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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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
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author Cen-Pacheco, Francisco
Valerio-Alfaro, Gerardo
Santos-Luna, Dalia
Fernández, José Javier
author_facet Cen-Pacheco, Francisco
Valerio-Alfaro, Gerardo
Santos-Luna, Dalia
Fernández, José Javier
author_sort Cen-Pacheco, Francisco
collection PubMed
description 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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spelling pubmed-63848832019-02-23 Sclerin, a New Cytotoxic Cyclononapeptide from Annona scleroderma Cen-Pacheco, Francisco Valerio-Alfaro, Gerardo Santos-Luna, Dalia Fernández, José Javier Molecules Article 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. MDPI 2019-02-03 /pmc/articles/PMC6384883/ /pubmed/30717439 http://dx.doi.org/10.3390/molecules24030554 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Cen-Pacheco, Francisco
Valerio-Alfaro, Gerardo
Santos-Luna, Dalia
Fernández, José Javier
Sclerin, a New Cytotoxic Cyclononapeptide from Annona scleroderma
title Sclerin, a New Cytotoxic Cyclononapeptide from Annona scleroderma
title_full Sclerin, a New Cytotoxic Cyclononapeptide from Annona scleroderma
title_fullStr Sclerin, a New Cytotoxic Cyclononapeptide from Annona scleroderma
title_full_unstemmed Sclerin, a New Cytotoxic Cyclononapeptide from Annona scleroderma
title_short Sclerin, a New Cytotoxic Cyclononapeptide from Annona scleroderma
title_sort sclerin, a new cytotoxic cyclononapeptide from annona scleroderma
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6384883/
https://www.ncbi.nlm.nih.gov/pubmed/30717439
http://dx.doi.org/10.3390/molecules24030554
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AT fernandezjosejavier sclerinanewcytotoxiccyclononapeptidefromannonascleroderma

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