New sesquiterpenes from the soft coral Litophyton arboreum

Two new sesquiterpenes; 8α,11-dihydroxy-β-cyperon (2), and 5-epi-7α-hydroxy-( +)-oplopanone (3), were isolated from the soft coral Litophyton arboreum, together with nine known ones, including five sesquiterpenes; 11-hydroxy-8-oxo-β-cyperon (1), alismoxide (4), 5β,8β-epidioxy-11-hydroxy-6-eudesmene (5), chabrolidione B (6), 7-oxo-tri-nor-eudesm-5-en-4β-ol (7), two sterols; 7β-acetoxy-24-methyl-cholesta-5,24(28)-diene-3β,19-diol (8), nebrosteroid M (9), and two glycerol derivatives; chimyl alcohol (10) and batyl alcohol (11). The structures of the isolated compounds were characterized using spectroscopic techniques, predominately HR-ESI-MS, 1D, 2D-NMR, and ECD analyses. Compounds 1-11 were evaluated for their cytotoxic activity against three human cancer-cell lines (A549, MCF-7 and HepG2), and anti-leishmanial potential against the causal parasite, Leishmania major. Compounds 4, 8, and 9 exhibited potent cytotoxic activity against the A549 cell line (IC<sub>50</sub> = 17.0 ± 2.5, 13.5 ± 2.1, and 16.5 ± 1.3 μg/ml, respectively) as compared with the standard antitumor agent etoposide (IC<sub>50</sub> 28.4 ± 4.5 μg/ml). In addition, compound 9 exhibited remarkable cytotoxic activity against MCF-7 cell line (IC<sub>50</sub> = 24.7 ± 2.1 μg/ml: 22.2 ± 4.2 μg/mL for etoposide).

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Publication Details

Journal
Journal of Natural Medicines
Published
2024-10-22
DOI
https://doi.org/10.1007/s11418-024-01843-w
Citations
4
Primary Topic
Marine Sponges and Natural Products
Type
article
Field-Weighted Citation Impact
1.55

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article

New sesquiterpenes from the soft coral Litophyton arboreum

Mamdouh Nabil Samy, Sabry A. H. Zidan, Katsuyoshi Matsunami, Abdallah Alian et al.
4 citations
Journal of Natural Medicines
Marine Sponges and Natural Products
1.55
article

New sesquiterpenes from the soft coral Litophyton arboreum

Mamdouh Nabil Samy, Sabry A. H. Zidan, Katsuyoshi Matsunami, Abdallah Alian, Mostafa A. Fouad, Mahmoud A. A. Ibrahim, Amany Hamouda Mahmoud, Mohamed Salah Kamel
article en
4 citations

Abstract

Two new sesquiterpenes; 8α,11-dihydroxy-β-cyperon (2), and 5-epi-7α-hydroxy-( +)-oplopanone (3), were isolated from the soft coral Litophyton arboreum, together with nine known ones, including five sesquiterpenes; 11-hydroxy-8-oxo-β-cyperon (1), alismoxide (4), 5β,8β-epidioxy-11-hydroxy-6-eudesmene (5), chabrolidione B (6), 7-oxo-tri-nor-eudesm-5-en-4β-ol (7), two sterols; 7β-acetoxy-24-methyl-cholesta-5,24(28)-diene-3β,19-diol (8), nebrosteroid M (9), and two glycerol derivatives; chimyl alcohol (10) and batyl alcohol (11). The structures of the isolated compounds were characterized using spectroscopic techniques, predominately HR-ESI-MS, 1D, 2D-NMR, and ECD analyses. Compounds 1-11 were evaluated for their cytotoxic activity against three human cancer-cell lines (A549, MCF-7 and HepG2), and anti-leishmanial potential against the causal parasite, Leishmania major. Compounds 4, 8, and 9 exhibited potent cytotoxic activity against the A549 cell line (IC<sub>50</sub> = 17.0 ± 2.5, 13.5 ± 2.1, and 16.5 ± 1.3 μg/ml, respectively) as compared with the standard antitumor agent etoposide (IC<sub>50</sub> 28.4 ± 4.5 μg/ml). In addition, compound 9 exhibited remarkable cytotoxic activity against MCF-7 cell line (IC<sub>50</sub> = 24.7 ± 2.1 μg/ml: 22.2 ± 4.2 μg/mL for etoposide).

Journal of Natural MedicinesVol. 79(1)
Hiroshima University (JP), Al-Azhar University (EG), Minia University (EG), Assiut University (EG), University of KwaZulu-Natal (ZA)
Hiroshima University, Japan Society for the Promotion of Science
Life below water
Openalex Percentile: Top 18%
Marine Sponges and Natural Products
1.55
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