Diacarnusins A-F, <i>nor</i> -Terpene Endoperoxides of the Red Sea Sponge <i>Diacarnus erythraeanus</i>

High Resolution Image Download MS PowerPoint Slide Six new nor- terpene endoperoxides, diacarnusins A–F ( 1 – 6 ), along with five known ones ( 7 – 11 ), were isolated from the extract of the Red Sea sponge Diacarnus erythraeanus, which presented cytotoxic activity against the colon carcinoma cell line. The structure elucidation was performed by analysis of mass spectrometric and 1D and 2D NMR data. The relative and absolute configurations of the stereocenters of the compounds were deduced based on the Capon and Macleod empirical rule and comparison of the sign of their specific rotations with those of endoperoxides with proven absolute configurations. The cytotoxicity of the pure compounds was evaluated against a panel of cancer cell lines. The structure elucidation and biological activity of the compounds are discussed.

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Publication Details

Journal
Journal of Natural Products
Published
2026-07-17
DOI
https://doi.org/10.1021/acs.jnatprod.6c00510
Primary Topic
Marine Sponges and Natural Products
Type
article
Field-Weighted Citation Impact
0.00

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article

Diacarnusins A-F, nor -Terpene Endoperoxides of the Red Sea Sponge Diacarnus erythraeanus

Shmuel Carmeli, Micha Ilan, Lilach Raijman-Nagar, Rania Hasib Afana
Journal of Natural Products
Marine Sponges and Natural Products
article

Diacarnusins A-F, nor -Terpene Endoperoxides of the Red Sea Sponge Diacarnus erythraeanus

Shmuel Carmeli, Micha Ilan, Lilach Raijman-Nagar, Rania Hasib Afana
article en

Abstract

High Resolution Image Download MS PowerPoint Slide Six new nor- terpene endoperoxides, diacarnusins A–F ( 1 – 6 ), along with five known ones ( 7 – 11 ), were isolated from the extract of the Red Sea sponge Diacarnus erythraeanus, which presented cytotoxic activity against the colon carcinoma cell line. The structure elucidation was performed by analysis of mass spectrometric and 1D and 2D NMR data. The relative and absolute configurations of the stereocenters of the compounds were deduced based on the Capon and Macleod empirical rule and comparison of the sign of their specific rotations with those of endoperoxides with proven absolute configurations. The cytotoxicity of the pure compounds was evaluated against a panel of cancer cell lines. The structure elucidation and biological activity of the compounds are discussed.

Journal of Natural Products
Tel Aviv University (IL), St. George's School (US), Exact Sciences (United States) (US)
School of Chemistry, University of Bristol
Life below water
Openalex Percentile: Top 12%
Marine Sponges and Natural Products
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