Thienochromene derivatives inhibit pSTAT1 and pSTAT5 signaling induced by cytokines
Authorized Users Only
2020
Authors
Wittine, Karlo
Antolović, Roberto

Jelić, Dubravko

Bracanović, Sara

Cetina, Mario

Anđelković, Uroš

Wittine, Ozren

Kraljević Pavelić, Sandra

Vinter, Adrijana
Article (Published version)

Elsevier
Metadata
Show full item recordAbstract
Furanocoumarins, particularly furo[3,2-c]coumarins, are found in many natural products. However, coumarins
annulated to a thiophene ring have received scarce attention to date in the literature. Therefore, we synthesized
4-oxo-4H-thieno[3,2-c]chromene derivatives and tested in vitro their anti-inflammatory activity. Anti-inflammatory
potential of the synthesized compounds (1, 2, 6–8, 9a–e and 10a–c) has been evaluated by measuring
various pSTAT (signal transducer and activator of transcription) inhibition within the JAK (Janus-activated
family kinase)/STAT signaling pathway. Ethyl 7-hydroxy-4-oxo-4H-thieno[3,2-c]chromene-2-carboxylate
(7) showed best inhibition properties on pSTAT5 in GM-CSF (Granulocyte-macrophage colony-stimulating
factor)-triggered PBMC assay, with IC50 value of 5.0 μM.
Keywords:
Thieno[3,2-c]chromene / Coumarin / Anti-inflammatory / Interleukin / CytokineSource:
Bioorganic & Medicinal Chemistry Letters, 2020, 30, 18, 127415-Publisher:
- Elsevier
Funding / projects:
- University of Rijeka research grant 13.11.1.1.11 (RISK “Development of University of Rijeka campus laboratory research infrastructure”)
DOI: 10.1016/j.bmcl.2020.127415
ISSN: 0960-894X
PubMed: 32717616
WoS: 000571824300011
Scopus: 2-s2.0-85088107865
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IHTMTY - JOUR AU - Wittine, Karlo AU - Antolović, Roberto AU - Jelić, Dubravko AU - Bracanović, Sara AU - Cetina, Mario AU - Anđelković, Uroš AU - Wittine, Ozren AU - Kraljević Pavelić, Sandra AU - Vinter, Adrijana PY - 2020 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/3614 AB - Furanocoumarins, particularly furo[3,2-c]coumarins, are found in many natural products. However, coumarins annulated to a thiophene ring have received scarce attention to date in the literature. Therefore, we synthesized 4-oxo-4H-thieno[3,2-c]chromene derivatives and tested in vitro their anti-inflammatory activity. Anti-inflammatory potential of the synthesized compounds (1, 2, 6–8, 9a–e and 10a–c) has been evaluated by measuring various pSTAT (signal transducer and activator of transcription) inhibition within the JAK (Janus-activated family kinase)/STAT signaling pathway. Ethyl 7-hydroxy-4-oxo-4H-thieno[3,2-c]chromene-2-carboxylate (7) showed best inhibition properties on pSTAT5 in GM-CSF (Granulocyte-macrophage colony-stimulating factor)-triggered PBMC assay, with IC50 value of 5.0 μM. PB - Elsevier T2 - Bioorganic & Medicinal Chemistry Letters T1 - Thienochromene derivatives inhibit pSTAT1 and pSTAT5 signaling induced by cytokines VL - 30 IS - 18 SP - 127415 DO - 10.1016/j.bmcl.2020.127415 ER -
@article{ author = "Wittine, Karlo and Antolović, Roberto and Jelić, Dubravko and Bracanović, Sara and Cetina, Mario and Anđelković, Uroš and Wittine, Ozren and Kraljević Pavelić, Sandra and Vinter, Adrijana", year = "2020", abstract = "Furanocoumarins, particularly furo[3,2-c]coumarins, are found in many natural products. However, coumarins annulated to a thiophene ring have received scarce attention to date in the literature. Therefore, we synthesized 4-oxo-4H-thieno[3,2-c]chromene derivatives and tested in vitro their anti-inflammatory activity. Anti-inflammatory potential of the synthesized compounds (1, 2, 6–8, 9a–e and 10a–c) has been evaluated by measuring various pSTAT (signal transducer and activator of transcription) inhibition within the JAK (Janus-activated family kinase)/STAT signaling pathway. Ethyl 7-hydroxy-4-oxo-4H-thieno[3,2-c]chromene-2-carboxylate (7) showed best inhibition properties on pSTAT5 in GM-CSF (Granulocyte-macrophage colony-stimulating factor)-triggered PBMC assay, with IC50 value of 5.0 μM.", publisher = "Elsevier", journal = "Bioorganic & Medicinal Chemistry Letters", title = "Thienochromene derivatives inhibit pSTAT1 and pSTAT5 signaling induced by cytokines", volume = "30", number = "18", pages = "127415", doi = "10.1016/j.bmcl.2020.127415" }
Wittine, K., Antolović, R., Jelić, D., Bracanović, S., Cetina, M., Anđelković, U., Wittine, O., Kraljević Pavelić, S.,& Vinter, A.. (2020). Thienochromene derivatives inhibit pSTAT1 and pSTAT5 signaling induced by cytokines. in Bioorganic & Medicinal Chemistry Letters Elsevier., 30(18), 127415. https://doi.org/10.1016/j.bmcl.2020.127415
Wittine K, Antolović R, Jelić D, Bracanović S, Cetina M, Anđelković U, Wittine O, Kraljević Pavelić S, Vinter A. Thienochromene derivatives inhibit pSTAT1 and pSTAT5 signaling induced by cytokines. in Bioorganic & Medicinal Chemistry Letters. 2020;30(18):127415. doi:10.1016/j.bmcl.2020.127415 .
Wittine, Karlo, Antolović, Roberto, Jelić, Dubravko, Bracanović, Sara, Cetina, Mario, Anđelković, Uroš, Wittine, Ozren, Kraljević Pavelić, Sandra, Vinter, Adrijana, "Thienochromene derivatives inhibit pSTAT1 and pSTAT5 signaling induced by cytokines" in Bioorganic & Medicinal Chemistry Letters, 30, no. 18 (2020):127415, https://doi.org/10.1016/j.bmcl.2020.127415 . .