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Redifferentiation of human hepatoma cells (SMMC-7721) induced by two new highly oxygenated bisabolane-type sesquiterpenes

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Abstract

Bisabolane-type sesquiterpenes are a class of biologically active compounds that has antitumour, antifungal, antibacterial, antioxidant and antivenom properties. We investigated the effect of two new highly oxygenated bisabolane-type sesquiterpenes (HOBS) isolated from Cremanthodium discoideum (C. discoideum) on tumour cells. Our results showed that HOBS induced morphological differentiation and reduced microvilli formation on the cell surface in SMMC-7721 cells. Flow cytometry analysis demonstrated that HOBS could induce cell-cycle arrest in the G1 phase. Moreover, HOBS was able to increase tyrosine-α-ketoglutarate transaminase activity, decrease α foetoprotein level and γ-glutamyl transferase activity. In addition, we found that HOBS inhibited the anchorageindependent growth of SMMC-7721 cells in a dose-dependent manner. Taken together, all the above observations indicate that HOBS might be able to normalize malignant SMMC-7721 cells by inhibiting cell proliferation and inducing redifferentiation.

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Abbreviations

AFP:

α-foetoprotein

DMSO:

dimethysulphoxide

ELISA:

enzyme-linked immunosorbent assay

FBS:

foetal bovine serum

γ-GT:

γ-glutamyl transferase

HOBS:

highly oxygenated bisabolane-type sesquiterpenes

PBS:

phosphate buffered saline

PI:

propidium iodide

TAT:

tyrosine-α-ketoglutarate transaminase

References

  • Catalano M G, Fortunati N, Pugliese M, Costantino L, Poli R, Bosco O and Boccuzzi G 2005 Valproic acid induces apoptosis and cell cycle arrest in poorly differentiated thyroid cancer cells; J. Clin. Endocrinol. Metab. 90 1383–1389

    Article  CAS  PubMed  Google Scholar 

  • Collins K, Jacks T and Pavletich N P 1997 The cell cycle and cancer; Proc. Natl. Acad. Sci. U S A 94 2776–2778

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Denyer C V, Jackson P, Loakes D M, Ellis M R and Young D A B 1994 Isolation of antirhinoviral sesquiterpenes from ginger (Zingiber officinale); Journal of Natural Products 57 658–662

    Article  CAS  PubMed  Google Scholar 

  • Diamondstone T I 1966 Assay of tyrosine transaminase activity by conversion of hydroxybenzaldehyde; Anal. Biochem. 16 395–401

    Article  CAS  Google Scholar 

  • El-Metwally T H and Pour P M 2007 The retinoid induced pancreatic cancer redifferentiation-apoptosis sequence and the mitochondria: a suggested obligatory sequence of events; Jop 8 268–278

    PubMed  Google Scholar 

  • Ghadially F N 1988 Ultrastructural pathology of the cell and matrix (London: Butterworth-Heinemann Publishing)

    Google Scholar 

  • Guo B Z 1987 The economic flora of Qinghai (**’ning, P RChina: Qinghai People’s Press)

    Google Scholar 

  • Ingber D, Fujita T, Kishimoto S, Sudo K, Kanamaru T, Brem H and Folkman J 1990 Synthetic analogs of fumagillin that inhibit angiogenesis and suppress tumor-growth; Nature 348 555–557

    Article  CAS  PubMed  Google Scholar 

  • Isaac O 1979 Pharmacological investigations with compounds of chamomile. 1. Pharmacology of (−)-alpha-bisabolol and bisabolol oxides (review); Planta Medica 35 118–124

    Article  CAS  PubMed  Google Scholar 

  • Ishii Y, Kasukabe T and Honma Y 2005 Immediate up-regulation of the calcium-binding protein S100P and its involvement in the cytokinin-induced differentiation of human myeloid leukemia cells; Biochim. Biophys. Acta 1745 156–165

    Article  CAS  PubMed  Google Scholar 

  • Itokawa H, Hirayama F, Funakoshi K and Takeya K 1985 Studies on the antitumor bisabolane sesquiterpenoids isolated from Curcuma xanthorrhiza; Chemical & Pharmaceutical Bulletin 33 3488–3492

    Article  CAS  Google Scholar 

  • Kang J H, Shi Y M and Zheng R L 1999 Effects of ascorbic acid on human hepatoma cell proliferation and redifferentiation; Acta Pharmacologica Sinica 20 1019–1024

    CAS  PubMed  Google Scholar 

  • Kang J H, Shi Y M and Zheng R L 2000 Effects of ascorbic acid and DL-alpha-tocopherol on human hepatoma cell proliferation and redifferentiation; Acta Pharmacologica Sinica 21 348–352

    CAS  PubMed  Google Scholar 

  • Kang J H, Wei Y M and Zheng R L 2001 Effect of diethyldithiocarbamate on proliferation, redifferentiation, and apoptosis of human hepatoma cells; Acta Pharmacologica Sinica 22 785–792

    CAS  PubMed  Google Scholar 

  • Kotnis A, Sarin R and Mulherkar R 2005 Genotype, phenotype and cancer: role of low penetrance genes and environment in tumour susceptibility; J. Biosci. 30 93–102

    Article  CAS  PubMed  Google Scholar 

  • Lowry O H, Rosbrough N J, Farr A L, and Randall R J 1951 Protein measurement with the folin phenol reagent; J. Biol. Chem. 193 265–275

    CAS  PubMed  Google Scholar 

  • Li Q F and Wang D Y 1990 [The differentiation of human gastric adenocarcinoma cell line MGc80-3 induced by dibutyryl cAMP in vitro]; Shi Yan Sheng Wu Xue Bao 23 167–175

    CAS  PubMed  Google Scholar 

  • Odashima S, Ota T, Fujikawa-Yamamoto K and Abe H 1989 [Induction of phenotypic reverse transformation by plant glycosides in cultured cancer cells]; Gan To Kagaku Ryoho 16 (4 Pt 2-2) 1483–1489

    CAS  PubMed  Google Scholar 

  • Pan J, Zhang Q, Zhao C Y and Zheng R L 2004 Redifferentiation of human hepatoma cells induced by synthesized coumarin; Cell Biol. Int. 28 329–333

    Article  CAS  PubMed  Google Scholar 

  • Pardee A B 1989 G1 events and regulation of cell proliferation; Science 246 603–608

    Article  CAS  PubMed  Google Scholar 

  • Pitot H C, Glauert H P and Hanigan M 1985 The significance of selected biochemical markers in the characterization of putative initiated cell populations in rodent liver; Cancer Lett. 29 1–14

    Article  CAS  PubMed  Google Scholar 

  • Ren J G, Zheng R L, Shi Y M, Gong B and Li J F 1998 Apoptosis, redifferentiation and arresting proliferation simultaneously triggered by oxidative stress in human hepatoma cells; Cell Biol. Int. 22 41–49

    Article  CAS  PubMed  Google Scholar 

  • Short S C, Suovuori A, Cook G, Vivian G and Harmer C 2004 A phase II study using retinoids as redifferentiation agents to increase iodine uptake in metastatic thyroid cancer; Clin. Oncol. (R. Coll. Radiol.) 16 569–574

    Article  CAS  Google Scholar 

  • Sun Y X, Zheng Q S, Li G, Guo D A and Wang Z R 2006 Mechanism of ascorbic acid-induced reversion against malignant phenotype in human gastric cancer cells; Biomed. Environ. Sci. 19 385–391

    CAS  PubMed  Google Scholar 

  • Yang Y C 1991 The medico-flora of Tibet (**’ning, P R China: Qinghai People’s Press)

    Google Scholar 

  • Yao D F and Dong Z Z 2007 Hepatoma-related gamma-glutamyl transferase in laboratory or clinical diagnosis of hepatocellular carcinoma; Hepatobiliary Pancreat. Dis. Int. 6 9–11

    CAS  PubMed  Google Scholar 

  • Ye C L, Liu J W, Wei D Z, Lu Y H and Qian F 2004 In vitro anti-tumor activity of 2′,4′-dihydroxy-6′-methoxy-3′,5′-dimethylchalcone against six established human cancer cell lines; Pharmacol. Res. 50 505–510

    Article  CAS  PubMed  Google Scholar 

  • Yeoh G C, Bennett F A and Oliver I T 1979 Hepatocyte differentiation in culture. Appearance of tyrosine aminotransferase; Biochem. J. 180 153–160

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Zheng Q S, Zhang Y T and Zheng R L 2002 Ascorbic acid induces redifferentiation and growth inhibition in human hepatoma cells by increasing endogenous hydrogen peroxide; Pharmazie 57 753–757

    CAS  PubMed  Google Scholar 

  • Zhu Y, Yang L and Jia Z J 1999 Novel highly oxygenated bisabolane sesquiterpenes from Cremanthodium discoideum; Journal of Natural Products 62 1479–1483

    Article  CAS  PubMed  Google Scholar 

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Authors and Affiliations

  1. School of Life Sciences, Lanzhou University, Lanzhou, 730000, P R China

    Ruidong Miao, Juan Wei, Qi Zhang, **bo Yang & Qin Wang

  2. Department of Molecular Genetics, Lerner Research Institute, The Cleveland Clinic Foundation, Cleveland, OH, 44195, USA

    Venkateswara Sajja & **bo Yang

Authors
  1. Ruidong Miao
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  2. Juan Wei
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  3. Qi Zhang
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  4. Venkateswara Sajja
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  5. **bo Yang
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  6. Qin Wang
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Correspondence to **bo Yang or Qin Wang.

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Miao, R., Wei, J., Zhang, Q. et al. Redifferentiation of human hepatoma cells (SMMC-7721) induced by two new highly oxygenated bisabolane-type sesquiterpenes. J. Biosci. 33, 723–730 (2008). https://doi.org/10.1007/s12038-008-0092-x

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  • DOI: https://doi.org/10.1007/s12038-008-0092-x

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