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Mar. Drugs 2015, 13(11), 6609-6619; doi:10.3390/md13116609

Bioactive Hydantoin Alkaloids from the Red Sea Marine Sponge Hemimycale arabica

1
Department of Natural Products, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Saudi Arabia
2
Natural Products Unit, King Fahd Medical Research Center, King Abdulaziz University, Jeddah 21589, Saudi Arabia
3
Suez Canal University Hospital, Suez Canal University, Ismailia 41522, Egypt
4
Department of Medicine, Faculty of Medicine, King Abdulaziz University, Jeddah 21589, Saudi Arabia
*
Author to whom correspondence should be addressed.
Academic Editor: Vassilios Roussis
Received: 13 September 2015 / Revised: 16 October 2015 / Accepted: 26 October 2015 / Published: 28 October 2015
View Full-Text   |   Download PDF [489 KB, uploaded 28 October 2015]   |  

Abstract

In the course of our continuing efforts to identify bioactive secondary metabolites from Red Sea marine invertebrates, we have investigated the sponge Hemimycale arabica. The antimicrobial fraction of an organic extract of the sponge afforded two new hydantoin alkaloids, hemimycalins A and B (2 and 3), together with the previously reported compound (Z)-5-(4-hydroxybenzylidene)imidazolidine-2,4-dione (1). The structures of the compounds were determined by extensive 1D and 2D NMR (COSY, HSQC and HMBC) studies and high-resolution mass spectral determinations. Hemimycalins A (2) and B (3) represent the first examples of the natural N-alkylated hydantoins from the sponge Hemimycale arabica. Compounds 13 displayed variable antimicrobial activities against E. coli, S. aureus, and C. albicans. In addition, compound 1 displayed moderate antiproliferative activity against the human cervical carcinoma (HeLa) cell line. These findings provide further insight into the chemical diversity as well as the biological activity of this class of compounds. View Full-Text
Keywords: Red Sea sponge; Hemimycale arabica; N-alkylated hydantoins; hemimycalins A and B; antimicrobial and antiproliferative activities; HeLa cells Red Sea sponge; Hemimycale arabica; N-alkylated hydantoins; hemimycalins A and B; antimicrobial and antiproliferative activities; HeLa cells
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Youssef, D.T.A.; Shaala, L.A.; Alshali, K.Z. Bioactive Hydantoin Alkaloids from the Red Sea Marine Sponge Hemimycale arabica. Mar. Drugs 2015, 13, 6609-6619.

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