New Bioactive Eudesmane‐type Sesquiterpenoids From the Red Sea Soft Coral <i>Nephthea</i> sp.

Two previously unreported eudesmane-class sesquiterpenes, (4R*,5S*,6Z,10R*)-11-hydroperoxy-8-oxo-eudesm-6-en-5α-ol (1) and (4R*,5S*,6Z,10R*)-5-acetoxy-11-methoxy-8-oxo-eudesm-6-en (2), were obtained through fractionation of the CH<sub>2</sub>Cl<sub>2</sub>/MeOH (1:1) extract derived from the Red Sea-derived soft coral Nephthea sp., along with three known sesquiterpenes (3-5). The structural determination of the new compounds was achieved through comprehensive analysis of spectroscopic data, including one- and two-dimensional nuclear magnetic resonance techniques and high-resolution electrospray ionisation mass spectrometry measurements. The cytotoxic activities of the newly isolated compounds (1 and 2) were evaluated using the Sulforhodamine B assay against three human carcinoma cell lines: MCF-7, HT-29 and HepG2, with doxorubicin serving as the reference drug. Metabolite 2 showed moderate cytotoxicity towards MCF-7 and HT-29 cell lines, with IC<sub>50</sub> values of 51.5 ± 2.1 and 64.1 ± 1.9 µM, respectively, and weak activity against HepG2 (IC<sub>50</sub> = 71.3 ± 2.5 µM). In contrast, compound 1 displayed weak cytotoxic effects across all tested cell lines, with IC<sub>50</sub> values of 72.8 ± 2.3 µM (MCF-7), 85.4 ± 2.7 µM (HT-29) and 95.6 ± 3.2 µM (HepG2). These findings contribute to the chemical and biological characterisation of Nephthea sp. metabolites and support further exploration of eudesmane-type sesquiterpenes as potential anticancer agents.

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Publication Details

Journal
Chemistry & Biodiversity
Published
2025-10-16
DOI
https://doi.org/10.1002/cbdv.202502473
Citations
2
Primary Topic
Marine Sponges and Natural Products
Type
article
Field-Weighted Citation Impact
2.47
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article

New Bioactive Eudesmane‐type Sesquiterpenoids From the Red Sea Soft Coral Nephthea sp.

Seif‐Eldin N. Ayyad, Ahmed H. Eissa, Helnan A. Aboseada
2 citations
Chemistry & Biodiversity
Marine Sponges and Natural Products
2.47
article

New Bioactive Eudesmane‐type Sesquiterpenoids From the Red Sea Soft Coral Nephthea sp.

Seif‐Eldin N. Ayyad, Ahmed H. Eissa, Helnan A. Aboseada
article en
2 citations

Abstract

Two previously unreported eudesmane-class sesquiterpenes, (4R*,5S*,6Z,10R*)-11-hydroperoxy-8-oxo-eudesm-6-en-5α-ol (1) and (4R*,5S*,6Z,10R*)-5-acetoxy-11-methoxy-8-oxo-eudesm-6-en (2), were obtained through fractionation of the CH<sub>2</sub>Cl<sub>2</sub>/MeOH (1:1) extract derived from the Red Sea-derived soft coral Nephthea sp., along with three known sesquiterpenes (3-5). The structural determination of the new compounds was achieved through comprehensive analysis of spectroscopic data, including one- and two-dimensional nuclear magnetic resonance techniques and high-resolution electrospray ionisation mass spectrometry measurements. The cytotoxic activities of the newly isolated compounds (1 and 2) were evaluated using the Sulforhodamine B assay against three human carcinoma cell lines: MCF-7, HT-29 and HepG2, with doxorubicin serving as the reference drug. Metabolite 2 showed moderate cytotoxicity towards MCF-7 and HT-29 cell lines, with IC<sub>50</sub> values of 51.5 ± 2.1 and 64.1 ± 1.9 µM, respectively, and weak activity against HepG2 (IC<sub>50</sub> = 71.3 ± 2.5 µM). In contrast, compound 1 displayed weak cytotoxic effects across all tested cell lines, with IC<sub>50</sub> values of 72.8 ± 2.3 µM (MCF-7), 85.4 ± 2.7 µM (HT-29) and 95.6 ± 3.2 µM (HepG2). These findings contribute to the chemical and biological characterisation of Nephthea sp. metabolites and support further exploration of eudesmane-type sesquiterpenes as potential anticancer agents.

Chemistry & BiodiversityVol. 23(1)
Damietta University (EG)
Openalex Percentile: Top 10%
Marine Sponges and Natural Products
2.47
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