16-epi-Latrunculin B

16-epi Latrunculin B, first isolated from the Red Sea sponge N. magnifica, is a stereoisomer of the actin polymerization inhibitor, latrunculin B .^1,2 At 5-10 μg/ml, 16-epi latrunculin B can disrupt microfilament activity in an actin disruption assay.² It also demonstrates cytotoxic activity in mouse KA31T and NIH3T3 tumor cells (GI₅₀s = 1 and 4 μg/ml, respectively) and antiviral activity against herpes simplex type 1 virus (ED₅₀ = 1 μg/ml).¹

16-epi-latrunculin B is anticancer agent, which can inhibit the growth of HeLa cells with IC50 value of 3.9 uM[1]. 16-epi-latrunculin B has antiviral activity against HSV-1 (ED50 of 1 μg/mL)[2].

1. Hoye, T.R., Ayyad, S.E.N., Eklov, B.M., et al. Toward computing relative configurations: 16-epi-latrunculin B, a new stereoisomer of the actin polymerization inhibitor latrunculin B J. Am. Chem. Soc. 124(25),7405-7410(2016).
2. Vilozny, B., Amagata, T., Mooberry, S.L., et al. A new dimension to the biosynthetic products isolated from the sponge Negombata magnifica J. Nat. Prod. 67(6),1055-1057(2004).