中草药

构树枝条的化学成分及其PEL细胞毒活性研究

PDF下载

中草药 | 化学成分 2026,57(10): 3709-3719

收起

中草药 |化学成分 2026 , 57 (10) : 3709 -3719

构树枝条的化学成分及其PEL细胞毒活性研究

全屏

王佳乐¹, 高丛西², 刘兴行², 王扣², 周衍衡^1,3

作者信息

通讯作者:

王扣

作者简介:

王佳乐: 王佳乐,硕士研究生,研究方向为天然化合物抗肿瘤活性研究。E-mail:wang996601@163.com 高丛西: 高丛西,硕士研究生,研究方向为天然药物化学。E-mail:3502812715@qq.com

Chemical constituents from branches of Broussonetia papyrifera and their cytotoxic activity against primary effusion lymphoma cells

WANG Jiale, GAO Congxi, LIU Xinghang, WANG Kou, ZHOU Yanheng

Affiliations

doi: 10.7501/j.issn.0253-2670.2026.10.004

文章导航

摘要

收起

目的研究构树Broussonetia papyrifera枝条的化学成分，从中筛选具有原发性渗出性淋巴瘤（primary effusion lymphoma，PEL）细胞毒活性的化合物。方法采用硅胶、RP-18、Sephadex LH-20凝胶、MCI柱色谱及高效液相色谱等方法进行分离纯化，通过波谱技术进行结构鉴定。运用CCK-8法评估化合物对PEL细胞系（BC-3、BCBL-1）的毒性，利用流式细胞术等技术分析化合物对细胞凋亡及细胞周期的影响。结果从构树枝提取物中分离鉴定出19个化合物，分别鉴定为楮树黄酮醇B（1）、8-异戊烯基槲皮素-3-甲醚（2）、二氢槲皮素（3）、甘草素（4）、(＋)-梣皮树脂醇（5）、(＋)-丁香树脂酚（6）、dadahol B（7）、diospyrosin（8）、蛇菰宁（9）、5-甲氧基蛇菰宁（10）、isokhellactone（11）、紫花前胡内酯（12）、芸香霉素（13）、smyrindiol（14）、异紫花前胡内酯（5）、8-甲氧基异紫花前胡内酯（16）、7-去甲基软木花椒素（17）、伞形花内酯（18）、反式对羟基桂皮酸二十六烷酯（19）。化合物1、7和17能显著抑制PEL细胞活性，其中7对BC-3和BCBL-1细胞的半数抑制浓度（half inhibitory concentration，IC₅₀）分别为16.05、16.90μmol/L。进一步检测发现7可显著诱导PEL细胞凋亡并阻滞细胞周期。结论化合物8、17和19为首次在桑科植物中分离得到，化合物9～11和13为首次从构属植物中分离得到。化合物7通过诱导PEL细胞凋亡并阻滞细胞周期发挥抗PEL细胞活性。

关键词

构树 / dadahol B / diospyrosin / 7-去甲基软木花椒素 / 反式对羟基桂皮酸二十六烷酯 / 原发性渗出性淋巴瘤 / 细胞毒活性

Abstract

收起

Objective To investigate the chemical constituents of the branches of Broussonetia papyrifera and screen for compounds with cytotoxic activity against primary effusion lymphoma (PEL) cells. Methods The compounds were isolated and purified by various chromatographic techniques including silica gel, RP-18, Sephadex LH-20, and MCI column chromatographies, as well as high-performance liquid chromatography (HPLC). Their structures were identified by spectroscopic methods. The cytotoxicity of the isolates against PEL cell lines (BC-3 and BCBL-1) was evaluated using the CCK-8 assay. The effects of active compounds on cell apoptosis and cell cycle distribution were analyzed by flow cytometry. Results Nineteen compounds were isolated and identified as broussoflavonol B (1), 8-prenylquercetin-3-methyl ether (2), taxifolin (3), liquiritigenin (4), (＋)-medioresinol (5), (＋)-syringaresinol (6), dadahol B (7), diospyrosin (8), balanophonin (9), 5-methoxybalanophonin (10), isokhellactone (11), nodakenetin (12), rutamarin (13), smyrindiol (14), marmesin (15), 8-methoxymarmesin (16), 7-demethylsuberosin (17), umbelliferone (18), and n-hexacosyl (E)-p-coumarate (19). Compounds 1,7 and 17 exhibited significant inhibitory activity against PEL cells. Among them, compound 7 showed half-maximal inhibitory concentration (IC₅₀) values of 16.05 and 16.90 μmol/L against BC-3 and BCBL-1 cells, respectively. Further studies indicated that compound 7 could notably induce apoptosis and arrest cell cycle in PEL cells. Conclusion Compounds 8,17 and 19 were isolated from the Moraceae for the first time, while compounds 9—11 and 13 were obtained from the genus Broussonetia for the first time. Compound 7 exerts its anti-PEL activity by inducing cell apoptosis and blocking cell cycle progression.

Key words

Broussonetia papyrifera (L.) L'Hé / r.ex Vent / dadahol B / diospyrosin / 7-demethylsuberosin / n-hexacosyl (E)-p-coumarate / primary effusion lymphoma / cytotoxic activity

引用本文

王佳乐, 高丛西, 刘兴行, 王扣, 周衍衡. 构树枝条的化学成分及其PEL细胞毒活性研究. 中草药, 2026 , 57 (10) : 3709 -3719 . DOI: 10.7501/j.issn.0253-2670.2026.10.004

WANG Jiale, GAO Congxi, LIU Xinghang, WANG Kou, ZHOU Yanheng. Chemical constituents from branches of Broussonetia papyrifera and their cytotoxic activity against primary effusion lymphoma cells[J]. Chinese Traditional and Herbal Drugs, 2026 , 57 (10) : 3709 -3719 . DOI: 10.7501/j.issn.0253-2670.2026.10.004

基金

收起

国家自然科学基金资助项目 (82060367); 云南省中青年学术技术带头人后备人才项目 (202205AC160073); 陕西省高校优秀青年人才项目 (GXYQ004); 延安大学研究生教育创新计划项目 (YCX2024036)

参考文献

收起

文献

收起

参考文献引证文献

排序方式：

Shimada K, Hayakawa F, Kiyoi H. Biology and management of primary effusion lymphoma [J]. Blood, 2018, 132(18): 1879-1888.
Gathers D A, Galloway E, Kelemen K, et al. Primary effusion lymphoma: A clinicopathologic perspective [J]. Cancers, 2022, 14(3): 722.
Panaampon J, Okada S. Promising immunotherapeutic approaches for primary effusion lymphoma [J]. Explor Target Antitumor Ther, 2024, 5(3): 699-713.
中国药典[S]. 一部. 2025: 359.
Li Y, Huang R H, Zhang W W, et al. Medicinal potential of Broussonetia papyrifera: Chemical composition and biological activity analysis [J]. Plants, 2025, 14(4): 523.
Gao C X, Ma W J, Chen W Y, et al. Chemical constituents from the branches of Broussonetia papyrifera and their chemotaxonomic significance [J]. Biochem Syst Ecol, 2025, 123: 105097.
Guo T T, Huang K P, Wang Q F, et al. ¹H NMR guided isolation of flavans from Broussonetia papyrifera and their α-glucosidase inhibitory activity [J]. Phytochemistry, 2026, 242: 114714.
Guo T T, Wang Q F, Peng C, et al. Five undescribed 1, 3-diphenylpropanes from the leaves of Broussonetia papyrifera [J]. Phytochem Lett, 2025, 70: 104045.
Ryu H W, Lee B W, Curtis-Long M J, et al. Polyphenols from Broussonetia papyrifera displaying potent alpha-glucosidase inhibition [J]. J Agric Food Chem, 2010, 58(1): 202-208.
Wang L, Son H J, Xu M L, et al. Anti-inflammatory and anticancer properties of dichloromethane and butanol fractions from the stem bark of Broussonetia papyrifera [J]. J Korean Soc Appl Biol Chem, 2010, 53(3): 297-303.
Zeng C, Weng L K, Song Y M, et al. N-butanol extract of Broussonetia papyrifera (L.) L’Hér. ex Vent root bark alleviates atopic dermatitis by targeting E3 ubiquitin ligase WWP1 to promote NLRP3 degradation [J]. Biomed Pharmacother, 2024, 180: 117561.
楼洋, 苏诗韵, 李亚楠, 等. 构树黄酮类化合物及其PTP1B抑制活性研究[J]. 中国中药杂志, 2019, 44(1): 88-94.
Han X H, Hong S S, Hwang J S, et al. Monoamine oxidase inhibitory components from Cayratia japonica [J]. Arch Pharm Res, 2007, 30(1): 13-17.
Shim S H, Lee S Y, Kim J S, et al. Norditerpenoid alkaloids and other components from the processed tubers of Aconitum carmichaeli [J]. Arch Pharm Res, 2005, 28(11): 1239-1243.
杨燚, 师帅, 魏丹, 等. 毛冬青中木脂素类化学成分的分离与鉴定[J]. 沈阳药科大学学报, 2017, 34(6): 467-472.
成飞, 邹振兴, 姚采平, 等. 黑顶卷柏木脂素类化学成分研究[J]. 中南药学, 2017, 15(2): 146-149.
Su B N, Cuendet M, Hawthorne M E, et al. Constituents of the bark and twigs of Artocarpus dadah with cyclooxygenase inhibitory activity [J]. J Nat Prod, 2002, 65(2): 163-169.
Ma C Y, Musoke S F, Tan G T, et al. Study of antimalarial activity of chemical constituents from Diospyros quaesita [J]. Chem Biodivers, 2008, 5(11): 2442-2448.
于洋, 高昊, 戴毅, 等. 栀子中的木脂素类成分研究[J]. 中草药, 2010, 41(4): 509-514.
许蒙蒙, 段营辉, 肖辉辉, 等. 接骨木中的木脂素类化学成分及其对UMR106细胞增殖作用的影响[J]. 中国中药杂志, 2014, 39(14): 2684-2688.
Min B S. Coumarins and a polyacetylene from the roots of Angelica purpuraefolia [J]. Nat Prod Sci, 2006, 12(3): 129-133.
赵小芳, 徐博, 任杰, 等. 猴头菌-青蒿生物转化物化学成分的研究[J]. 中成药, 2019, 41(8): 1875-1879.
江程, 方晒, 李远文, 等. 臭草二氯甲烷部位化学成分研究[J]. 天然产物研究与开发, 2023, 35(9): 1518-1527.
Zou Y F, Lobera M, Snider B B. Synthesis of 2, 3-dihydro-3-hydroxy-2-hydroxylalkylbenzofurans from epoxy aldehydes. One-step syntheses of brosimacutin G, vaginidiol, vaginol, smyrindiol, xanthoarnol, and Avicenol A. Biomimetic syntheses of angelicin and psoralen [J]. J Org Chem, 2005, 70(5): 1761-1770.
陶宏, 朱恩圆, 王峥涛. 石菖蒲的化学成分[J]. 中国天然药物, 2006, 4(2): 159-160.
Wang K, Meng X H, Chai T, et al. Chemical constituents from the fruits of Zanthoxylum bungeanum and their chemotaxonomic significance [J]. Biochem Syst Ecol, 2021, 99: 104356.
吴威, 洪霖, 戴思思, 等. 土当归醋酸乙酯部位化学成分研究及抗前列腺癌活性评价[J]. 中草药, 2025, 56(6): 1903-1915.
Iyer D, Patil U K. Evaluation of antihyperlipidemic and antitumor activities of isolated coumarins from Salvadora indica [J]. Pharm Biol, 2014, 52(1): 78-85.
何康, 曹团武, 王洪玲, 等. 斜茎獐牙菜的化学成分研究[J]. 中国中药杂志, 2015, 40(20): 4012-4017.
Guo M X, Wang M L, Zhang X T, et al. Broussoflavonol B restricts growth of ER-negative breast cancer stem-like cells [J]. Anticancer Res, 2013, 33(5): 1873-1879.
Guo M X, Wang M L, Deng H, et al. A novel anticancer agent Broussoflavonol B downregulates estrogen receptor (ER)-α36 expression and inhibits growth of ER-negative breast cancer MDA-MB-231 cells [J]. Eur J Pharmacol, 2013, 714(1/2/3): 56-64.
Guo F J, Feng L, Huang C, et al. Prenylflavone derivatives from Broussonetia papyrifera, inhibit the growth of breast cancer cells in vitro and in vivo [J]. Phytochem Lett, 2013, 6(3): 331-336.
Brownstein K J, Nieukirk G E, Edwards J, et al. Neolignans isolated from industrial hemp (Cannabis sativa L.) roots have cytotoxic effects on cancer cells [J]. J Cannabis Res, 2025, 7(1): 58.
Vermeulen K, Van Bockstaele D R, Berneman Z N. The cell cycle: A review of regulation, deregulation and therapeutic targets in cancer [J]. Cell Prolif, 2003, 36(3): 131-149.
Finn R S, Rugo H S, Cortes J, et al. A decade after approval of the first CDK4/6 inhibitor: A look back at palbociclib’s journey from discovery to approval and what’s next in CDK inhibition in breast cancer [J]. Target Oncol, 2025, 20(6): 917-936.

2026年第57卷第10期

PDF下载

引用本文

BibTeX

文章信息

doi: 10.7501/j.issn.0253-2670.2026.10.004

接收时间：2025-12-27
首发时间：2026-09-09

补充材料

相关文章

文章信息

作者

出版历史

收稿日期：2025-12-27

基金

作者信息

参考文献

分享链接

https://castjournals.cast.org.cn/joweb/zcy/CN/10.7501/j.issn.0253-2670.2026.10.004

分享至

全文二维码

扫描看全文

引用本文

BibTeX

本文的引用情况

2种不同金属材料的力学参数

科 Family	属数 Number of genus	种数 Number of species	占总种数比例 Percentage of total species (%)	属 Genus	种数 Number of species	占总种数比例 Percentage of total species (%)
鹅膏菌科Amanitaceae	2	11	5.26	鹅膏菌属 Amanita	10	4.78
小菇科 Mycenaceae	2	12	5.74	丝盖伞属 Inocybe	5	2.39
多孔菌科 Polyporaceae	8	14	6.70	蜡蘑属 Laccaria	5	2.39
红菇科 Russulaceae	3	23	11.00	小皮伞属 Marasmius	6	2.87
				小菇属 Mycena	11	5.26
				光柄菇属 Pluteus	5	2.39
				红菇属 Russula	17	8.13
				栓菌属 Trametes	5	2.39

关闭全屏

BibTeX
EndNote
RefWorks
TxT