Anti-tumoral activity of native compound morelloflavone in glioma

Li,Xianfeng; Ai,Hongyan; Sun,Deke; Wu,Tao; He,Jian; Xu,Zhai; Ding,Li; Wang,Ling

doi:10.3892/ol.2016.5094

Anti-tumoral activity of native compound morelloflavone in glioma

Authors:
- Xianfeng Li
- Hongyan Ai
- Deke Sun
- Tao Wu
- Jian He
- Zhai Xu
- Li Ding
- Ling Wang
View Affiliations

Affiliations: Neurosurgery Ward 2, Linyi City Yishui Central Hospital, Linyi, Shandong 276400, P.R. China, Department of Neurological Surgery Unit 1, The First Affiliated Hospital of Liaoning Medical University, Jinzhou, Liaoning 121001, P.R. China, Intensive Care Unit, Linyi Municipal People's Hospital, Linyi, Shandong 276000, P.R. China
Published online on: September 5, 2016 https://doi.org/10.3892/ol.2016.5094
Pages: 3373-3377
Copyright: © Li et al. This is an open access article distributed under the terms of Creative Commons Attribution License.

Metrics: Total Views: 0 (Spandidos Publications: | PMC Statistics: )

Metrics: Total PDF Downloads: 0 (Spandidos Publications: | PMC Statistics: )

Cited By (CrossRef): 0 citations Loading Articles...

Abstract

The aim of the study was to investigate the anti-tumoral activity of morelloflavone substances with different structures. We also studied the possible link between morelloflavone structure and its function. Various types of chromatographic techniques were used to isolate and screen morelloflavone substances from the extracts of gambogic tree trunk and the morelloflavone structures were identified by analytical techniques such as high resolution mass spectrometry and nuclear magnetism. Anti-tumoral activities of different compounds were investigated and the link between the antitumor activity and the structure of compound was exaimed. Our results showed that the isolated morelloflavone substances demonstrated a certain level of antitumor activity. The compound no. 1 had the strongest effect to inhibit glioma U87 and C6 cells followed by compound no. 2 while compound no. 5 was the weakest among them. We conducted a preliminary analysis on the structure-function relationship through the structure comparison and we concluded that the antitumor effects of morelloflavone substances with different structures were significantly different from each other. Thus, the glucose chain in C4 position of biflavone structure can enhance the antitumor activity of the compound in glioma cells. Additionally, the formation of intramolecular hydrogen bonds in biflavone compounds may also play a role in enhancing the antitumor activity and inhibition rate.

View Figures

View References

1	Johnson BE, Mazor T, Hong C, Barnes M, Aihara K, McLean CY, Fouse SD, Yamamoto S, Ueda H, Tatsuno K, et al: Mutational analysis reveals the origin and therapy-driven evolution of recurrent glioma. Science. 343:189–193. 2014. View Article : Google Scholar : PubMed/NCBI
2	Lee Titsworth W, Murad GJ, Hoh BL and Rahman M: Fighting fire with fire: the revival of thermotherapy for gliomas. Anticancer Res. 34:565–574. 2014.PubMed/NCBI
3	Mirimanoff RO: High-grade gliomas: reality and hopes. Chin J Cancer. 33:1–3. 2014. View Article : Google Scholar : PubMed/NCBI
4	Giovagnoli AR, Meneses RF, Silvani A, Milanesi I, Fariselli L, Salmaggi A and Boiardi A: Quality of life and brain tumors: what beyond the clinical burden? J Neurol. 261:894–904. 2014. View Article : Google Scholar : PubMed/NCBI
5	Ji B, Shi J, Cheng X, Zhou J, Zhou Q, Cao C and Pang J: Association analysis of two candidate polymorphisms in the tumour necrosis factor-α gene with osteoarthritis in a Chinese population. Int Orthop. 37:2061–2063. 2013. View Article : Google Scholar : PubMed/NCBI
6	Lin SZ: Era of stem cell therapy for regenerative medicine and cancers: an introduction for the special issue of Pan Pacific Symposium on Stem Cells and Cancer Research. Cell Transplant. 24:311–312. 2015. View Article : Google Scholar : PubMed/NCBI
7	Boakye PA, Brierley SM, Pasilis SP and Balemba OB: Garcinia buchananii bark extract is an effective anti-diarrheal remedy for lactose-induced diarrhea. J Ethnopharmacol. 142:539–547. 2012. View Article : Google Scholar : PubMed/NCBI
8	Castro J, Balemba OB, Blackshaw LA and Brierley SM: Garcinia buchananii bark extract inhibits nociceptors, with greater efficacy during inflammation. Gastroenterology. 140(Suppl 1): S8662011.
9	Kisangau DP, Lyaruu HV, Hosea KM and Joseph CC: Use of traditional medicines in the management of HIV/AIDS opportunistic infections in Tanzania: a case in the Bukoba rural district. J Ethnobiol Ethnomed. 3:29–37. 2007. View Article : Google Scholar : PubMed/NCBI
10	Ye ZN, Yu MY, Kong LM, Wang WH, Yang YF, Liu JQ, Qiu MH and Li Y: Biflavone Ginkgetin, a novel Wnt inhibitor, suppresses the growth of medulloblastoma. Nat Prod Bioprospect. 5:91–97. 2015. View Article : Google Scholar
11	Pang X, Yi T, Yi Z, Cho SG, Qu W, Pinkaew D, Fujise K and Liu M: Morelloflavone, a biflavonoid, inhibits tumor angiogenesis by targeting rho GTPases and extracellular signal-regulated kinase signaling pathways. Cancer Res. 69:518–525. 2009. View Article : Google Scholar : PubMed/NCBI
12	Vandamme M, Robert E, Pesnel S, Barbosa E, Dozias S, Sobilo J, Lerondel S, Le Pape A and Pouvesle JM: Antitumor effect of plasma treatment on U87 glioma xenografts: preliminary results. Plasma Process Polym. 7:264–273. 2010. View Article : Google Scholar
13	Li XQ, Ouyang ZG, Zhang SH, Liu H, Shang Y, Li Y and Zhen YS: Synergistic inhibition of angiogenesis and glioma cell-induced angiogenesis by the combination of temozolomide and enediyne antibiotic lidamycin. Cancer Biol Ther. 15:398–408. 2014. View Article : Google Scholar : PubMed/NCBI
14	Stark TD, Losch S, Frank O, Balemba OB and Hofmann T: Purification procedure for (2R,3S,2′R,3′R)-manniflavanone and its minor (2R,3S,2′S,3′S)-isomer from Garcinia buchananii stem bark extract. Eur Food Res Technol. 240:1075–1080. 2015. View Article : Google Scholar
15	Xu G, Kan WL, Zhou Y, Song JZ, Han QB, Qiao CF, Cho CH, Rudd JA, Lin G and Xu HX: Cytotoxic acylphloroglucinol derivatives from the twigs of Garcinia cowa. J Nat Prod. 73:104–108. 2010. View Article : Google Scholar : PubMed/NCBI
16	Bing L, Gao-Sheng H, Ling-Ling H, He-Yu L and Jing-Ming J: Extraction and determination of biflavone components in ginkgo leaves. Chinese Herbal Med. 17:20142014.
17	Xueping J and Keli C: Research on biflavone compounds in Selaginella moellendorfii Hieron. Chin J Pharmaceuticals. 1:20092009.
18	Lianzhu Z: Treatment and possible effect of total flavonoids of Selaginella tamariscina and amentoflavone in cognitive disorder model (unpublished PhD dissertation). Jilin University. 2013.
19	Lipeng L: Experimental research on the treatment of C6brain glioma by nimustine combined with cisplatin (unpublished Master dissertation). Tianjin Medical University. 2008.
20	Flavahan WA, Drier Y, Liau BB, Gillespie SM, Venteicher AS, Stemmer-Rachamimov AO, Suvà ML and Bernstein BE: Insulator dysfunction and oncogene activation in IDH mutant gliomas. Nature. 529:110–114. 2016. View Article : Google Scholar : PubMed/NCBI
21	Bao S, Wu Q, McLendon RE, Hao Y, Shi Q, Hjelmeland AB, Dewhirst MW, Bigner DD and Rich JN: Glioma stem cells promote radioresistance by preferential activation of the DNA damage response. Nature. 444:756–760. 2006. View Article : Google Scholar : PubMed/NCBI