(+)-12α-Hydroxysophocarpine, a new quinolizidine alkaloid and related anti-HBV alkaloids from Sophora flavescens

(+)-12α-Hydroxysophocarpine, a new quinolizidine alkaloid and related anti-HBV alkaloids from Sophora flavescens
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DOI:
10.1016/j.bmcl.2005.11.073
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发表时间:
2006-03-01
影响因子:
2.7
通讯作者:
Chen, DF
Chen, DF
中科院分区:
医学4区
文献类型:
--
作者:
Ding, PL;Liao, ZX;Chen, DF

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从苦参(Sophora flavescens)的根中分离得到一个新的喹里西啶生物碱-(+)-12 α-羟基槐果碱(8),同时还分离得到10个已知的喹里西啶生物碱:(+)-氧化苦参碱(1),(+)-苦参碱(2),(+)-9 α-羟基苦参碱(3),(+)-别苦参碱(4),(+)-氧化槐果碱(5),(-)-槐果碱(6),(-)-9 α-羟基槐果碱(7)、(+)-莱曼宁(9)、(-)-13,14-脱氢槐定碱(10)和(-)-阿那吉林碱(11)。化合物8的立体化学结构经X-射线衍射分析确证。体外抗B型肝炎病毒(HBV)活性测试结果表明,化合物5、6、9和10对HBsAg分泌的抑制率为48.3-79.3%,对HBeAg分泌的抑制率为24.6- 34.6%,具有明显的抗HBV活性。(C)2005爱思唯尔有限公司保留所有权利。
-(+)-12 alpha-Hydroxysophocarpine (8), a new quinolizidine alkaloid was isolated from the roots of Sophora flavescens, together with 10 known quinolizidine alkaloids, (+)-oxymatrine (1), (+)-matrine (2), (+)-9 alpha-hydroxymatrine (3), (+)-allomatrine (4), (+)-oxysophocarpine (5), (-)-sophocarpine (6), (-)-9 alpha-hydroxysophocarpine (7), (+)-lehmannine (9), (-)-13,14-dehydrosophoridine (10), and (-)-anagyrine (11). Their structures were elucidated by spectroscopic methods, and the stereochemistry of 8 was confirmed by X-ray analysis. These alkaloids were tested for anti-hepatitis B virus (HBV) activity in vitro, compounds 5, 6, 9, and 10 showed significant anti-HBV activity with inhibitory potency against HBsAg secretion at 48.3-79.3% and that against HBeAg secretion at 24.6-34.6%. (C) 2005 Elsevier Ltd. All rights reserved.