Potent anti-melanogenic activity and favorable toxicity profile of selected 4-phenyl hydroxycoumarins in the zebrafish model and the computational molecular modeling studies
Само за регистроване кориснике
2017
Аутори
Veselinović, Jovana B.Veselinović, Aleksandar M.
Ilić-Tomić, Tatjana
Davis, Reeta
O'Connor, Kevin
Pavić, Aleksandar
Nikodinović-Runić, Jasmina
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
7-Hydroxy-4-phenylcoumarin (7C) and 5,7-dihydroxy-4-phenylcoumarin (5,7C) have been evaluated as potential anti-melanogenic agents in the zebrafish (Danio rerio) model in comparison to commercially utilized depigmenting agents hydroquinone and kojic acid. 7C and 5,7C decreased the body pigmentation at 5 mu g/mL, while did not affect the embryos development and survival at doses lt = 50 mu g/mL and lt = 25 mu g/mL. Unlike hydroquinone and kojic acid, 4-phenyl hydroxycoumarins were no melanocytotoxic, showed no cardiotoxic side effects, neither caused neutropenia in zebrafish embryos, suggesting these compounds may present novel skin-whitening agents with improved pharmacological properties. Inhibition of tyrosinase was identified as the possible mode of anti-melanogenic action. Molecular docking studies using the homology model of human tyrosinase as well as adenylate cyclase revealed excellent correlation with experimentally obtained results.
Кључне речи:
Zebrafish / Tyrosinase inhibitors / Molecular docking / Melanogenesis / 4-Phenyl hydroxycoumarinsИзвор:
Bioorganic & Medicinal Chemistry, 2017, 25, 24, 6286-6296Издавач:
- Pergamon-Elsevier Science Ltd, Oxford
Финансирање / пројекти:
- Изучавање микробиолошког диверзитета и карактеризација корисних срединских микроорганизама (RS-MESTD-Basic Research (BR or ON)-173048)
- Производња нових дијететских млечних производа за ризичне популације заснована на квалитативној и квантитативној анализи биохемијских маркера здравственог ризика конзумирања млека (RS-MESTD-Technological Development (TD or TR)-31060)
DOI: 10.1016/j.bmc.2017.09.021
ISSN: 0968-0896
PubMed: 29042224
WoS: 000415984900003
Scopus: 2-s2.0-85031421521
Институција/група
Institut za molekularnu genetiku i genetičko inženjerstvoTY - JOUR AU - Veselinović, Jovana B. AU - Veselinović, Aleksandar M. AU - Ilić-Tomić, Tatjana AU - Davis, Reeta AU - O'Connor, Kevin AU - Pavić, Aleksandar AU - Nikodinović-Runić, Jasmina PY - 2017 UR - https://imagine.imgge.bg.ac.rs/handle/123456789/1009 AB - 7-Hydroxy-4-phenylcoumarin (7C) and 5,7-dihydroxy-4-phenylcoumarin (5,7C) have been evaluated as potential anti-melanogenic agents in the zebrafish (Danio rerio) model in comparison to commercially utilized depigmenting agents hydroquinone and kojic acid. 7C and 5,7C decreased the body pigmentation at 5 mu g/mL, while did not affect the embryos development and survival at doses lt = 50 mu g/mL and lt = 25 mu g/mL. Unlike hydroquinone and kojic acid, 4-phenyl hydroxycoumarins were no melanocytotoxic, showed no cardiotoxic side effects, neither caused neutropenia in zebrafish embryos, suggesting these compounds may present novel skin-whitening agents with improved pharmacological properties. Inhibition of tyrosinase was identified as the possible mode of anti-melanogenic action. Molecular docking studies using the homology model of human tyrosinase as well as adenylate cyclase revealed excellent correlation with experimentally obtained results. PB - Pergamon-Elsevier Science Ltd, Oxford T2 - Bioorganic & Medicinal Chemistry T1 - Potent anti-melanogenic activity and favorable toxicity profile of selected 4-phenyl hydroxycoumarins in the zebrafish model and the computational molecular modeling studies EP - 6296 IS - 24 SP - 6286 VL - 25 DO - 10.1016/j.bmc.2017.09.021 ER -
@article{ author = "Veselinović, Jovana B. and Veselinović, Aleksandar M. and Ilić-Tomić, Tatjana and Davis, Reeta and O'Connor, Kevin and Pavić, Aleksandar and Nikodinović-Runić, Jasmina", year = "2017", abstract = "7-Hydroxy-4-phenylcoumarin (7C) and 5,7-dihydroxy-4-phenylcoumarin (5,7C) have been evaluated as potential anti-melanogenic agents in the zebrafish (Danio rerio) model in comparison to commercially utilized depigmenting agents hydroquinone and kojic acid. 7C and 5,7C decreased the body pigmentation at 5 mu g/mL, while did not affect the embryos development and survival at doses lt = 50 mu g/mL and lt = 25 mu g/mL. Unlike hydroquinone and kojic acid, 4-phenyl hydroxycoumarins were no melanocytotoxic, showed no cardiotoxic side effects, neither caused neutropenia in zebrafish embryos, suggesting these compounds may present novel skin-whitening agents with improved pharmacological properties. Inhibition of tyrosinase was identified as the possible mode of anti-melanogenic action. Molecular docking studies using the homology model of human tyrosinase as well as adenylate cyclase revealed excellent correlation with experimentally obtained results.", publisher = "Pergamon-Elsevier Science Ltd, Oxford", journal = "Bioorganic & Medicinal Chemistry", title = "Potent anti-melanogenic activity and favorable toxicity profile of selected 4-phenyl hydroxycoumarins in the zebrafish model and the computational molecular modeling studies", pages = "6296-6286", number = "24", volume = "25", doi = "10.1016/j.bmc.2017.09.021" }
Veselinović, J. B., Veselinović, A. M., Ilić-Tomić, T., Davis, R., O'Connor, K., Pavić, A.,& Nikodinović-Runić, J.. (2017). Potent anti-melanogenic activity and favorable toxicity profile of selected 4-phenyl hydroxycoumarins in the zebrafish model and the computational molecular modeling studies. in Bioorganic & Medicinal Chemistry Pergamon-Elsevier Science Ltd, Oxford., 25(24), 6286-6296. https://doi.org/10.1016/j.bmc.2017.09.021
Veselinović JB, Veselinović AM, Ilić-Tomić T, Davis R, O'Connor K, Pavić A, Nikodinović-Runić J. Potent anti-melanogenic activity and favorable toxicity profile of selected 4-phenyl hydroxycoumarins in the zebrafish model and the computational molecular modeling studies. in Bioorganic & Medicinal Chemistry. 2017;25(24):6286-6296. doi:10.1016/j.bmc.2017.09.021 .
Veselinović, Jovana B., Veselinović, Aleksandar M., Ilić-Tomić, Tatjana, Davis, Reeta, O'Connor, Kevin, Pavić, Aleksandar, Nikodinović-Runić, Jasmina, "Potent anti-melanogenic activity and favorable toxicity profile of selected 4-phenyl hydroxycoumarins in the zebrafish model and the computational molecular modeling studies" in Bioorganic & Medicinal Chemistry, 25, no. 24 (2017):6286-6296, https://doi.org/10.1016/j.bmc.2017.09.021 . .