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Cytotoxic Guanidine Alkaloids from a French Polynesian Monanchora n. sp. Sponge.
El-Demerdash, Amr; Moriou, Céline; Martin, Marie-Thérèse; Rodrigues-Stien, Alice de Souza; Petek, Sylvain; Demoy-Schneider, Marina; Hall, Kathryn; Hooper, John N A; Debitus, Cécile; Al-Mourabit, Ali.
Afiliação
  • El-Demerdash A; Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Univ. Paris-Sud, Université Paris-Saclay , 1, Avenue de la Terrasse, 91198 Gif-sur-Yvette, France.
  • Moriou C; Organic Chemistry Division, Chemistry Department, Faculty of Science, Mansoura University , Mansoura 35516, Egypt.
  • Martin MT; Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Univ. Paris-Sud, Université Paris-Saclay , 1, Avenue de la Terrasse, 91198 Gif-sur-Yvette, France.
  • Rodrigues-Stien Ade S; Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Univ. Paris-Sud, Université Paris-Saclay , 1, Avenue de la Terrasse, 91198 Gif-sur-Yvette, France.
  • Petek S; Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Univ. Paris-Sud, Université Paris-Saclay , 1, Avenue de la Terrasse, 91198 Gif-sur-Yvette, France.
  • Demoy-Schneider M; Institut de Recherche pour le Développement (IRD) , UMR-241 EIO, BP529, 98713, Papeete, Tahiti, French Polynesia.
  • Hall K; Université de la Polynésie Française , UMR-241 EIO, BP 6570, 98702 Faa'a Aéroport, Tahiti, French Polynesia.
  • Hooper JN; Queensland Museum , PO Box 3300, South Brisbane BC, Queensland 4101, Australia.
  • Debitus C; Queensland Museum , PO Box 3300, South Brisbane BC, Queensland 4101, Australia.
  • Al-Mourabit A; Eskitis Institute for Drug Discovery, Griffith University , Nathan, Queensland 4111, Australia.
J Nat Prod ; 79(8): 1929-37, 2016 08 26.
Article em En | MEDLINE | ID: mdl-27419263
ABSTRACT
Four bicyclic and three pentacyclic guanidine alkaloids (1-7) were isolated from a French Polynesian Monanchora n. sp. sponge, along with the known alkaloids monalidine A (8), enantiomers 9-11 of known natural product crambescins, and the known crambescidins 12-15. Structures were assigned by spectroscopic data interpretation. The relative and absolute configurations of the alkaloids were established by analysis of (1)H NMR and NOESY spectra and by circular dichroism analysis. The new norcrambescidic acid (7) corresponds to interesting biosynthetic variation within the pentacyclic core. All compounds exhibited antiproliferative and cytotoxic efficacy against KB, HCT116, HL60, MRC5, and B16F10 cancer cells, with IC50 values ranging from 4 nM to 10 µM.
Assuntos

Texto completo: 1 Base de dados: MEDLINE Assunto principal: Axinella / Alcaloides / Guanidinas / Antineoplásicos Limite: Animals / Humans Idioma: En Ano de publicação: 2016 Tipo de documento: Article

Texto completo: 1 Base de dados: MEDLINE Assunto principal: Axinella / Alcaloides / Guanidinas / Antineoplásicos Limite: Animals / Humans Idioma: En Ano de publicação: 2016 Tipo de documento: Article