Synthesis and initial biological evaluation of myxocoumarin B
Nema prikaza
Autori
Mueller, Jonas I.Kusserow, Kalina
Hertrampf, Gesa
Pavić, Aleksandar
Nikodinović-Runić, Jasmina
Gulder, Tobias A. M.
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
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).
Izvor:
Organic & Biomolecular Chemistry, 2019, 17, 7, 1966-1969Izdavač:
- Royal Soc Chemistry, Cambridge
Finansiranje / projekti:
- Izučavanje mikrobiološkog diverziteta i karakterizacija korisnih sredinskih mikroorganizama (RS-MESTD-Basic Research (BR or ON)-173048)
- DAAD (Deutscher Akademischer Austauschdienst)
- DFG [GU 1233/11]
- DFG (Center for Integrated Protein Science Munich CIPSM)
DOI: 10.1039/c8ob02273a
ISSN: 1477-0520
PubMed: 30357251
WoS: 000458679200055
Scopus: 2-s2.0-85061515800
Institucija/grupa
Institut za molekularnu genetiku i genetičko inženjerstvoTY - 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 . .