Cytotoxic staurosporines from the marine ascidian Cystodytes solitus

Fernando Reyes; Rogelio Fernández; Alfredo Rodríguez; Santiago Bueno; Carlos de Eguilior; Andrés Francesch; Carmen Cuevas

doi:10.1021/np700748h

Cytotoxic staurosporines from the marine ascidian Cystodytes solitus

J Nat Prod. 2008 Jun;71(6):1046-8. doi: 10.1021/np700748h. Epub 2008 May 17.

Authors

Fernando Reyes¹, Rogelio Fernández, Alfredo Rodríguez, Santiago Bueno, Carlos de Eguilior, Andrés Francesch, Carmen Cuevas

Affiliation

¹ Medicinal Chemistry Department, PharmaMar S.A.U., Pol. Ind. La Mina Norte, Avenida de los Reyes 1, 28770-Colmenar Viejo, Madrid, Spain. jfreyes2@pharmamar.com.

PMID: 18484775
DOI: 10.1021/np700748h

Abstract

Two new indolocarbazole alkaloids, 7-oxo-3,8,9-trihydroxystaurosporine (1) and 7-oxo-8,9-dihydroxy-4'-N-demethylstaurosporine (2), were isolated from samples of the marine ascidian Cystodytes solitus. Their structures were determined by a combination of spectroscopic techniques, including (+)-HRMALDITOFMS and 1D and 2D NMR spectroscopy, and comparison with published data for related structures. Both compounds displayed strong cytotoxicity against three human tumor cell lines.

MeSH terms

Alkaloids / chemistry
Alkaloids / isolation & purification*
Alkaloids / pharmacology*
Animals
Antineoplastic Agents / chemistry
Antineoplastic Agents / isolation & purification*
Antineoplastic Agents / pharmacology*
Drug Screening Assays, Antitumor
Humans
Marine Biology
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Staurosporine / analogs & derivatives*
Staurosporine / chemistry
Staurosporine / isolation & purification*
Staurosporine / pharmacology*
Tanzania
Urochordata / chemistry*

Substances

7-oxo-3,8,9-trihydroxystaurosporine
7-oxo-8,9-dihydroxy-4'-N-demethylstaurosporine
Alkaloids
Antineoplastic Agents
Staurosporine