首页|独蒜兰中1个新的苄酯苷类化合物及抗炎活性

独蒜兰中1个新的苄酯苷类化合物及抗炎活性

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目的 研究独蒜兰Pleione bulbocodioides假鳞茎的主要化学成分及抗炎活性。方法 通过LC-MS分析主要成分;使用硅胶柱、Sephadex LH-20凝胶柱色谱、制备薄层色谱、半制备液相色谱等分离技术进行分离纯化，通过波谱技术并结合文献对化合物进行结构鉴定;采用脂多糖(lipopolysaccharide，LPS)诱导的RAW264。7小鼠单核巨噬细胞体外炎症模型进行抗炎活性评价。结果 分离得到20个化合物，分别鉴定为对羟基苄基乙醚(1)、对羟基苯甲醛(2)、4-(甲氧基甲基)苯1，2-二醇(3)、3，4-二羟基苯甲醛(4)、对羟基苯乙醇(5)、反式阿魏酸(6)、山药素Ⅲ(7)、3，3'-二羟基-5-甲氧基-2，6-二(对羟基苄基)联苄(8)、3'，5-二羟基-3-甲氧基-2-(对羟基苄基)联苄(9)、3，3'-二羟基-5-甲氧基-2-(对羟基苄基)联苄(10)、bletistrin D(11)、4-烯丙基-2，6-二甲氧基苯基葡萄糖苷(12)、1-O-(4-羟甲基苯氧基)-2-O-反式肉桂酰-β-D-葡萄糖苷(13)、1-O-(4-羟甲基苯氧基)-6-O-反式肉桂酰-β-D-葡萄糖苷(14)、militarine(15)、bletistroside D(16)、天麻素(17)、1-[4'-O-(β-D-吡喃葡萄糖基)苄基]-2-O-(β-D-吡喃葡萄糖基)-4-{4'-O-[(3'-O-反式阿魏酰基)-β-D-吡喃葡萄糖基]苄基}-(2R)-2-异丁基琥珀酸酯(18)、bletistroside C(19)和dactylorhin A(20)。对化合物7、8、15、16、18～20进行了抗炎活性筛选，化合物7、15、20在50μmol/L时对NO的抑制率达到42。5％、23。1％和23。6％。结论 化合物18为新化合物，命名为白及琥珀酯苷M(bletistroside M)，化合物8、11～14、16和19均是首次从该植物中分离得到;LC-MS显示独蒜兰的主要化学成分是山药素III(7)、militarine(15)和dactylorhin A(20)。此外，化合物7对LPS诱导的RAW264。7细胞炎症反应的抑制作用最好。
A new glucosyloxybenzyl derivative from Pleione bulbocodioides and anti-inflammatory activity
Objective To study the main chemical constituents of Pleione bulbocodioides and the anti-inflammatory activities. Methods The main compounds were analyzed by LC-MS;Silica gel column,Sephadex LH-20 gel column chromatography,preparative thin-layer chromatography and semi-preparative liquid chromatography were used to isolate and purify these compounds. The structures of the isolated compounds were identified by spectroscopy (MS and NMR) methods;All the isolates were tested for the anti-inflammatory activities using the lipopolysaccharide (LPS)-activated of RAW264.7 cells. Results A total of 20 compounds were isolated and identified as p-hydroxybenzyl ethyl ether (1),p-hydroxybenzaldehyde (2),4-(methoxymethyl)benzene-1,2-diol (3),3,4-dihydroxybenzaldehyde (4),p-hydroxylbenzyl alcohol (5),(E)-ferulic acid (6),batatasin Ⅲ (7),3,3'-dihydroxy-5-methoxy-2,6-bis(p-hydroxybenzyl)bibenzyl (8),3',5-dihydroxy-3-methoxy-2-(p-hydroxybenzyl)bibenzyl (9),3,3'-dihydroxy-5-methoxy-2-(p-hydroxybenzyl)bibenzyl (10),bletistrin D (11),4-allyl-2,6-dimethoxyphenyl glucoside (12),1-O-(4-hydroxymethylphenoxy)-2-O-trans-cinnamoyl-β-D-glucoside (13),1-O-(4-hydroxymethylphenoxy)-6-O-trans-cinnamoyl-β-D-glucoside (14),militarine (15),bletistroside D (16),gastrodin (17),1-[4'-O-(β-D-glucopyranosyloxy) benzyl)-2-O-(β-D-glucopyranosyloxy)-4-{4'-O-[(3'-O-(E)-feruloyl)-β-D-glucopyranosyloxy]benzyl}-(2R)-2-isobutylsuccinate (18),bletistroside C (19) and dactylorhin A (20). Compounds 7,8,15,16,18—20 are screened for anti-inflammatory activity. Compounds 7,15 and 20 showed 42.5％,23.1％ and 23.6％ inhibition of NO at 50 μmol/L. Conclusion Compound 18 is identified as a novel compound and named bletistroside M;Compounds 8,11—14,16 and 19 are obtained from this plant for the first time;LC-MS showed that the main chemical constituents were batatasin Ⅲ(7),militarine (15) and dactylorhin A (20). In addition,compound 7 showed the best anti-inflammatory effects.

Pleione bulbocodioides (Franch.) Rolfeanti-inflammatory activityglucosyloxybenzyl 2-isobutylmalatesbatatasin Ⅲbletistroside M

周泽琴、李汉芬、胡江苗

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中国科学院昆明植物研究所植物化学与天然药物重点实验室,云南 昆明 650201

中国科学院大学,北京 100049

独蒜兰 抗炎活性 2-异丁基苹果酸葡萄糖氧基苄酯苷 山药素Ⅲ 白及琥珀酯苷M

2025

10.7501/j.issn.0253-2670.2025.01.003

中草药
天津药物研究院,中国药学会

中草药

北大核心
影响因子：1.632
ISSN：0253-2670
年,卷(期)：2025.56(1)