Marine Two-headed Sphingolipid-like Compound Rhizochalin Inhibits EGF-induced Transformation of JB6 P+ Cl41 Cells

Overview

Journal Lipids

Specialty Biochemistry

Date 2009 Jul 7

PMID 19579043

Citations 15

Authors

Sergey N Fedorov

Tatyana N Makarieva

Alla G Guzii

Larisa K Shubina

Jong Y Kwak

Valentin A Stonik

Affiliations

Soon will be listed here.

Abstract

Rhizochalin [(2R,3R,26R,27R)-2,27-diamino-3-hydroxy-26-[(2R,3R,4S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy]octacosan-11-one], an antimicrobial and cytotoxic marine two-headed sphingolipid-like natural product, isolated from the sponge Rhizochalina incrustata, and some related compounds were studied as anticarcinogenic and proapoptotic agents. The corresponding effects were tested on the mouse skin epidermal JB6 P(+) Cl 41 cell line, its stable transfectants, THP-1, HeLa, and SNU-C4 human tumor cells using a variety of assessments, including cell viability (MTS), flow cytometry, anchorage-independent soft agar, and luciferase assays. At 5-10 muM concentrations, rhizochalin was effective as an inhibitor of the malignant transformation of JB6 P(+) Cl 41 cells or colony formation of human tumor cells, which exerted its action, at least in part, through the induction of p53-dependent apoptosis. Structure-activity relationship study showed aglycon of rhizochalin to be the most active while peracetylated aglycon was the least active among the compounds studied.

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