RRC ID 61708
著者 Shijiao Zha, Yan Liang, Tatsuya Oda, Fumito Ishibashi
タイトル Bioactivities of algicidal C18 hydroxy unsaturated fatty acid isolated from the red alga Tricleocarpa jejuensis and its synthesized propargylic derivative
ジャーナル Algal Research
Abstract (±)-(E)-12-hydroxyoctadec-10-enoic acid (compound A) was isolated from the red alga Tricleocarpa jejuensis in our previous study as a potent algicidal compound against red tide microalga Chattonella antiqua (Ochrophyta, Raphidophyceae). Interestingly, its propargylic derivative, 12-hydroxyoctadec-10-ynoic acid (compound B), which was obtained as a synthetic intermediate of compound A, showed an even more extensive algicidal activity. In this study, the effects of compound A and B on the major causative species of harmful algal blooms (HABs) such as Chattonella marina (Ochrophyta, Raphidophyceae), Heterocapsa circularisquama, and Karenia mikimotoi (Miozoa, Dinophyceae) in addition to C. antiqua were investigated. Both compounds exhibited toxic effects on these red tide flagellates in a concentration dependent manner with LC50 < 10 μg/mL, and the activities of compound B were much stronger than compound A. Zooplankton rotifer (Brachionys plicatilis) was relatively resistant to the compounds, and the lethal effects of H. circularisquama and K. mikimotoi on rotifers were reduced in the presence of compound A and B, suggesting their potential usage in the mitigation strategy for HABs. Consistent with the toxicities on the HAB species, compound B showed stronger cytotoxicity on HeLa, XC, and U937 cells than A. Since compound B but not compound A showed haemolytic activity on rabbit erythrocytes, specific action of compound B on cell membrane may be responsible for the potent cytotoxicity. Furthermore, compound B exhibited higher antibacterial effect on Staphylococcus aureus than compound A, while both were not effective on Enchiridia coli. Our results suggest that compound A and B are promising multifunctional candidates with potential to develop not only as anti-red tide microalgae but also as tumor cell-killing and antibacterial agents. This is the first report indicating that replacing a double bond in the hydroxy unsaturated fatty acid with a triple bond results in much augmentation of the bioactivities.
巻・号 52
公開日 2020-12-1
DOI 10.1016/j.algal.2020.102097
IF 4.008
リソース情報
藻類 NIES-1 NIES-2411 NIES-3621