Antibacterial and Cytotoxic Activities of Naphthoquinone Pigments from Onosma Visianii Clem
2017
Authors
Vukic, Milena D.Vuković, Nenad L.
Djelic, Gorica T.
Popovic, Suzana Lj.
Zarić, Milan M.
Baskic, Dejan D.
Krstić, Gordana B.
Tešević, Vele
Kacaniova, Miroslava M.
Article (Published version)
Metadata
Show full item recordAbstract
In this study, the antibacterial and cytotoxic activities of isolated compounds from the roots of Onosma visianii were investigated. By using different chromatographic techniques and appropriate spectroscopic methods, the seven naphthoquinones were described: deoxyshikonin (1), isobutyrylshikonin (2), alpha-methylbutyrylshikonin (3), acetylshikonin (4), beta-hydroxyisovalerylshikonin (5), 5,8-O-dimethyl isobutyrylshikonin (6) and 5,8-O-dimethyl deoxyshikonin (7). Among the tested compounds, 3 and 4 exhibited the highest antibacterial activities toward all tested bacterial species (MIC50 and MIC90 for gram positive bacteria: 6.40 mu g/mL-12.79 mu g/mL and 6.82 mu g/mL-13.60 mu g/mL, respectively; for gram negative bacteria: 4.27. mu g/mL-8.53 mu g/mL and 4.77 mu g/mL-9.54 mu g/mL, respectively). Also, naphthoquinones 3 and 4 exhibited strong cytotoxic activity against MDA-MB-231 cells (IC50 values 86.0 mu g/mL and 80.2 mu g/mL, respectively), while compounds 1, 3, 4 and 5 significantly ...decreased viability of HCT116 cells (IC50 values of 97.8 mu g/mL, 15.2 mu g/mL, 24.6 mu g/mL and 30.9 mu g/mL, respectively). Our results indicated that all tested naphthoquinone pigments are potential candidates for clinical uses as antibacterial and cytotoxic agents.
Keywords:
Onosma visianii / naphthoquinones / antibacterial activity / cytotoxic activitySource:
EXCLI Journal, 2017, 16, 73-88Publisher:
- Excli Journal Managing Office, Dortmund
Funding / projects:
- Preclinical investigation of bioactive substances (RS-41010)
- Natural products of wild, cultivated and edible plants: structure and bioactivity determination (RS-172053)
- VEGA project [1/0611/14]
DOI: 10.17179/excli2016-762
ISSN: 1611-2156
PubMed: 28435429
WoS: 000395075700001
Scopus: 2-s2.0-85013270063
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Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Vukic, Milena D. AU - Vuković, Nenad L. AU - Djelic, Gorica T. AU - Popovic, Suzana Lj. AU - Zarić, Milan M. AU - Baskic, Dejan D. AU - Krstić, Gordana B. AU - Tešević, Vele AU - Kacaniova, Miroslava M. PY - 2017 UR - https://cherry.chem.bg.ac.rs/handle/123456789/2422 AB - In this study, the antibacterial and cytotoxic activities of isolated compounds from the roots of Onosma visianii were investigated. By using different chromatographic techniques and appropriate spectroscopic methods, the seven naphthoquinones were described: deoxyshikonin (1), isobutyrylshikonin (2), alpha-methylbutyrylshikonin (3), acetylshikonin (4), beta-hydroxyisovalerylshikonin (5), 5,8-O-dimethyl isobutyrylshikonin (6) and 5,8-O-dimethyl deoxyshikonin (7). Among the tested compounds, 3 and 4 exhibited the highest antibacterial activities toward all tested bacterial species (MIC50 and MIC90 for gram positive bacteria: 6.40 mu g/mL-12.79 mu g/mL and 6.82 mu g/mL-13.60 mu g/mL, respectively; for gram negative bacteria: 4.27. mu g/mL-8.53 mu g/mL and 4.77 mu g/mL-9.54 mu g/mL, respectively). Also, naphthoquinones 3 and 4 exhibited strong cytotoxic activity against MDA-MB-231 cells (IC50 values 86.0 mu g/mL and 80.2 mu g/mL, respectively), while compounds 1, 3, 4 and 5 significantly decreased viability of HCT116 cells (IC50 values of 97.8 mu g/mL, 15.2 mu g/mL, 24.6 mu g/mL and 30.9 mu g/mL, respectively). Our results indicated that all tested naphthoquinone pigments are potential candidates for clinical uses as antibacterial and cytotoxic agents. PB - Excli Journal Managing Office, Dortmund T2 - EXCLI Journal T1 - Antibacterial and Cytotoxic Activities of Naphthoquinone Pigments from Onosma Visianii Clem VL - 16 SP - 73 EP - 88 DO - 10.17179/excli2016-762 ER -
@article{ author = "Vukic, Milena D. and Vuković, Nenad L. and Djelic, Gorica T. and Popovic, Suzana Lj. and Zarić, Milan M. and Baskic, Dejan D. and Krstić, Gordana B. and Tešević, Vele and Kacaniova, Miroslava M.", year = "2017", abstract = "In this study, the antibacterial and cytotoxic activities of isolated compounds from the roots of Onosma visianii were investigated. By using different chromatographic techniques and appropriate spectroscopic methods, the seven naphthoquinones were described: deoxyshikonin (1), isobutyrylshikonin (2), alpha-methylbutyrylshikonin (3), acetylshikonin (4), beta-hydroxyisovalerylshikonin (5), 5,8-O-dimethyl isobutyrylshikonin (6) and 5,8-O-dimethyl deoxyshikonin (7). Among the tested compounds, 3 and 4 exhibited the highest antibacterial activities toward all tested bacterial species (MIC50 and MIC90 for gram positive bacteria: 6.40 mu g/mL-12.79 mu g/mL and 6.82 mu g/mL-13.60 mu g/mL, respectively; for gram negative bacteria: 4.27. mu g/mL-8.53 mu g/mL and 4.77 mu g/mL-9.54 mu g/mL, respectively). Also, naphthoquinones 3 and 4 exhibited strong cytotoxic activity against MDA-MB-231 cells (IC50 values 86.0 mu g/mL and 80.2 mu g/mL, respectively), while compounds 1, 3, 4 and 5 significantly decreased viability of HCT116 cells (IC50 values of 97.8 mu g/mL, 15.2 mu g/mL, 24.6 mu g/mL and 30.9 mu g/mL, respectively). Our results indicated that all tested naphthoquinone pigments are potential candidates for clinical uses as antibacterial and cytotoxic agents.", publisher = "Excli Journal Managing Office, Dortmund", journal = "EXCLI Journal", title = "Antibacterial and Cytotoxic Activities of Naphthoquinone Pigments from Onosma Visianii Clem", volume = "16", pages = "73-88", doi = "10.17179/excli2016-762" }
Vukic, M. D., Vuković, N. L., Djelic, G. T., Popovic, S. Lj., Zarić, M. M., Baskic, D. D., Krstić, G. B., Tešević, V.,& Kacaniova, M. M.. (2017). Antibacterial and Cytotoxic Activities of Naphthoquinone Pigments from Onosma Visianii Clem. in EXCLI Journal Excli Journal Managing Office, Dortmund., 16, 73-88. https://doi.org/10.17179/excli2016-762
Vukic MD, Vuković NL, Djelic GT, Popovic SL, Zarić MM, Baskic DD, Krstić GB, Tešević V, Kacaniova MM. Antibacterial and Cytotoxic Activities of Naphthoquinone Pigments from Onosma Visianii Clem. in EXCLI Journal. 2017;16:73-88. doi:10.17179/excli2016-762 .
Vukic, Milena D., Vuković, Nenad L., Djelic, Gorica T., Popovic, Suzana Lj., Zarić, Milan M., Baskic, Dejan D., Krstić, Gordana B., Tešević, Vele, Kacaniova, Miroslava M., "Antibacterial and Cytotoxic Activities of Naphthoquinone Pigments from Onosma Visianii Clem" in EXCLI Journal, 16 (2017):73-88, https://doi.org/10.17179/excli2016-762 . .