A novel aryl-hydrazide from the marine lichen Lichina pygmaea: Isolation, synthesis of derivatives, and cytotoxicity assays

Bioorganic & Medicinal Chemistry Letters
2010.0

Abstract

A new aryl-hydrazide l-glutamic acid derivative, pygmeine (3), was isolated from a methanolic extract of Lichina pygmaea, a marine lichen. Synthetic derivatives obtained via a two-step coupling of l-glutamic acid with phenylhydrazine moieties were useful to elucidate the structure of 3 and to carry out biological assays. Thus, the cytotoxicity of the ortho-, meta-, and para-hydroxyl isomers along with their respective benzyl intermediates, and a natural methoxylated analog, were evaluated on murine and human melanoma cells (B16, A375). The para-hydroxyl isomer 6 was found to be the most active (IC(50)=1.6 microM) on B16 cells.

Knowledge Graph

Similar Paper

A novel aryl-hydrazide from the marine lichen Lichina pygmaea: Isolation, synthesis of derivatives, and cytotoxicity assays
Bioorganic & Medicinal Chemistry Letters 2010.0
A novel aryl-hydrazide from the marine lichen Lichina pygmaea: Isolation, synthesis of derivatives, and cytotoxicity assays
Bioorganic & Medicinal Chemistry Letters 2010.0
Structural analogs of L-glutamic acid .gamma.-(4-hydroxyanilide) and .gamma.-(3,4-dihydroxyanilide) as potential agents against melanoma
Journal of Medicinal Chemistry 1979.0
Aurilides B and C, Cancer Cell Toxins from a Papua New Guinea Collection of the Marine Cyanobacterium <i>Lyngbya </i><i>m</i><i>ajuscula</i>
Journal of Natural Products 2006.0
Aurilides B and C, Cancer Cell Toxins from a Papua New Guinea Collection of the Marine Cyanobacterium <i>Lyngbya </i><i>m</i><i>ajuscula</i>
Journal of Natural Products 2006.0
None
None nan
Synthesis of novel nicotinohydrazide and (1,3,4-oxadiazol-2-yl)-6-(trifluoromethyl)pyridine derivatives as potential anticancer agents
Bioorganic &amp; Medicinal Chemistry Letters 2016.0
Synthesis, characterization and antiamoebic activity of some hydrazone and azole derivatives bearing pyridyl moiety as a promising heterocyclic scaffold
European Journal of Medicinal Chemistry 2012.0
New 2-Methoxy Acetylenic Acids and Pyrazole Alkaloids from the Marine Sponge Cinachyrella sp.
Marine Drugs 2017.0
Bioactive Bafilomycins and a New N-Arylpyrazinone Derivative from Marine-derived Streptomyces sp. HZP-2216E
Planta Medica 2017.0