Type-I Hemins and Free Porphyrins from a Western Australian Sponge Isabela sp.
Samuele SalaStephen A MoggachGareth L NealonJane FromontOliver GomezDaniel VuongErnest LaceyGavin R FlemattiPublished in: Marine drugs (2023)
Two novel free porphyrins, isabellins A and B, as well as the known compounds corallistin D and deuteroporphyrin IX were isolated from a marine sponge Isabela sp. LC-MS analysis of the crude extract revealed that the natural products were present both as free porphyrins and iron(III) coordinated hemins, designated isabellihemin A, isabellihemin B, corallistihemin D and deuterohemin IX, respectively. Structures were determined via high-resolution mass spectrometry, UV-Vis spectroscopy and extensive NOESY NMR spectroscopic experiments. The type-I alkyl substitution pattern of isabellin A and isabellihemin A was assigned unambiguously by single crystal X-ray diffraction. Biological evaluation of the metabolites revealed potent cytotoxicity for isabellin A against the NS-1 murine myeloma cell line.
Keyphrases
- high resolution
- high resolution mass spectrometry
- liquid chromatography
- solid state
- magnetic resonance
- single cell
- oxidative stress
- ms ms
- anti inflammatory
- molecular docking
- ionic liquid
- south africa
- mass spectrometry
- magnetic resonance imaging
- single molecule
- dengue virus
- molecular dynamics simulations
- contrast enhanced
- iron deficiency