Total Synthesis of Prostaglandin 15d-PGJ(2) and Investigation of its Effect on the Secretion of IL-6 and IL-12.


Autoria(s): Egger, Julian; Fischer, Stefan; Bretscher, Peter; Freigang, Stefan; Kopf, Manfred; Carreira, Erick M
Data(s)

04/09/2015

Resumo

An efficient synthesis of 15-deoxy-Δ12,14-prostaglandin J2 (15d-PGJ2, 1) is reported. The route described allows for diversification of the parent structure to prepare seven analogues of 1 in which the positioning of electrophilic sites is varied. These analogues were tested in SAR studies for their ability to reduce the secretion of proinflammatory cytokines. It was shown that the endocyclic enone is crucial for the bioactivity investigated and that the conjugated ω-side chain serves in a reinforcing manner.

Formato

application/pdf

Identificador

http://boris.unibe.ch/80446/1/acs.orglett.5b02181-2.pdf

Egger, Julian; Fischer, Stefan; Bretscher, Peter; Freigang, Stefan; Kopf, Manfred; Carreira, Erick M (2015). Total Synthesis of Prostaglandin 15d-PGJ(2) and Investigation of its Effect on the Secretion of IL-6 and IL-12. Organic letters, 17(17), pp. 4340-4343. American Chemical Society 10.1021/acs.orglett.5b02181 <http://dx.doi.org/10.1021/acs.orglett.5b02181>

doi:10.7892/boris.80446

info:doi:10.1021/acs.orglett.5b02181

info:pmid:26301727

urn:issn:1523-7060

Idioma(s)

eng

Publicador

American Chemical Society

Relação

http://boris.unibe.ch/80446/

Direitos

info:eu-repo/semantics/restrictedAccess

Fonte

Egger, Julian; Fischer, Stefan; Bretscher, Peter; Freigang, Stefan; Kopf, Manfred; Carreira, Erick M (2015). Total Synthesis of Prostaglandin 15d-PGJ(2) and Investigation of its Effect on the Secretion of IL-6 and IL-12. Organic letters, 17(17), pp. 4340-4343. American Chemical Society 10.1021/acs.orglett.5b02181 <http://dx.doi.org/10.1021/acs.orglett.5b02181>

Palavras-Chave #570 Life sciences; biology #610 Medicine & health
Tipo

info:eu-repo/semantics/article

info:eu-repo/semantics/publishedVersion

PeerReviewed