2017年10月27日
Serinolamides and Lyngbyabellins from an Okeania sp. Cyanobacterium Collected from the Red Sea.
Journal of natural products
- 巻
- 80
- 号
- 10
- 開始ページ
- 2708
- 終了ページ
- 2715
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1021/acs.jnatprod.7b00449
- 出版者・発行元
- AMER CHEMICAL SOC
NMR- and MS-guided fractionation of an extract of an Okeania sp. marine cyanobacterium, collected from the Red Sea, led to the isolation of four new metabolites, including serinolamides C (1) and D (2) and lyngbyabellins O (3) and P (4), together with the three known substances lyngbyabellins F (5) and G (6) and dolastatin 16 (7). The planar structures of the new compounds were determined using NMR and MS analyses. The absolute configurations of 1 and 2 were determined by Marfey's analysis of their hydrolysates. The absolute configuration of 3 was ascertained by chiral-phase chromatography of degradation products, while that of 4 was determined by comparison to 3 and 5. The cytotoxic and antifouling activities of these compounds were evaluated using MCF7 breast cancer cells and Amphibalanus amphitrite larvae, respectively. Compounds 3, 4, and 7 exhibited strong antifouling activity, and 3 and 7 were not cytotoxic. A structure-activity relationship was observed for the cytotoxicity of the lyngbyabellins with the presence of a side chain (4 is more active than 3) leading to greater activity. For the antifouling activity, the acyclic form without a side chain (3) was the most active.
- リンク情報
- ID情報
-
- DOI : 10.1021/acs.jnatprod.7b00449
- ISSN : 0163-3864
- eISSN : 1520-6025
- PubMed ID : 29019684
- Web of Science ID : WOS:000414234400015