TY  - 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 . .

TY  - JOUR
AU  - Hertrampf, Gesa
AU  - Kusserow, Kalina
AU  - Vojnović, Sandra
AU  - Pavić, Aleksandar
AU  - Mueller, Jonas, I
AU  - Nikodinović-Runić, Jasmina
AU  - Gulder, Tobias A. M.
PY  - 2022
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1553
AB  - The increasing emergence of resistances against established antibiotics is a substantial threat to human health. The discovery of new compounds with potent antibiotic activity is thus of utmost importance. Within this work, we identify strong antibiotic activity of the natural product myxocoumarin B from Stigmatella aurantiaca MYX-030 against a range of clinically relevant bacterial pathogens, including clinical isolates of MRSA. A focused library of structural analogs was synthesized to explore initial structure-activity relationships and to identify equipotent myxocoumarin derivatives devoid of the natural nitro substituent to significantly streamline synthetic access. The cytotoxicity of the myxocoumarins as well as their potential to cure bacterial infections in vivo was established using a zebrafish model system. Our results reveal the exceptional antibiotic activity of the myxocoumarin scaffold and hence its potential for the development of novel antibiotics.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Chemistry-A European Journal
T1  - Strong Antibiotic Activity of the Myxocoumarin Scaffold in vitro and in vivo
IS  - 32
VL  - 28
DO  - 10.1002/chem.202200394
ER  - 

@article{
author = "Hertrampf, Gesa and Kusserow, Kalina and Vojnović, Sandra and Pavić, Aleksandar and Mueller, Jonas, I and Nikodinović-Runić, Jasmina and Gulder, Tobias A. M.",
year = "2022",
abstract = "The increasing emergence of resistances against established antibiotics is a substantial threat to human health. The discovery of new compounds with potent antibiotic activity is thus of utmost importance. Within this work, we identify strong antibiotic activity of the natural product myxocoumarin B from Stigmatella aurantiaca MYX-030 against a range of clinically relevant bacterial pathogens, including clinical isolates of MRSA. A focused library of structural analogs was synthesized to explore initial structure-activity relationships and to identify equipotent myxocoumarin derivatives devoid of the natural nitro substituent to significantly streamline synthetic access. The cytotoxicity of the myxocoumarins as well as their potential to cure bacterial infections in vivo was established using a zebrafish model system. Our results reveal the exceptional antibiotic activity of the myxocoumarin scaffold and hence its potential for the development of novel antibiotics.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Chemistry-A European Journal",
title = "Strong Antibiotic Activity of the Myxocoumarin Scaffold in vitro and in vivo",
number = "32",
volume = "28",
doi = "10.1002/chem.202200394"
}

Hertrampf, G., Kusserow, K., Vojnović, S., Pavić, A., Mueller, J. I., Nikodinović-Runić, J.,& Gulder, T. A. M.. (2022). Strong Antibiotic Activity of the Myxocoumarin Scaffold in vitro and in vivo. in Chemistry-A European Journal
Wiley-V C H Verlag Gmbh, Weinheim., 28(32).
https://doi.org/10.1002/chem.202200394

Hertrampf G, Kusserow K, Vojnović S, Pavić A, Mueller JI, Nikodinović-Runić J, Gulder TAM. Strong Antibiotic Activity of the Myxocoumarin Scaffold in vitro and in vivo. in Chemistry-A European Journal. 2022;28(32).
doi:10.1002/chem.202200394 .

Hertrampf, Gesa, Kusserow, Kalina, Vojnović, Sandra, Pavić, Aleksandar, Mueller, Jonas, I, Nikodinović-Runić, Jasmina, Gulder, Tobias A. M., "Strong Antibiotic Activity of the Myxocoumarin Scaffold in vitro and in vivo" in Chemistry-A European Journal, 28, no. 32 (2022),
https://doi.org/10.1002/chem.202200394 . .

TY  - JOUR
AU  - Mueller, Jonas I.
AU  - Kusserow, Kalina
AU  - Hertrampf, Gesa
AU  - Pavić, Aleksandar
AU  - Nikodinović-Runić, Jasmina
AU  - Gulder, Tobias A. M.
PY  - 2019
UR  - https://imagine.imgge.bg.ac.rs/handle/123456789/1290
AB  - The myxocoumarins A and B from Stigmatella aurantiaca MYX-030 are natural products featuring unusual nitro-and long-chain alkyl substitution. While myxocoumarin A was shown to exhibit strong antifungal properties, the antifungal potential of myxocoumarin B was not yet assessed due to low production titers during initial isolation. We therefore developed a total synthesis of myxocoumarin B that involves a late-stage Pd-catalyzed nitration of the coumarin core. The availability of synthetic material facilitated the initial evaluation of the bioactivity of myxocoumarin B, which revealed a lack of activity against medically relevant Candida sp. and low cytotoxicity in vitro against human fibroblasts (MRC-5) and in vivo (zebrafish).
PB  - Royal Soc Chemistry, Cambridge
T2  - Organic & Biomolecular Chemistry
T1  - Synthesis and initial biological evaluation of myxocoumarin B
EP  - 1969
IS  - 7
SP  - 1966
VL  - 17
DO  - 10.1039/c8ob02273a
ER  - 

@article{
author = "Mueller, Jonas I. and Kusserow, Kalina and Hertrampf, Gesa and Pavić, Aleksandar and Nikodinović-Runić, Jasmina and Gulder, Tobias A. M.",
year = "2019",
abstract = "The myxocoumarins A and B from Stigmatella aurantiaca MYX-030 are natural products featuring unusual nitro-and long-chain alkyl substitution. While myxocoumarin A was shown to exhibit strong antifungal properties, the antifungal potential of myxocoumarin B was not yet assessed due to low production titers during initial isolation. We therefore developed a total synthesis of myxocoumarin B that involves a late-stage Pd-catalyzed nitration of the coumarin core. The availability of synthetic material facilitated the initial evaluation of the bioactivity of myxocoumarin B, which revealed a lack of activity against medically relevant Candida sp. and low cytotoxicity in vitro against human fibroblasts (MRC-5) and in vivo (zebrafish).",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Organic & Biomolecular Chemistry",
title = "Synthesis and initial biological evaluation of myxocoumarin B",
pages = "1969-1966",
number = "7",
volume = "17",
doi = "10.1039/c8ob02273a"
}

Mueller, J. I., Kusserow, K., Hertrampf, G., Pavić, A., Nikodinović-Runić, J.,& Gulder, T. A. M.. (2019). Synthesis and initial biological evaluation of myxocoumarin B. in Organic & Biomolecular Chemistry
Royal Soc Chemistry, Cambridge., 17(7), 1966-1969.
https://doi.org/10.1039/c8ob02273a

Mueller JI, Kusserow K, Hertrampf G, Pavić A, Nikodinović-Runić J, Gulder TAM. Synthesis and initial biological evaluation of myxocoumarin B. in Organic & Biomolecular Chemistry. 2019;17(7):1966-1969.
doi:10.1039/c8ob02273a .

Mueller, Jonas I., Kusserow, Kalina, Hertrampf, Gesa, Pavić, Aleksandar, Nikodinović-Runić, Jasmina, Gulder, Tobias A. M., "Synthesis and initial biological evaluation of myxocoumarin B" in Organic & Biomolecular Chemistry, 17, no. 7 (2019):1966-1969,
https://doi.org/10.1039/c8ob02273a . .