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Mar. Drugs 2018, 16(9), 290; https://doi.org/10.3390/md16090290

New Cytotoxic Cyclic Peptide from the Marine Sponge-Associated Nocardiopsis sp. UR67

1
Department of Pharmacognosy, Faculty of Pharmacy, Sohag University, 82524 Sohag, Egypt
2
Department of Pharmacognosy, Faculty of Pharmacy, Minia University, 61519 Minia, Egypt
3
Department of Biochemistry, Faculty of Science, Center for Science and Medical Research, University of Jeddah, 80203 Jeddah, Saudi Arabia
4
Division of Molecular Internal Medicine, Department of Internal Medicine II, University Hospital Würzburg, Röntenring 11, 97070 Würzburg, Germany
5
Division of Genetic Engineering and Biotechnology, Department of Microbial Biotechnology, National Research Centre, El Buhouth St., Dokki, 12622 Giza, Egypt
6
Department of Pharmacognosy, Faculty of Pharmacy, Deraya University, Universities Zone, 61111 New Minia City, Egypt
7
Biosystems Chemistry, Department of Chemistry and Center for Integrated Protein Science Munich (CIPSM), Technical University of Munich, Lichtenbergstraβe 4, 85748 Garching, Germany
*
Authors to whom correspondence should be addressed.
Received: 30 July 2018 / Revised: 16 August 2018 / Accepted: 17 August 2018 / Published: 21 August 2018
(This article belongs to the Special Issue Bioprospecting of Marine Microorganisms)
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Abstract

A new cyclic hexapeptide, nocardiotide A (1), together with three known compounds—tryptophan (2), kynurenic acid (3), and 4-amino-3-methoxy benzoic acid (4)—were isolated and identified from the broth culture of Nocardiopsis sp. UR67 strain associated with the marine sponge Callyspongia sp. from the Red Sea. The structure elucidation of the isolated compounds were determined based on detailed spectroscopic data including 1D and 2D nuclear magnetic resonance (NMR) experimental analyses in combination with high resolution electrospray ionization mass spectrometry (HR-ESI-MS), while the absolute stereochemistry of all amino acids components of nocardiotide A (1) was deduced using Marfey’s method. Additionally, ten known metabolites were dereplicated using HR-ESI-MS analysis. Nocardiotide A (1) displayed significant cytotoxic effects towards the murine CT26 colon carcinoma, human HeLa cervix carcinoma, and human MM.1S multiple myeloma cell lines. The results obtained revealed sponge-associated Nocardiopsis as a substantial source of lead natural products with pronounced pharmacological activities. View Full-Text
Keywords: Nocardiopsis; cyclic hexapeptide; cytotoxicity; marine actinomycetes; sponges Nocardiopsis; cyclic hexapeptide; cytotoxicity; marine actinomycetes; sponges
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Ibrahim, A.H.; Attia, E.Z.; Hajjar, D.; Anany, M.A.; Desoukey, S.Y.; Fouad, M.A.; Kamel, M.S.; Wajant, H.; Gulder, T.A.M.; Abdelmohsen, U.R. New Cytotoxic Cyclic Peptide from the Marine Sponge-Associated Nocardiopsis sp. UR67. Mar. Drugs 2018, 16, 290.

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