目的 研究槟榔青Spondias pinnata树皮乙醇提取物中的化学成分，并初步评价其抗炎活性。方法 利用多种色谱技术对提取物进行分离纯化，采用核磁共振等光谱学技术以及GFN2NMR和计算化学等确定化合物的结构。通过体外脂多糖（lipopolysaccharide，LPS）/γ干扰素（interferon gamma，IFN-γ）诱导的MH-S炎症模型考察新化合物的抗炎活性。结果 从槟榔青树皮乙醇提取物中分离得到10个化合物，分别鉴定为 (5R,6S)-6-[(7E,9R)-9-hydroxy-10-({(15R,16R)-17-butoxycarbonyl-15,16-dihydroxypropoxy})but-7-en-7-yl]-6-hydroxy-1,1-dimethyl- cyclohexan-3-one（1）、ampelopsisionoside（2）、(2E,4E,1¢R,3¢S, 5¢R,8¢S)-dihydrophaseic acid 3¢-O-β-D-glucopyranoside（3）、N-benzoyl-D-phenylalanine (2R)-2-(benzoylamino)-3-phenylpropyl ester（4）、异落叶松树脂醇-4-O-β-D-吡喃葡萄糖苷（5）、(+)-lyoniresin-4-yl-β-D-glucopyranoside（6）、去甲氧基荚果蕨素（7）、4¢-羟基-3-O-b-D-吡喃葡萄糖黄酮苷（8）、(2S)-2-hydroxynaringenin-4′-O-β-D-glucoside（9）、(S)-(-)-N-苯甲酰苯丙氨醇（10）。化合物1在10 μmol/L浓度下显著抑制肿瘤坏死因子（‌tumor necrosis factor-α，TNF-α）（P＜0.05）和白细胞介素-6（interleukin-6，IL-6）（P＜0.01）的表达。在20 μmol/L浓度下其能显著改善LPS/IFN-γ诱导的MH-S细胞形态变化。结论 化合物1为新化合物，命名为槟榔青素A（spondias A）；化合物2～4、7～10为首次从该属中分离得到，化合物5～6为首次从该植物中分离得到。活性实验结果表明化合物1可抑制MH-S细胞向M1表型转化，具有潜在的抗炎活性。

Objective To investigate the chemical constituents from the ethanol extract of the bark of Spondias pinnata and preliminarily evaluate their anti-inflammatory activity. Methods Various chromatographic techniques were employed to isolate and purify the constituents from the extract. Their structures were elucidated by spectroscopic methods including NMR spectroscopy, as well as GFN2NMR and computational chemistry approaches. The anti-inflammatory activity of the new compound was evaluated using an LPS/IFN-γ-induced MH-S cell inflammation model in vitro. Results Ten compounds were isolated from the ethanol extract of the bark of S. pinnata and identified as (5R,6S)-6-[(7E,9R)-9-hydroxy-10-({(15R,16R)-17-butoxycarbonyl-15,16-dihydroxypropoxy})but-7-en-7-yl]-6-hydroxy-1,1-dimethylcyclohexan-3-one (1), ampelopsisionoside (2), (2E,4E,1'R,3'S,5'R,8'S)-dihydrophaseic acid 3'-O-β-D-glucopyranoside (3), N-benzoyl-D-phenylalanine (2R)-2-(benzoylamino)-3-phenylpropyl ester (4), isolariciresinol-4-O-β-D-glucopyranoside (5), (+)-lyoniresin-4-yl-β-D-glucopyranoside (6), demethoxymatteucinol (7), 4'-hydroxy-3-O-β-D-glucopyranoside flavone (8), (2S)-2-hydroxynaringenin-4'-O-β-D-glucoside (9), and (S)-(-)-N-benzoylphenylalaninol (10). Compound 1 significantly inhibited the expression of TNF-α (P < 0.05) and IL-6 (P < 0.01) at a concentration of 10 μmol/L. Moreover, at 20 μmol/L, it markedly ameliorated the LPS/IFN-γ-induced morphological changes in MH-S cells. Conclusion Compound 1 is a new compound, named as spondias A. Compounds 2—4 and 7—10 were isolated from the genus Spondias for the first time, while compounds 5—6 were obtained from this species for the first time. The bioassay results indicate that compound 1 inhibits the transformation of MH-S cells to the M1 phenotype, suggesting its potential anti-inflammatory activity.

R284.1

国家自然科学基金项目（81202418）；黑龙江省中医药管理局科研项目（ZHY2024-134）