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Antimicrobial activities of the methanol extract and compounds from Artocarpus communis (Moraceae).

Kuete V, Ango PY, Fotso GW, Kapche GD, Dzoyem JP, Wouking AG, Ngadjui BT, Abegaz BM - BMC Complement Altern Med (2011)

Bottom Line: Artocarpus communis is used traditionally in Cameroon to treat several ailments, including infectious and associated diseases.The MIC results indicated that ACB as well as compounds 4 and 5 were able to prevent the growth of all tested microbial species.The corresponding value of 32 μg/ml was recorded with compounds 4 and 5 on Pseudomonas aeruginosa PA01 and compound 5 on E. coli ATCC 8739, their inhibition effect on P. aeruginosa PA01 being more than that of chloramphenicol used as reference antibiotic.

View Article: PubMed Central - HTML - PubMed

Affiliation: Department of Biochemistry, Faculty of Science, University of Dschang, Cameroon. kuetevictor@yahoo.fr

ABSTRACT

Background: Artocarpus communis is used traditionally in Cameroon to treat several ailments, including infectious and associated diseases. This work was therefore designed to investigate the antimicrobial activities of the methanol extract (ACB) and compounds isolated from the bark of this plant, namely peruvianursenyl acetate C (1), α-amyrenol or viminalol (2), artonin E (4) and 2-[(3,5-dihydroxy)-(Z)-4-(3-methylbut-1-enyl)phenyl]benzofuran-6-ol (5).

Methods: The liquid microdilution assay was used in the determination of the minimal inhibitory concentration (MIC) and the minimal microbicidal concentration (MMC), against seven bacterial and one fungal species.

Results: The MIC results indicated that ACB as well as compounds 4 and 5 were able to prevent the growth of all tested microbial species. All other compounds showed selective activities. The lowest MIC value of 64 μg/ml for the crude extract was recorded on Staphylococcus aureus ATCC 25922 and Escherichia coli ATCC 8739. The corresponding value of 32 μg/ml was recorded with compounds 4 and 5 on Pseudomonas aeruginosa PA01 and compound 5 on E. coli ATCC 8739, their inhibition effect on P. aeruginosa PA01 being more than that of chloramphenicol used as reference antibiotic.

Conclusion: The overall results of this study provided supportive data for the use of A. communis as well as some of its constituents for the treatment of infections associated with the studied microorganisms.

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Related in: MedlinePlus

Chemical structures of compounds isolated from the bark of Artocarpus communis. 1: peruvianursenyl acetate C; 2: α-amyrenol or viminalol; 3: sitosterol 3-O- ß-D-glucopyranoside; 4: artonin E; 5: 2-[(3,5-dihydroxy)-(Z)-4-(3-methylbut-1-enyl)phenyl]benzofuran-6-ol.
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Figure 1: Chemical structures of compounds isolated from the bark of Artocarpus communis. 1: peruvianursenyl acetate C; 2: α-amyrenol or viminalol; 3: sitosterol 3-O- ß-D-glucopyranoside; 4: artonin E; 5: 2-[(3,5-dihydroxy)-(Z)-4-(3-methylbut-1-enyl)phenyl]benzofuran-6-ol.

Mentions: The air dried and powdered stem bark (700 g) were extracted with methanol (MeOH) for 48 h at room temperature. The extract was then concentrated under reduced pressure to give 170 g of a brown residue that constituted the crude extract (ACB). Part of FPR (150 g) was submitted to silica gel 60 (0.04-0.063 mm, 120 g) vacuum column chromatography using as eluent, hexane, hexane/CHCl3 1:1 mixture, CHCl3 and CHCl3/MeOH. Fractions of 500 ml each were collected, concentrated under vacuum and pooled on the basis of the thin layer chromatography (TLC) analysis in six fractions, A-F. Peruvianursenyl acetate C32H52O2 (1; 4.4 mg; m/z 468.40; amorphous powder) [10] and α-amyrenol C30H50O (2; 70.3 mg; m/z 426.99; amorphous powder) [11] were directly obtained from fractions eluted with hexane/CHCl3 7:3. Sitosterol 3-O- ß-D-glucopyranoside C17H18O4 (3; 5.5 mg; m/z 286.12; whitish powder, m.p. 130-145°C) [12] was directly obtained from fractions eluted with CHCl3/MeOH 8:2. Fraction E (10.0 g) obtained with CHCl3 was subjected to CC (silica gel 60, 50 g) and eluted with CHCl3-MeOH mixture of increasing polarity to give 7 sub-fractions (E1-E7). Sub-fraction E1 (CHCl3 to CHCl3-MeOH 97.5:2.5) and E4 (CHCl3-MeOH 95:5 to 90:10) were repeatedly filtered through Sephadex LH-20 (CHCl3-MeOH 7:3) to yield artonin E C25H24O7 (4; 10.0 mg, m/z 436.14; yellow crystals, m.p.: 255-257°C) [13] and 2-[(3,5-dihydroxy)-(Z)-4-(3-methylbut-1-enyl)phenyl]benzofuran-6-ol C19H18O4 (5; 12.8 mg; m/z 310.0; yellow oil) [14]. The chemical structures of the isolated compounds are illustrated in Figure 1.


Antimicrobial activities of the methanol extract and compounds from Artocarpus communis (Moraceae).

Kuete V, Ango PY, Fotso GW, Kapche GD, Dzoyem JP, Wouking AG, Ngadjui BT, Abegaz BM - BMC Complement Altern Med (2011)

Chemical structures of compounds isolated from the bark of Artocarpus communis. 1: peruvianursenyl acetate C; 2: α-amyrenol or viminalol; 3: sitosterol 3-O- ß-D-glucopyranoside; 4: artonin E; 5: 2-[(3,5-dihydroxy)-(Z)-4-(3-methylbut-1-enyl)phenyl]benzofuran-6-ol.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC3118951&req=5

Figure 1: Chemical structures of compounds isolated from the bark of Artocarpus communis. 1: peruvianursenyl acetate C; 2: α-amyrenol or viminalol; 3: sitosterol 3-O- ß-D-glucopyranoside; 4: artonin E; 5: 2-[(3,5-dihydroxy)-(Z)-4-(3-methylbut-1-enyl)phenyl]benzofuran-6-ol.
Mentions: The air dried and powdered stem bark (700 g) were extracted with methanol (MeOH) for 48 h at room temperature. The extract was then concentrated under reduced pressure to give 170 g of a brown residue that constituted the crude extract (ACB). Part of FPR (150 g) was submitted to silica gel 60 (0.04-0.063 mm, 120 g) vacuum column chromatography using as eluent, hexane, hexane/CHCl3 1:1 mixture, CHCl3 and CHCl3/MeOH. Fractions of 500 ml each were collected, concentrated under vacuum and pooled on the basis of the thin layer chromatography (TLC) analysis in six fractions, A-F. Peruvianursenyl acetate C32H52O2 (1; 4.4 mg; m/z 468.40; amorphous powder) [10] and α-amyrenol C30H50O (2; 70.3 mg; m/z 426.99; amorphous powder) [11] were directly obtained from fractions eluted with hexane/CHCl3 7:3. Sitosterol 3-O- ß-D-glucopyranoside C17H18O4 (3; 5.5 mg; m/z 286.12; whitish powder, m.p. 130-145°C) [12] was directly obtained from fractions eluted with CHCl3/MeOH 8:2. Fraction E (10.0 g) obtained with CHCl3 was subjected to CC (silica gel 60, 50 g) and eluted with CHCl3-MeOH mixture of increasing polarity to give 7 sub-fractions (E1-E7). Sub-fraction E1 (CHCl3 to CHCl3-MeOH 97.5:2.5) and E4 (CHCl3-MeOH 95:5 to 90:10) were repeatedly filtered through Sephadex LH-20 (CHCl3-MeOH 7:3) to yield artonin E C25H24O7 (4; 10.0 mg, m/z 436.14; yellow crystals, m.p.: 255-257°C) [13] and 2-[(3,5-dihydroxy)-(Z)-4-(3-methylbut-1-enyl)phenyl]benzofuran-6-ol C19H18O4 (5; 12.8 mg; m/z 310.0; yellow oil) [14]. The chemical structures of the isolated compounds are illustrated in Figure 1.

Bottom Line: Artocarpus communis is used traditionally in Cameroon to treat several ailments, including infectious and associated diseases.The MIC results indicated that ACB as well as compounds 4 and 5 were able to prevent the growth of all tested microbial species.The corresponding value of 32 μg/ml was recorded with compounds 4 and 5 on Pseudomonas aeruginosa PA01 and compound 5 on E. coli ATCC 8739, their inhibition effect on P. aeruginosa PA01 being more than that of chloramphenicol used as reference antibiotic.

View Article: PubMed Central - HTML - PubMed

Affiliation: Department of Biochemistry, Faculty of Science, University of Dschang, Cameroon. kuetevictor@yahoo.fr

ABSTRACT

Background: Artocarpus communis is used traditionally in Cameroon to treat several ailments, including infectious and associated diseases. This work was therefore designed to investigate the antimicrobial activities of the methanol extract (ACB) and compounds isolated from the bark of this plant, namely peruvianursenyl acetate C (1), α-amyrenol or viminalol (2), artonin E (4) and 2-[(3,5-dihydroxy)-(Z)-4-(3-methylbut-1-enyl)phenyl]benzofuran-6-ol (5).

Methods: The liquid microdilution assay was used in the determination of the minimal inhibitory concentration (MIC) and the minimal microbicidal concentration (MMC), against seven bacterial and one fungal species.

Results: The MIC results indicated that ACB as well as compounds 4 and 5 were able to prevent the growth of all tested microbial species. All other compounds showed selective activities. The lowest MIC value of 64 μg/ml for the crude extract was recorded on Staphylococcus aureus ATCC 25922 and Escherichia coli ATCC 8739. The corresponding value of 32 μg/ml was recorded with compounds 4 and 5 on Pseudomonas aeruginosa PA01 and compound 5 on E. coli ATCC 8739, their inhibition effect on P. aeruginosa PA01 being more than that of chloramphenicol used as reference antibiotic.

Conclusion: The overall results of this study provided supportive data for the use of A. communis as well as some of its constituents for the treatment of infections associated with the studied microorganisms.

Show MeSH
Related in: MedlinePlus