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Cytotoxic and Anti-inflammatory Cembranoids from the Soft Coral Lobophytum crassum
Abstract
Five new cembranoids, namely, crassumolides A and B and D-F (1 and 2 and 4-6), along with four known metabolites, 7-10, were isolated from the soft coral Lobophytum crassum. Crassumolide C (3) was isolated for the first time from a natural source. The structures of these compounds were elucidated by extensive spectroscopic analysis and comparison of the NMR data with those of known analogues. The absolute stereochemistry of 1 was determined using the modified Mosher's method. Chemical transformation of 7 into the corresponding methyl ester 3 revealed the absolute stereochemistry of 3. Compounds 1, 3, and 7 were cytotoxic toward Ca9-22 cancer cells, and 10 was broadly cytotoxic toward all six test cancer cell lines used. Compounds 1, 3, 7, and 10 were found to inhibit the accumulation of the pro-inflammatory proteins iNOS and COX-2 at 10 μM.
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“In addition, crassumolide C isolated for the first time from (the soft coral Lobophytum crissum) was found to inhibit the accumulation of the pro-inflammatory proteins iNOS and COX-2 at 10 µM, as well has a cytotoxic effect toward Ca9-22 cancer cells with IC50 of 1.7 µg mL−1 compared to doxorubicin; appositive control [155].”
From Marine Natural Products: A Source of Novel Anticancer Drugs (2019) · cites this paper as [155]
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Metadata
- Authors
- Chao, C.-H., Wen, Z.-H., Wu, Y.-C., Yeh, H.-C., & Sheu, J.-H.
- Affiliations
- National Sun Yat-sen University (TW)
- Corresponding author
- Sheu, Jyh-Horng
- Venue
- Journal of Natural Products
- Publisher
- American Chemical Society (ACS)
- Published
- 2008-10-31
- Volume
- 71
- Issue
- 11
- Pages
- 1819-1824
- ISSN
- 0163-3864 (ISSN-L)
- 1520-6025
- OpenAlex
- W2059791701
- Cited by
- 108
- References
- 20
- Citations by year
- 2025: 3 · 2024: 7 · 2023: 2 · 2022: 3 · 2021: 4 · 2020: 7 · 2019: 5 · 2018: 7 · 2017: 3 · 2016: 4 · 2015: 10 · 2014: 8 · 2013: 10 · 2012: 8
- FWCI
- 7.09
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of Natural Products (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Biotechnology › Marine Sponges and Natural Products
- Life Sciences › Immunology and Microbiology › Applied Microbiology and Biotechnology › Microbial Natural Products and Biosynthesis
- Physical Sciences › Chemistry › Organic Chemistry › Bioactive Natural Diterpenoids Research
- Keywords
- cembranoids, Lobophytum crassum, soft coral, natural product isolation, structure elucidation, absolute configuration, cytotoxicity, anti-inflammatory activity, iNOS inhibition, COX-2 inhibition, marine natural products
- MeSH terms
- Animals, Anti-Inflammatory Agents, Antineoplastic Agents, Diterpenes, Drug Screening Assays, Antitumor, Humans, Lipopolysaccharides, Macrophages, Molecular Structure, Anthozoa, Cyclooxygenase 2 Inhibitors, Nitric Oxide Synthase Type II
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