pylori. We dispersed the three vitamin D3 species for 24 to 48 h into distilled water warmed at 70°C in order to decompose the compounds and analyze the decomposition by TLC. The TLC analysis detected conspicuous reductions in the spot densities of all three vitamin D3 species examined in both 24-h and 48-h incubations (Fig. 2a). Each of vitamin D3 species decomposed via the 48-h incubation in distilled water (70°C) was added into a bacterial suspension of FC-free H. pylori and shaken for 2 h. The antibacterial actions of 25-hydroxyvitamin D3 and 1α,25-dihydroxyvitamin D3 against H. pylori were conspicuously attenuated by the heat degradation of the compounds. As a consequence, the CFU counts of H. pylori were reduced more in the presence of intact 25-hydroxyvitamin D3 or intact 1α,25-dihydroxyvitamin D3 than in the presence of decomposed 25-hydroxyvitamin D3 or decomposed 1α,25-dihydroxyvitamin D3 (Fig. 2b). On this basis, 25-hydroxyvitamin D3 and 1α,25-dihydroxyvitamin D3 were found to directly act on H. pylori cells and ultimately eradicate them. Unlike 25-hydroxyvitamin D3 and 1α,25-dihydroxyvitamin D3, the heat-degraded vitamin D3 conferred a remarkably augmented antibacterial action against H. pylori. Hence, the CFU counts of H. pylori were reduced more in the presence of decomposed vitamin D3 than in the presence of intact vitamin D3. These results indicate that the antibacterial action of vitamin D3 against H. pylori depended on a certain decomposition product resulting from the warming of the vitamin D3 dispersed into the distilled water.

Bottom Line: A unique dimyristoyl phosphatidylethanolamine in the membrane lipid compositions contributed to the interaction of VDP1 with H. pylori cells.In both (1)H and (13)C NMR analyses, the spectra patterns of VDP1 corresponded with those of Grundmann's ketone.These results suggest that VDP1 (or Grundmann's ketone-type indene compound) may become a fundamental structure for the development of new antibacterial substances with selective bactericidal action against H. pylori.

View Article: PubMed Central - PubMed

Affiliation: Division of Bacteriology, Department of Infection and Immunity, Jichi Medical University, 3311-1, Yakushiji, Shimotsuke-shi, Tochigi. 329-0498, Japan.

ABSTRACT
This study demonstrated that the vitamin D₃ decomposition product VDP1 exerts an antibacterial action against Helicobacter pylori but not against other bacteria. Treatment with VDP1 induced a collapse of cell membrane structures of H. pylori and ultimately lysed the bacterial cells. A unique dimyristoyl phosphatidylethanolamine in the membrane lipid compositions contributed to the interaction of VDP1 with H. pylori cells. In separate experiments, VDP1 had no influence on the viability of the human cancer cell lines MKN45 and T47D and lacked any vitamin D₃-like hormonal action against the latter. In both (1)H and (13)C NMR analyses, the spectra patterns of VDP1 corresponded with those of Grundmann's ketone. These results suggest that VDP1 (or Grundmann's ketone-type indene compound) may become a fundamental structure for the development of new antibacterial substances with selective bactericidal action against H. pylori.

Show MeSH
Related in: MedlinePlus