A new thiazole containing pyridoacridine alkaloid, named sagitol D (1), and five known alkaloids kuanoniaminesA (2), C (3), D (4), E (5), and F (6), have been isolated from an unidentified Vietnamese ascidian. The structure of the new compound was established from NMR spectroscopic data. Kuanoniamines C, D, E, and F showed moderate antioxidant activity in the DPPH (IC50 36 μM) and ABTS assays (TE = 0.5), while sagitol D showed weak activity (IC50 92 μM; TE = 0.10), and kuanoniamine A was inactive.
SkylerD., HeathcockC.H. (2002) The pyridoacridine family tree: a useful scheme for designing synthesis and predicting undiscovered natural products. Journal of Natural Products, 65, 1573–1581.
4.
GunawardanaG.P., KoehnF.E., LeeA.Y., ClardyJ., HeH., FaulknerD.J. (1992) Pyridoacridine alkaloids from deep-water marine sponges of the family Pachastrellidae: Structure revision of dercitin and related compounds and correlation with the kuanoniamines. Journal of Organic Chemistry, 57, 1523–1526.
5.
CarrollA.R., ScheuerP.J. (1990) Kuanoniamines A, B, C, and D: pentacyclic alkaloids from a tunicate and its prosobranch mollusk predator Chelynotus semperi. Journal of Organic Chemistry, 55, 4426–4431.
6.
Nilar, SidebottomP.J., CartéB.K., ButlerM.S. (2002) Three new pyridoacridine type alkaloids from a Singaporean ascidian. Journal of Natural Products, 65, 1198–1200.
7.
SalomonC.E., FaulknerD.J. (1996) Sagitol, a pyridoacridine alkaloid from the sponge Oceanapia sagittaria. Tetrahedron Letters, 37, 9147–9148.
8.
IbrahimS.R.M., MohamedG.A., ElkhayatE.S., FouadM.A., ProkschP. (2013) Sagitol C, a new cytotoxic pyridoacridine alkaloid from the sponge Oceanapia sp. Bulletin of Faculty of Pharmacy, Cairo University, 51, 229–232.
9.
UtkinaN.K., PokhiloN.D. (2012) Free radical scavenging activities of naturally occurring and synthetic analogues of sea urchin naphthazarin pigments. Natural Product Communications, 7, 901–904.