Sacrolide A, a new antimicrobial and cytotoxic oxylipin macrolide from the edible cyanobacterium Aphanothece sacrum

• Naoya Oku,
• Miyako Matsumoto,
• Kohsuke Yonejima,
• Keijiroh Tansei and
• Yasuhiro Igarashi

Beilstein J. Org. Chem. 2014, 10, 1808–1816, doi:10.3762/bjoc.10.190

• , Japan 10.3762/bjoc.10.190 Abstract Macroscopic gelatinous colonies of freshwater cyanobacterium Aphanothece sacrum, a luxury ingredient for Japanese cuisine, were found to contain a new oxylipin-derived macrolide, sacrolide A (1), as an antimicrobial component. The configuration of two chiral centers

• restaurants or for personal consumption. Keywords: Aphanothece sacrum; cyanobacterium; food intoxication; natural products; sacrolide A; suizenji-nori; Introduction Cyanobacteria continue to be core sources for bioactive secondary metabolites [1][2], and their significance in drug discovery has increased

• fractionation resulted in the discovery of a new macrolactonic oxylipin, sacrolide A (1, Figure 1). Results and Discussion A. sacrum (500 g) was extracted with EtOH, and the combined extract was fractionated by solvent partitioning into n-hexane-, 10% aqueous MeOH-, 1-BuOH-, and water-soluble fractions