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).
Authors
- Mamdouh Nabil Samy (ORCID: https://orcid.org/0000-0002-2128-5389)
- Sabry A. H. Zidan (ORCID: https://orcid.org/0000-0003-4975-5933)
- Katsuyoshi Matsunami (ORCID: https://orcid.org/0000-0002-8034-0253)
- Abdallah Alian (ORCID: https://orcid.org/0000-0002-0513-5380)
- Mostafa A. Fouad (ORCID: https://orcid.org/0000-0002-3909-3537)
- Mahmoud A. A. Ibrahim (ORCID: https://orcid.org/0000-0003-4819-2040)
- Amany Hamouda Mahmoud
- Mohamed Salah Kamel
Institutions
- Hiroshima University (JP)
- Al-Azhar University (EG)
- Minia University (EG)
- Assiut University (EG)
- University of KwaZulu-Natal (ZA)
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
Funders
- Hiroshima University
- Japan Society for the Promotion of Science