Sphingosines Derived from Marine Sponge as Potential Multi-Target Drug Related to Disorders in Cancer Development

Abstract

Haliclona tubifera, marine sponge species abundant in Brazilian coastline, presents only a few papers published in the literature. Recently, we have reported the isolation of two modified C18 sphingoid bases: (2R,3R,6R,7Z)-2-aminooctadec-7-ene-1,3,6-triol and and (2R,3R,6R)-2-aminooctadec-1,3,6-triol. In order to continue our research, in this work aimed at the biological investigation of fractions that led to the isolation of these compounds. We evaluated the cytotoxic effect of marine sponge H. tubifera fractions in glioma (U87) and neuroblastoma (SH-SY5Y) human cell lines. In addition, considering the link between cancer, imbalance of reactive oxygen species and coagulation disorders, we also investigated the in vitro effects on blood coagulation and their redox properties. We showed that the ethyl acetate (EtOAc) fraction, rich in sphingoid bases, had important cytotoxic effects in both cancer cell lines with an IC50 < 15 μg/mL and also can inhibit the production of peroxyl radicals. Interestingly, this fraction increased the recalcification time of human blood, showing anticoagulant properties. The present study indicates the sphingosines fraction as a promising source of chemical prototypes, especially multifunctional drugs in cancer therapy.

Small Molecules of Marine Origin as Potential Anti-Glioma Agents

“…Compound 39 was isolated from a marine sponge Haliclona tubifera, which is abundant species on the southern Brazilian coast (Figure 15). This compound showed a cytotoxic effect in human glioma cell lines (U87MG), with a value lower than IC 50 < 15 µg/mL [54]. Overall, marine sponges from Brazilian, Hawaiian, Caribbean and South Pacific coasts were explored for their ability to produce secondary metabolites with anti-glioma activity.…”

“…Compound 39 was isolated from a marine sponge Haliclona tubifera , which is abundant species on the southern Brazilian coast ( Figure 15 ). This compound showed a cytotoxic effect in human glioma cell lines (U87MG), with a value lower than IC 50 < 15 μg/mL [ 54 ].…”

The antimicrobial potential of algicolous marine fungi for counteracting multidrug-resistant bacteria: phylogenetic diversity and chemical profiling

“…In particular, both strains were found to contain sphingoid bases. Diverse variants of the long chain bases sphingosine and phytosphingosine have been reported from marine organisms, especially sponges and tunicates [39,40], but to the best of our knowledge, this is the first report of sphingosine-free bases from marine fungi.…”

Bioactive Compounds With Antiglioma Activity From Marine Species

“…Two modified long-chain sphingoid С18 bases: (2R,3R,6R,7Z)-2aminooctadec-7-ene-1,3,6-triol and (2R,3R,6R)-2-aminooctadec-1,3,6-triol, named halisphingosine A and halisphingosine B, respectively, were isolated from ethyl acetate fraction of methanol extract of the marine sponge Haliclona tubifera. Ethyl acetate fraction in contrast to the aqueous and hexane fractions exerted cytotoxic effect in the U87 human glioma and SH-SY5Y human neuroblastoma cell lines (Table 35) [156]. Within the recent years, sphingosines are gaining recognition as important signaling mediator of apoptosis.…”