Type-I Hemins and Free Porphyrins from a Western Australian Sponge <em>Isabela</em> sp.

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 <i>Isabela</i> sp. LC-MS analysis of the crude extract revealed that the natural products were present both as free porphyrins and iron(I...

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Bibliographic Details
Main Authors: Samuele Sala, Stephen A. Moggach, Gareth L. Nealon, Jane Fromont, Oliver Gomez, Daniel Vuong, Ernest Lacey, Gavin R. Flematti
Format: Article
Language:English
Published: MDPI AG 2023-01-01
Series:Marine Drugs
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Online Access:https://www.mdpi.com/1660-3397/21/1/41
Description
Summary: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 <i>Isabela</i> 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.
ISSN:1660-3397