Literature DB >> 27419263

Cytotoxic Guanidine Alkaloids from a French Polynesian Monanchora n. sp. Sponge.

Amr El-Demerdash1,2, Céline Moriou1, Marie-Thérèse Martin1, Alice de Souza Rodrigues-Stien1, Sylvain Petek3, Marina Demoy-Schneider4, Kathryn Hall5, John N A Hooper5,6, Cécile Debitus3, Ali Al-Mourabit1.   

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.

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Year:  2016        PMID: 27419263     DOI: 10.1021/acs.jnatprod.6b00168

Source DB:  PubMed          Journal:  J Nat Prod        ISSN: 0163-3864            Impact factor:   4.050


  12 in total

Review 1.  Structure, synthesis and biological properties of the pentacyclic guanidinium alkaloids.

Authors:  Yunlong Shi; Yasamin Moazami; Joshua G Pierce
Journal:  Bioorg Med Chem       Date:  2017-03-12       Impact factor: 3.641

2.  Investigating the structure-activity relationship of marine natural polyketides as promising SARS-CoV-2 main protease inhibitors.

Authors:  Amr El-Demerdash; Ahmed A Al-Karmalawy; Tarek Mohamed Abdel-Aziz; Sameh S Elhady; Khaled M Darwish; Ahmed H E Hassan
Journal:  RSC Adv       Date:  2021-09-22       Impact factor: 4.036

Review 3.  Batzella, Crambe and Monanchora: Highly Prolific Marine Sponge Genera Yielding Compounds with Potential Applications for Cancer and Other Therapeutic Areas.

Authors:  Amr El-Demerdash; Atanas G Atanasov; Anupam Bishayee; Mamdouh Abdel-Mogib; John N A Hooper; Ali Al-Mourabit
Journal:  Nutrients       Date:  2018-01-02       Impact factor: 5.717

4.  Bioactive Bromotyrosine-Derived Alkaloids from the Polynesian Sponge Suberea ianthelliformis.

Authors:  Amr El-Demerdash; Céline Moriou; Jordan Toullec; Marc Besson; Stéphanie Soulet; Nelly Schmitt; Sylvain Petek; David Lecchini; Cécile Debitus; Ali Al-Mourabit
Journal:  Mar Drugs       Date:  2018-04-27       Impact factor: 5.118

5.  New Crambescidin-Type Alkaloids from the Indonesian Marine Sponge Clathria bulbotoxa.

Authors:  Kasmiati Kasmiati; Yukio Yoshioka; Tetsuji Okamoto; Makoto Ojika
Journal:  Mar Drugs       Date:  2018-03-08       Impact factor: 5.118

Review 6.  Recent Advances in the Isolation, Synthesis and Biological Activity of Marine Guanidine Alkaloids.

Authors:  Jin Liu; Xu-Wen Li; Yue-Wei Guo
Journal:  Mar Drugs       Date:  2017-10-24       Impact factor: 5.118

7.  Quorum Sensing Inhibitory and Antifouling Activities of New Bromotyrosine Metabolites from the Polynesian Sponge Pseudoceratina n. sp.

Authors:  Florent Tintillier; Céline Moriou; Sylvain Petek; Marilyne Fauchon; Claire Hellio; Denis Saulnier; Merrick Ekins; John N A Hooper; Ali Al-Mourabit; Cécile Debitus
Journal:  Mar Drugs       Date:  2020-05-21       Impact factor: 5.118

Review 8.  Chemistry and Biological Activities of the Marine Sponges of the Genera Mycale (Arenochalina), Biemna and Clathria.

Authors:  Amr El-Demerdash; Mohamed A Tammam; Atanas G Atanasov; John N A Hooper; Ali Al-Mourabit; Anake Kijjoa
Journal:  Mar Drugs       Date:  2018-06-18       Impact factor: 5.118

9.  Identification of Fromiamycalin and Halaminol A from Australian Marine Sponge Extracts with Anthelmintic Activity against Haemonchus contortus.

Authors:  H M P Dilrukshi Herath; Sarah Preston; Abdul Jabbar; Jose Garcia-Bustos; Aya C Taki; Russell S Addison; Sasha Hayes; Karren D Beattie; Sean L McGee; Sheree D Martin; Merrick G Ekins; John N A Hooper; Bill C H Chang; Andreas Hofmann; Rohan A Davis; Robin B Gasser
Journal:  Mar Drugs       Date:  2019-10-23       Impact factor: 5.118

10.  Comprehensive Virtual Screening of the Antiviral Potentialities of Marine Polycyclic Guanidine Alkaloids against SARS-CoV-2 (COVID-19).

Authors:  Amr El-Demerdash; Ahmed M Metwaly; Afnan Hassan; Tarek Mohamed Abd El-Aziz; Eslam B Elkaeed; Ibrahim H Eissa; Reem K Arafa; James D Stockand
Journal:  Biomolecules       Date:  2021-03-19
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