Anti-tumor activity and linear-diarylheptanoids of herbal couple Curcumae Rhizoma-Sparganii Rhizoma and the single herbs

被引:26
作者
Chang, Yan-Li [1 ]
Xu, Guan-Ling [1 ]
Wang, Xiao-Ping [1 ]
Yan, Xin [1 ]
Xu, Xiao [1 ]
Li, Xiao [1 ]
Chen, Zi-Kang [1 ]
Ren, Xuan [1 ]
Chen, Xi-Qin [1 ]
Zhang, Jing-Han [1 ]
Wang, Xiu-Huan [1 ]
Ren, Xue-Yang [1 ]
Liu, Xiao-Yun [1 ]
Wang, Yu [1 ]
Sun, Si-Qi [1 ]
Li, Xiang [1 ]
She, Gai-Mei [1 ]
机构
[1] Beijing Univ Chinese Med, Sch Chinese Pharm, Beijing 100102, Peoples R China
关键词
Curcumae Rhizoma and Sparganii Rhizoma; Herbal couple; Linear-diarylheptanoids; Anti-tumor activity; Fragmentation pathways; PEROXIDE PRESOAKING PRIOR; ESSENTIAL OIL; PERFORMANCE; IDENTIFICATION; CONSTITUENTS; KWANGSIENSIS; PRETREATMENT; GLUCOSIDES; MEDICINE;
D O I
10.1016/j.jep.2019.112465
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Ethnopharmacological relevance: Curcumae Rhizoma and Sparganii Rhizoma (CR-SR) are the classical herbal couple for activating blood circulation and treating tumor in clinics. Aim of the study: To investigate the anti-tumor activity and to clarify the bioactive ingredients of herbal couple CR-SR and the single herbs Curcumae Rhizoma (CR) and Sparganii Rhizoma (SR). Materials and methods: The active fractions of CR-SR decoction were fractioned by column chromatography. And isolated compounds were characterized by IR, ESI-MS, 1D and 2D-NMR techniques. Detecting linear-diarylheptanoids in CR-SR, CR and SR was realized through UPLC-LTQ-Orbitrap MSn, based on the fragmentation pathways established in this study, comparison with MS data of isolated compounds and references. The antitumor activities of different solvent fractions from CR-SR, CR and SR, as well as isolated ingredients were tested by CCK-8 method. Results: Ultimately, a new compound (1), having a sulfonic acid group at C-3, named demethoxyshogasulfonic acid, along with another structurally similar 17 known linear-diarylheptanoids were isolated. These linear-diarylheptanoids (1-18) were divided into 12 categories based on the differences of substituents at C-3 and C-5 on the straight chain of seven carbons. Six fragmentation pathways were established by summarizing MS data of the 18 isolated compounds collected from UPLC-MS. Based on that, and retention times and MS fragmentation ions, 47 linear-diarylheptanoids were identified in CR-SR and CR, in which 12 linear-diarylheptanoids were also detected in SR. Most importantly, 5 sulfonated linear-diarylheptanoids were new compounds detected in CR and CR-SR. And the biological assay indicated that compounds 1-4 and 12-15 significantly reduced the proliferation and inhibited colony formation of MCF-7 and HepG2 cells. Conclusion: The new compound (1) exhibited good anti-cancer activity, which suggests that a great effort has to be paid to investigate the bioactivity of sulfonated compounds. The fractions of CR-SR decoction exhibited stronger anti-tumor activities than that of CR and SR against 5 different cancer cells. As for chemical composition, it is the first time to report that diarylheptanoids are in Sparganiaceae and the sulfonated compounds in Zingiberaceae. Moreover, the linear-diarylheptanoids found in SR which being tested to possess good anti-tumor activity, plus those compounds in CR enhance the capacity of CR-SR. It shows importance of TCM compatibility.
引用
收藏
页数:15
相关论文
共 66 条
[1]   Blepharocalyxins C-E, three new dimeric diarylheptanoids, and related compounds from the seeds of Alpinia blepharocalyx [J].
Ali, MS ;
Tezuka, Y ;
Banskota, AH ;
Kadota, S .
JOURNAL OF NATURAL PRODUCTS, 2001, 64 (04) :491-496
[2]  
[Anonymous], [No title captured]
[3]  
[Anonymous], [No title captured]
[4]  
[Anonymous], [No title captured]
[5]  
[Anonymous], [No title captured]
[6]  
[Anonymous], [No title captured]
[7]  
[Anonymous], [No title captured]
[8]  
[Anonymous], [No title captured]
[9]  
[Anonymous], [No title captured]
[10]  
[Anonymous], [No title captured]