Bromophenols from the red alga Rhodomela confervoides

Bromophenols from the red alga Rhodomela confervoides
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DOI:
10.1021/np020528c
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发表时间:
2003-03-01
影响因子:
5.1
通讯作者:
Shi, JG
Shi, JG
中科院分区:
生物学2区
文献类型:
--
作者:
Fan, X;Xu, NJ;Shi, JG

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6个新的溴苯酚,3-溴-4,5-双(2,3-二溴-4,5-二羟基苄基)邻苯二酚(1),2,2 ′,3-三溴-3 ′,4,4 ′,5-四羟基-6 ′-羟甲基二苯基甲烷(2),2,2 ′,3-三溴-3 ′,4,4 ′,5-四羟基-6 ′-乙氧基甲基二苯基甲烷(3),(+/-)-2-甲基-3-(2,3-二溴-4,5-二羟基苯基)丙醛(4)、(+/-)-2-甲基-3-(三氟甲基)苯甲醛(2,3-二溴-4,5-二羟基苯基)丙醛二甲缩醛(5)和3-溴-4,5-二羟基苯甲酸甲酯(6),以及八种已知的溴苯酚,3-溴-4,5-二羟基苯甲醛(7),2,3-二溴-4,5-二羟基苄醇(羊毛脂,8)、2,3-二溴-4,5-二羟基苄基甲基醚(9)、2,3-二溴-4,5-二羟基苄基乙基醚(10)、2,3-二溴-4,5-二羟基苯甲醛(11)、双(2,3-二溴-4,5-二羟基苄基)醚(12)、3-溴-4-(三氟甲基)苯甲酸甲酯(2,3-dibromo-4,5-dihydroxybenzyl)ether(12)、从红色的拟红壳Rhodomela confervoides中分离得到2-(2,3-二溴-4,5-二羟基苄基)-5-甲氧基甲基邻苯二酚(13)和2,2 ′,3,3 ′-四溴-4,4 ′,5,5 ′-四羟基二苯基甲烷(14)。通过IR、HRFABMS、1D和2D NMR等化学和光谱方法对其结构进行了鉴定。
Six new bromophenols, 3-bromo-4,5-bis(2,3-dibromo-4,5-dihydroxybenzyl)pyrocatechol (1), 2,2',3-tribromo-3',4,4',5-tetrahydroxy-6'-hydroxymethyldiphenylmethane (2), 2,2',3-tribromo-3',4,4',5-tetrahydroxy-6'-ethyloxymethyldiphenylmethane (3),(+/-)-2-methyl-3-(2,3-dibromo-4,5-dihydroxyphenyl)propylaldehyde (4), (+/-)-2-methyl-3-(2,3-dibromo-4,5-dihydroxyphenyl)propylaldehyde dimethyl acetal (5), and 3-bromo-4,5-dihydroxybenzoic acid methyl ester (6), together with eight known bromophenols, 3-bromo-4,5-dihydroxybenzaldehyde (7), 2,3-dibromo-4,5-dihydroxybenzyl alcohol (lanosol, 8), 2,3-dibromo-4,5-dihydroxybenzyl methyl ether (9), 2,3-dibromo-4,5-dihydroxybenzyl ethyl ether (10), 2,3-dibromo-4,5-dihydroxybenzylaldehyde (11), bis(2,3-dibromo-4,5-dihydroxybenzyl) ether (12), 3-bromo-4-(2,3-dibromo-4,5-dihydroxybenzyl)-5-methoxymethylpyrocatechol (13), and 2,2',3,3'-tetrabromo-4,4',5,5'-tetrahydroxydiphenyl methane (14), were isolated from the red alga Rhodomela confervoides. Their structures were elucidated by chemical and spectroscopic methods including IR, HRFABMS, and 1D and 2D NMR techniques.