Tetrahedron p. 7301 - 7310 (1989)
Update date:2022-08-02
Topics: Chromatography Mass spectrometry (MS) NMR (nuclear magnetic resonance) Halogenation Extraction Structure Elucidation Spectroscopic Analysis Marine natural products Secondary metabolites Bioassay-guided fractionation
Tanaka, Jun'ichi
Higa, Tatsuo
Bernardinelli, Gerald
Jefford, Charles W.
Six new polybromoindoles (9-14) have been isolated from the red alga Laurencia brongniartii.Two were optically active sulfoxides, the itomanindole A (12) and B (13) and one was a bisindole (14).The structures of 12 and 14 were elucidated by X-ray analysis.The sulfoxides 12 and 13 were readily converted with diazomethane to the corresponding N-methyl derivatives.Treatment with acetic anhydryde at room temperature gave the same indolenine (24) as the major product.
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Doi:10.1039/b907737e
(2009)Doi:10.1016/S0008-6215(00)81116-7
(1967)Doi:10.1039/b911164f
(2009)Doi:10.1021/jo00269a023
(1989)Doi:10.1002/ejoc.201001528
(2011)Doi:10.1016/S0040-4039(00)70683-6
(1989)
