Isolation of Aplysin, Debromoaplysin, and Aplysinol from Laurencia Okamurai Yamada

Progress in the Chemistry of Organic Natural Products 102

“…[165,177], A. dactylomela [50,86,118,135,156,178], A. parvula [166] (continued) Prepacifenol epoxide L. composita [31,69], L. johnstonii [190 a,d , 191], L. nidifica [95], L. okamurai [99,192], Laurencia sp. [193], A. californica [190 a,d , 191], A. dactylomela [140,189,194] (continued) Johnstonol L. composita [31,69,88], L. johnstonii [230 a,c,d ], L. nidifica [95], L. okamurai [99,192,231], L. pacifica [230], L. tristicha [232], A. californica [190], A. dactylomela [194,213] 180 Isolaurene L. elata [196], L. glandulifera [258], L. nipponica [60], L. okamurai [60, 192, 247 a Aplysin L. decidua [263], L. nidifica [137,278], L. okamurai [99,231,268,275], L. pacifica [211,…”

“…Moreover, the cytotoxicity of bromolaurenisol (175), laurinterol (231), 240, and 421 was evaluated against the NSCLC-N6 and A-549 cancer cell lines [255]. A L. okamurai extract containing laurinterol (231) was reported to induce apoptosis in melanoma cells [854]. Debromolaurinterol (226), laurinterol (231) and its acetate 232 were moderately cytotoxic against HeLa cells, while debromolaurinterol acetate (227) was inactive [309].…”

“…The lauranes debromolaurinterol (226) and laurinterol (231) and the acetogenin aplysiallene (740) exhibited inhibitory activity against Na + /K + -ATPase [308]. Aplysin (195) has shown a protective effect on hepatic injury induced by ethanol in rats [893].…”

Sesquiterpenos das algas marinhas Laurencia Lamouroux (Ceramiales, Rhodophyta) 1: Significado ecológico

“…Os estudos sobre os constituintes químicos de Laurencia tiveram início em 1953, quando Obata & Fukuzi 7 verificaram que o óleo essencial de L. glandulifera apresentava sesquiterpenos como componentes majoritários. A partir de 1965, Irie e colaboradores iniciaram estudos clássicos de isolamento, purificação e elucidação estrutural de diferentes substâncias de Laurencia [8][9][10][11][12][13][14][15][16] . Seguiram-se inúmeros outros trabalhos que resultaram, em última análise, no fato de Laurencia ser o gênero de alga marinha mais estudado até o momento 2 .…”

Some structures of marine natural products

“….6475(8) .0728 (36) .4415(7) C (15) .7761(8) .0035 (45) .2103(6) 0 (16) .8667(6) -.2312 (32) .2603(6) 0 (17) .8029(5) -.0064 (35) .1439(4) C (18) .7510(9) .0079 (45) .0833(6) 0 (19) .6821(5) .0198 (38) .0829(5) C (20) .7819(8) .0006 (41) .0146(6) C (21) .8586(9) -.0361 (39) .0155(7) C (22) .8848(7) -.0318(38) -.0484(8) C (23) .8412(9) .0015(47) -.1147(7) C (24) .7586(9) .0393(34) -.1168(6) C (25) .7335(8) .0357(36) -.0532(8) Br (26) .8736(1) -.0038(29) -.2018(1) C (27) .9874(9) .5412 (38) .1507(8) C (28) 1.0520(8) .5114 (52) .2099(8) C (29) .9850 (15) .3745 (66) .0950(16) 0 (30) .9400(7) .6580 (35) .1442(6) Table 9c. Bond angles of sinularene.…”