Skip to main content
SpringerLink
Log in

In vitro cytotoxic potential of newly synthesized furo[3,2-c]pyran-4-one derivatives in cultured human lymphocytes

  • Original Research
  • Published:
Cytotechnology Aims and scope Submit manuscript

Abstract

The in vitro cytotoxic potentials of Furo[3,2-c]pyran-4-one derivatives in human lymphocytes were investigated. Blood samples were obtained from six healthy donors, non-smoking volunteers, which were incubated and exposed to increasing concentrations (0.05, 0.1, 0.5, 1 and 2 mg/mL) of Furo[3,2-c]pyran-4-one derivatives which are methyl 2-methoxy-7-(4-methylbenzoyl)-6-(4-methylphenyl)-4-oxo-4H-furo[3,2-c]pyran-3-carboxylate (1a) and methyl 2-methoxy-7-(4-methoxybenzoyl)-6-(4-methoxyphenyl)-4-oxo-4H-furo[3,2-c]pyran-3-carboxylate (1b). Compounds 1a and 1b induced micronucleus, mitotic and replication indexes in human lymphocytes (1 and 2 mg/mL). The increases of micronucleus, mitotic and replication indexes show that compounds at high concentrations may become cytotoxic, genotoxic and carcinogenic.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5

Similar content being viewed by others

References

  • Aramaki Y, Kazuhiro C, Masahiro T (1995) Spiro-lactones, hyperolactone A-D from Hypericum chinense. Phytochemistry 38:1419–1421

    Article  CAS  Google Scholar 

  • Arslan M, Topaktas M, Rencuzogullari E (2008) The effects of boric acid on sister chromatid exchanges and chromosome aberrations in cultured human lymphocytes. Cytotechnology 56:91–96

    Article  CAS  Google Scholar 

  • Balunas MJ, Kinghorn AD (2005) Drug discovery from medicinal plants. Life Sci 78:431–441

    Article  CAS  Google Scholar 

  • Carvalho MB (1997) Historia natural do cancer da cavidade oral. In: Rapopart A (ed) Cancer da Boca. Pancast, Sao Paulo, pp 17–29

    Google Scholar 

  • Desai SS, Ghaisas SD, Jakhi SD, Bhide SV (1996) Cytogenetic damage in exfoliated oral muosa cells and circulating lymphocytes of patients suffering from precancerous oral lesions. Cancer Lett 109:9–14

    Article  CAS  Google Scholar 

  • Dong Y, Shi Q, Nakagawa-Goto K, Wua P, Morris-Natschke SL, Brossia A, Bastow KF, Lang J, Hung M, Lee K (2010) Antitumor agents 270. Novel substituted 6-phenyl-4H-furo[3,2-c]pyran-4-one derivatives as potent and highly selective anti-breast cancer agents. Bioorgan Med Chem 18:803–808

    Article  CAS  Google Scholar 

  • Eroğlu HE, Aksoy A, Hamzaoğlu E, Budak Ü, Albayrak S (2009) Cytogenetic effects of nine Helichrysum taxa in human lymphocytes culture. Cytotechnology 59:65–72

    Article  Google Scholar 

  • Fenech M (2000) The in vitro micronucleus technique. Mutat Res 455:81–95

    CAS  Google Scholar 

  • Fenech M, Morley AA (1985) Measurement of micronuclei in lymphocytes. Mutat Res 147:29–36

    CAS  Google Scholar 

  • Heddle JA, Hite M, Kirkhart B, Mavournin K, MacGregor JT, Newell GW, Salamone MF (1983) The induction of micronuclei as a measure of genotoxicity. A report of the US environmental protection agency Gene Tox. program. Mutat Res 123:61–118

    CAS  Google Scholar 

  • Holland NT, Duramad P, Rothman N, Figgs LW, Blair A, Hubbard A, Smith MT (2002) Micronucleus frequency and proliferation in human lymphocytes after exposure to herbicide 2, 4-dichlorophenoxyacetic acid in vitro and in vivo. Mutat Res 521:165–178

    CAS  Google Scholar 

  • Kim JP, Yun BS, Shim YK, Yoo ID (1999) Inoscavin A, a new free radical scavenger from the mushroom Inonotus xeranticus. Tetrahedron Lett 40:6643–6644

    Article  CAS  Google Scholar 

  • Koca İ, Yıldırım İ, Şahin E (2010) Multicomponent reactions of furan-2, 3-diones: synthesis and characterizations of furo[3, 2-c]pyran-4-ones. Helv Chim Acta 93:1336–1343

    Article  CAS  Google Scholar 

  • Kojima K, Ohno T, Inoue M, Mizukami H, Nagatsu A (2008) Phellifuropyranone A: a new furopyranone compound isolated from fruit bodies of wild Phellinus linteus. Chem Pharm Bull 56:173–175

    Article  CAS  Google Scholar 

  • Magedov IV, Manpadi M, Ogasawara MA, Dhawan AS, Rogelj S, Van Slambrouck S, Steelant WFA, Evdokimov NM, Uglinskii PY, Elias EM, Knee EJ, Tongwa P, Antipin MY, Kornienko A (2008) Structural simplification of bioactive natural products with multicomponent synthesis. 2. Antiproliferative and antitubulin activities of pyrano[3, 2-c]pyridones and pyrano[3, 2-c]quinolones. J Med Chem 51:2561–2570

    Article  CAS  Google Scholar 

  • Mo SY, He WY, Yang YC, Shi JG (2003) Two pyrone derivatives from fungus Phellinus igniarius. Chin Chem Lett 14:704–706

    CAS  Google Scholar 

  • Mo S, Wang S, Zhou G, Yang Y, Li Y, Chen X, Shi J (2004) Phelligridin C-F: cytotoxic pyrano[3, 2-c]pran-4-one derivatives from the fungus Phellinus linteus. J Nat Prod 67:823–828

    Article  CAS  Google Scholar 

  • Müller WU (1996) Micronuclei: a biological indicator of radiation damage. Mutat Res 366:163–169

    Google Scholar 

  • Norppa H, Luomahaara S, Heikanen H, Roth S, Sorsa M, Renzi L, Lindholm C (1993) Micronucleus assay in lymphocytes as a tool to biomonitor human exposure to aneuploidogens and clastogens. Environ Health Perspect 101:139–143

    CAS  Google Scholar 

  • Özdemir N, Dinçer M, Koca İ, Yıldırım İ, Büyükgüngör O (2009) Methyl 2-methoxy-7-(4-methylbenzoyl)-4-oxo-6-p-tolyl-4H-furo[3, 2-c]pyran-3-carboxylate: a combined experimental and theoretical investigation. J Mol Model 15:1193–1201

    Article  Google Scholar 

  • Parra VR, Mierau V, Anke T, Sterner O (2006) Niveulone, a heterocyclic spiro terpenoid from the ascomycete Dasyscyphus niveus. J Antibiot 59:57–60

    Article  Google Scholar 

  • Ramirez A, Gatta’s GJF, Carvalho MB, Rapopport A, Saldanha PH (1999) Clinical implications of micronuclei frequency as a biomonitor for alcoholic patients with oral carcinomas. In: Varma AK (ed) Oral oncology. MacMillan, New York, pp 199–204

    Google Scholar 

  • Saklani A, Kutty SK (2008) Plant-derived compounds in clinical trials. Drug Discov Today 13:161–171

    Article  CAS  Google Scholar 

  • Scarpato R, Migliore L (1996) Comparison of spontaneous structural chromosome aberration frequency in 48 h-cultured human lymphocytes mitotically arrested by different colcemid treatments. Mutat Res 361:35–39

    Google Scholar 

  • Seitz HK, Poschl G, Simannowski UA (1998) Alcohol and cancer. Recent Dev Alcohol 14:67–95

    Article  CAS  Google Scholar 

  • Vuorelaa P, Leinonenb M, Saikkuc P, Tammelaa P, Rauhad JP, Wennberge T, Vuorela H (2004) Natural products in the process of finding new drug candidates. Curr Med Chem 11:1375–1389

    CAS  Google Scholar 

  • Walker PMB (1952) The mitotic index and interphase processes. Biophysics Research Unit King’s College, London

    Google Scholar 

  • Wang X, Bastow KF, Sun CM, Lin YL, Yu HJ, Don MJ, Wu TS, Nakamura S, Lee KH (2004) Antitumor agents. 239. Isolation, structure elucidation, total synthesis, and anti-breast cancer activity of neo-tanshinlactone from Salvia miltiorrhiza. J Med Chem 47:5816–5819

    Article  CAS  Google Scholar 

  • Wang X, Nakagawa-Goto K, Bastow KF, Don MJ, Lin YL, Wu TS, Lee KH (2006) Antitumor agents. 254. Synthesis and biological evaluation of novel neo-tanshinlactone analogues as potent anti-breast cancer agents. J Med Chem 49:5631–5634

    Article  CAS  Google Scholar 

  • Yavuz A, Topaktaş M, İstifli ES (2010) In vitro genotoxic effects of benzoyl peroxide in human peripheral lymphocytes. Turk J Biol 34:15–24

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Biology, Faculty of Science and Art, Bozok University, 66200, Yozgat, Turkey

    Halil Erhan Eroğlu

  2. Department of Chemistry, Faculty of Science and Art, Bozok University, 66200, Yozgat, Turkey

    İrfan Koca

  3. Department of Chemistry, Faculty of Science, Erciyes University, 38039, Kayseri, Turkey

    İsmail Yıldırım

Authors
  1. Halil Erhan Eroğlu
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. İrfan Koca
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. İsmail Yıldırım
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Halil Erhan Eroğlu.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Eroğlu, H.E., Koca, İ. & Yıldırım, İ. In vitro cytotoxic potential of newly synthesized furo[3,2-c]pyran-4-one derivatives in cultured human lymphocytes. Cytotechnology 63, 407–413 (2011). https://doi.org/10.1007/s10616-011-9358-5

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10616-011-9358-5

Keywords

Search

Navigation