Sclerin, a New Cytotoxic Cyclononapeptide from Annona scleroderma

A new cytotoxic cyclononapeptide, sclerin, cyclo(–Dab(1)–Ser(2)–Tyr(3)–Gly(4)–Thr(5)–Val(6)–Ala(7)– Ile(8)–Pro(9)–) (1), was isolated from the methanol extract of the seeds of Annona scleroderma, together with the known metabolite, cyclosenegalin A, cyclo(–Pro(1)–Gly(2)–Leu(3)–Ser(4)–Ala(5)–Val(6)–T...

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Detalles Bibliográficos
Autores principales: Cen-Pacheco, Francisco, Valerio-Alfaro, Gerardo, Santos-Luna, Dalia, Fernández, José Javier
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6384883/
https://www.ncbi.nlm.nih.gov/pubmed/30717439
http://dx.doi.org/10.3390/molecules24030554
Descripción
Sumario:A new cytotoxic cyclononapeptide, sclerin, cyclo(–Dab(1)–Ser(2)–Tyr(3)–Gly(4)–Thr(5)–Val(6)–Ala(7)– Ile(8)–Pro(9)–) (1), was isolated from the methanol extract of the seeds of Annona scleroderma, together with the known metabolite, cyclosenegalin A, cyclo(–Pro(1)–Gly(2)–Leu(3)–Ser(4)–Ala(5)–Val(6)–Thr(7)–) (2). The planar structures for the two compounds were established by comprehensive analysis of NMR and ESI-HRMS data, and the absolute stereochemistry was stablished by Marfey’s method. Compound 1 showed moderate cytotoxic activity against the human prostate carcinoma cell line DU-145 at µM concentration.

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