Bromophenol derivatives from the red alga Rhodomela confervoides.
Eight new bromophenol derivatives, 2,3-dibromo-4,5-dihydroxybenzyl methyl sulfoxide (1), 4-(2,3-dibromo-4,5-dihydroxyphenyl)-3-butene-2-one (2), 2-(3-bromo-5-hydroxy-4-methoxyphenyl)-3-(2,3-dibromo-4,5-dihydroxyphenyl)propionic acid (3), 2-(3-bromo-5-hydroxy-4-methoxyphenyl)-3-(2,3-dibromo-4,5-dihydroxyphenyl)propionic acid methyl ester (4), 2-phenyl-3-(2,3-dibromo-4,5-dihydroxyphenyl)propionic acid (5), 4'-methoxy-2'',3',3''-tribromo-4'',5',5''-trihydroxydiphenylacetic acid (6), and 3-bromo-5-hydroxy-4-methoxyphenylacetic acid (7) and its methyl ester (8), together with a known bromophenol, 3-bromo-5-hydroxy-4-methoxybenzoic acid (9), were isolated from the red alga Rhodomela confervoides. Their structures were elucidated by spectroscopic methods including IR, EIMS, FABMS, ESIMS, HRFABMS, HRESIMS, 1D and 2D NMR, and single-crystal X-ray structure analysis. Compounds 1-4, 8, and 9 were found inactive against several human cancer cell lines and microorganisms.
Zhao
Jielu
J
Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Bejing 100050.
Fan
Xiao
X
Wang
Sujuan
S
Li
Shuai
S
Shang
Suqin
S
Yang
Yongchun
Y
Xu
Nianjun
N
Lü
Yang
Y
Shi
Jiangong
J
D002681:China; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D006842:Hydrocarbons, Brominated / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010636:Phenols / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000461:Rhodophyta / Q000737:chemistry*; D014407:Tumor Cells, Cultured
D006842:Hydrocarbons, Brominated; D010636:Phenols