New cytotoxic callipeltins from the Solomon Island marine sponge Asteropus sp.

Marc Stierhof, Kine Østnes Hansen, Mukesh Sharma, Klaus Feussner, Karolina Subko, Fernando Fernández Díaz-Rullo, Johan Isaksson, Ignacio Pérez-Victoria, David Clarke, Espen Hansen, Marcel Jaspars, Jioji N. Tabudravu

Research output: Contribution to journalArticle

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Abstract

Four new callipeltin A derivatives (N–Q) have been isolated from the Solomon Island marine sponge Asteropus sp. Their structures were established by spectroscopic techniques followed by acid hydrolysis and derivatisation of the free amino acids, and subsequent LCMS analysis of the derivatives. The compounds were evaluated for their activity against cancer cell lines A2058 (melanoma), HT-29 (colorectal adenocarcinoma) and MCF-7 (breast adenocarcinoma) and non-malignant MRC-5 fibroblast cells. While the acyclic callipeltins P and Q were inactive the cyclic callipeltins N and O showed significant cytotoxicity against all exposed cell lines with IC50 values as low as 0.16 μM confirming the role of cyclic configuration in biological activity.

Original languageEnglish
Pages (from-to)6929-6934
Number of pages6
JournalTetrahedron
Volume72
Issue number44
Early online date13 Sep 2016
DOIs
Publication statusPublished - 3 Nov 2016

Fingerprint

Melanesia
Porifera
Adenocarcinoma
Cells
Cell Line
Inhibitory Concentration 50
Derivatives
Melanoma
Breast
Hydrolysis
Fibroblasts
Cytotoxicity
Bioactivity
Amino Acids
Acids
Neoplasms

Keywords

  • Antiproliferative activity
  • Asteropus
  • Callipeltin
  • Derivatisation
  • LCMS
  • NMR

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Stierhof, M., Hansen, K. Ø., Sharma, M., Feussner, K., Subko, K., Díaz-Rullo, F. F., ... Tabudravu, J. N. (2016). New cytotoxic callipeltins from the Solomon Island marine sponge Asteropus sp. Tetrahedron, 72(44), 6929-6934. https://doi.org/10.1016/j.tet.2016.09.016

New cytotoxic callipeltins from the Solomon Island marine sponge Asteropus sp. / Stierhof, Marc; Hansen, Kine Østnes; Sharma, Mukesh; Feussner, Klaus; Subko, Karolina; Díaz-Rullo, Fernando Fernández; Isaksson, Johan; Pérez-Victoria, Ignacio; Clarke, David; Hansen, Espen; Jaspars, Marcel; Tabudravu, Jioji N.

In: Tetrahedron, Vol. 72, No. 44, 03.11.2016, p. 6929-6934.

Research output: Contribution to journalArticle

Stierhof, M, Hansen, KØ, Sharma, M, Feussner, K, Subko, K, Díaz-Rullo, FF, Isaksson, J, Pérez-Victoria, I, Clarke, D, Hansen, E, Jaspars, M & Tabudravu, JN 2016, 'New cytotoxic callipeltins from the Solomon Island marine sponge Asteropus sp.' Tetrahedron, vol. 72, no. 44, pp. 6929-6934. https://doi.org/10.1016/j.tet.2016.09.016
Stierhof M, Hansen KØ, Sharma M, Feussner K, Subko K, Díaz-Rullo FF et al. New cytotoxic callipeltins from the Solomon Island marine sponge Asteropus sp. Tetrahedron. 2016 Nov 3;72(44):6929-6934. https://doi.org/10.1016/j.tet.2016.09.016
Stierhof, Marc ; Hansen, Kine Østnes ; Sharma, Mukesh ; Feussner, Klaus ; Subko, Karolina ; Díaz-Rullo, Fernando Fernández ; Isaksson, Johan ; Pérez-Victoria, Ignacio ; Clarke, David ; Hansen, Espen ; Jaspars, Marcel ; Tabudravu, Jioji N. / New cytotoxic callipeltins from the Solomon Island marine sponge Asteropus sp. In: Tetrahedron. 2016 ; Vol. 72, No. 44. pp. 6929-6934.
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