Synthesis, Stereochemical Determination, and Antimicrobial Evaluation of Myxocoumarin A
Само за регистроване кориснике
2023
Аутори
Hertrampf, GesaVojnović, Sandra
Müller, Jonas I.
Merten, Christian
Nikodinović-Runić, Jasmina
Gulder, Tobias A. M.
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
The myxobacterial natural product myxocoumarin A from Stigmatella aurantiaca MYX-030 has remarkable antifungal activity against agriculturally relevant pathogens. To broaden the initial evaluation of its biological potential, we herein completed the first total synthesis of myxocoumarin A. This synthetic access facilitated stereochemical investigations on the natural product structure, revealing its (R)-configuration. Biological activity profiling showed a lack of activity against Candida spp. and Gram-negative bacteria but revealed strong antibiotic activities against Bacillus subtilis and Staphylococcus aureus, including MRSA.
Извор:
The Journal of Organic Chemistry, 2023, 88, 19, 14184-14188Финансирање / пројекти:
- German Research Foundation (DFG: T.A.M.G., GU 1233/1-1 and INST 269/ 971-1; C.M., EXC-2023 project number 390677874; C.M., Heisenberg program ME 4267/5-
- Министарство науке, технолошког развоја и иновација Републике Србије, институционално финансирање - 200042 (Универзитет у Београду, Институт за молекуларну генетику и генетичко инжењерство) (RS-MESTD-inst-2020-200042)
- DAAD (T.A.M.G., NJR; Deutscher Akademischer Austauschdienst, Bilateral Project of Germany with the Republic of Serbia to S.V. and T.A.M.G. − 2020/2021)
Напомена:
- Supporting Information : https://pubs.acs.org/doi/10.1021/acs.joc.3c01285
Институција/група
Institut za molekularnu genetiku i genetičko inženjerstvoTY - JOUR AU - Hertrampf, Gesa AU - Vojnović, Sandra AU - Müller, Jonas I. AU - Merten, Christian AU - Nikodinović-Runić, Jasmina AU - Gulder, Tobias A. M. PY - 2023 UR - https://doi.org/10.1021/acs.joc.3c01285 UR - https://imagine.imgge.bg.ac.rs/handle/123456789/2153 AB - The myxobacterial natural product myxocoumarin A from Stigmatella aurantiaca MYX-030 has remarkable antifungal activity against agriculturally relevant pathogens. To broaden the initial evaluation of its biological potential, we herein completed the first total synthesis of myxocoumarin A. This synthetic access facilitated stereochemical investigations on the natural product structure, revealing its (R)-configuration. Biological activity profiling showed a lack of activity against Candida spp. and Gram-negative bacteria but revealed strong antibiotic activities against Bacillus subtilis and Staphylococcus aureus, including MRSA. T2 - The Journal of Organic Chemistry T1 - Synthesis, Stereochemical Determination, and Antimicrobial Evaluation of Myxocoumarin A EP - 14188 IS - 19 SP - 14184 VL - 88 DO - 10.1021/acs.joc.3c01285 ER -
@article{ author = "Hertrampf, Gesa and Vojnović, Sandra and Müller, Jonas I. and Merten, Christian and Nikodinović-Runić, Jasmina and Gulder, Tobias A. M.", year = "2023", abstract = "The myxobacterial natural product myxocoumarin A from Stigmatella aurantiaca MYX-030 has remarkable antifungal activity against agriculturally relevant pathogens. To broaden the initial evaluation of its biological potential, we herein completed the first total synthesis of myxocoumarin A. This synthetic access facilitated stereochemical investigations on the natural product structure, revealing its (R)-configuration. Biological activity profiling showed a lack of activity against Candida spp. and Gram-negative bacteria but revealed strong antibiotic activities against Bacillus subtilis and Staphylococcus aureus, including MRSA.", journal = "The Journal of Organic Chemistry", title = "Synthesis, Stereochemical Determination, and Antimicrobial Evaluation of Myxocoumarin A", pages = "14188-14184", number = "19", volume = "88", doi = "10.1021/acs.joc.3c01285" }
Hertrampf, G., Vojnović, S., Müller, J. I., Merten, C., Nikodinović-Runić, J.,& Gulder, T. A. M.. (2023). Synthesis, Stereochemical Determination, and Antimicrobial Evaluation of Myxocoumarin A. in The Journal of Organic Chemistry, 88(19), 14184-14188. https://doi.org/10.1021/acs.joc.3c01285
Hertrampf G, Vojnović S, Müller JI, Merten C, Nikodinović-Runić J, Gulder TAM. Synthesis, Stereochemical Determination, and Antimicrobial Evaluation of Myxocoumarin A. in The Journal of Organic Chemistry. 2023;88(19):14184-14188. doi:10.1021/acs.joc.3c01285 .
Hertrampf, Gesa, Vojnović, Sandra, Müller, Jonas I., Merten, Christian, Nikodinović-Runić, Jasmina, Gulder, Tobias A. M., "Synthesis, Stereochemical Determination, and Antimicrobial Evaluation of Myxocoumarin A" in The Journal of Organic Chemistry, 88, no. 19 (2023):14184-14188, https://doi.org/10.1021/acs.joc.3c01285 . .