Abstract
This work reports the cyclic voltammetric, modulatory effect on oxidative stress markers against radiation induced oxidative stress in E. coli bacteria and antiviral activities of two bischalcone derivatives (2E,5E)-2,5-bis(3-methoxy-4-hydroxy-benzylidene)-cyclopentanone (B1) and (2E,5E)-2,5-bis(4-fluorobenzylidene)-cyclopentanone (B2). The reducing ability of B1 and B2 was determined by cyclic voltammetry. The anodic peak current i pa and anodic peak potential Epa of B1 and B2 were −154.7, −99 μA, and −0.15 V, 0.0125 V, respectively. The low anodic current and low anodic peak potential imply the good reducing ability of the molecules. The radioprotective effect of bischalcones was studied by gamma radiation induced oxidative stress in E. coli K12 at 0.2 and 0.4 Gy. The bacteria samples treated with B1 and irradiated showed diminished level of TBARS, an oxidative stress marker. The levels of SOD and CAT antioxidant enzymes were brought to near basal level for B1 treated and irradiated bacteria with respect to the control. The protective effect of the bischalcone derivatives against radiation was further supported by determining colony forming units (CFU) of bacteria in pre- and post-irradiated samples. Further, B2 showed 73.69% of inhibition of buffalopox virus and camelpox virus.
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Aebi H (1984) Catalase in vitro. Meth Enzymol 105:121–125
Aleksandra S, Dragan M, Dejan S, Marija T (2007) Electrochemical behavior and antioxidant and prooxidant activity of natural phenolics. Molecules 12:2327–2340
Bhanuprakash V, Hosamani M, Balamurgan V, Gandhale P, Ram ND, Swarup D, Singh RK (2008) In vitro antiviral activity of plant extracts on goatpox virus replication. Ind J Exp Biol 46:120–127
Bhanuprakash V, Balamurugan V, Hosamani M, Venkatesan G, Chauhan B, Srinivasan VA, Chauhan RS, Pathak KM, Singh RK (2010a) Isolation and characterization of Indian isolates of camel pox virus. Trop Anim Health Prod 42(6):1271–1275
Bhanuprakash V, Prabhu M, Venkatesan G, Balamurugan V, Hosamani M, Pathak KM, Singh RK (2010b) Camelpox: epidemiology, diagnosis and control measures. Expert Rev Anti Infect Ther 8(10):1187–1201
Bhanuprakash V, Venkatesan G, Balamurugan V, Hosamani M, Yogisharadhya R, Gandhale P, Reddy KV, Damle AS, Kher HN, Chandel BS, Chauhan HC, Singh RK (2010c) Zoonotic infections of buffalopox in India. Zoonoses Public Health 57(7–8):e149–e155
Breman JG, Henderson DA (1998) Poxvirus dilemmas-monkeypox, small pox, and biological terrorism. N Engl J Med 339:556
Cadenas E, Packer L (eds) (1996) Hand book of antioxidants. Plenum Publishers, New York
Coetzer JAW, Tustin RC (2004) Poxviridae. In: Infectious diseases of livestock, vol 2. Oxford University Press, Southern Africa, pp 1265–1267
Darshan Raj CG, Sarojini BK, Ramakrishna MK, Ramesh SR, Manjunatha H (2011) In vivo peritoneal antiangiogenesis and in vitro antiproliferative properties of some bischalcone derivatives. Med Chem Res. doi:10.1007/s00044-011-9551-2
Devasagayam TPA, Tilak JC, Boloor KK, Ketaki SS, Saroj SG, Lele RD (2004) Free radicals and antioxidants in human health: current status and future prospects. J Assoc Physicians India 52:794–804
Gilbert O, Kumara SBE, Chandra U, Sherigara BS (2009) Simultaneous detection of dopamine and ascorbic acid using polyglycine modified carbon paste electrode: a cyclic voltammetric study. J Electroanal Chem 636:80–85
Gonçalves JLS, Lopes RC, Oliveira DB, Costa SS, Miranda MMFS, Romanos MTV, Santos NSO, Wigg MD (2005) In vitro anti-rotavirus activity of some medicinal plants used in Brazil against diarrhea. J Ethnopharmacol 99:403–407
Halliwell B, Aruoma OI (eds) (1993) DNA and free radicals. CRC Press, Boca Raton
Jaakkola K, Lahteenmaki P, Laakso J, Harju E, Tykka H, Mahlberg K (1992) Treatment with antioxidant and other nutrients in combination with chemotherapy and irradiation in patients with small-cell lung cancer. Anticancer Res 12:599–606
Kakkar BD, Viswanathan PN (1984) A modified spectrophotometric assay of superoxide dismutase (SOD). Ind J Biochem Biophys 21:130–132
Lamson DW, Brignall MS (1999) Antioxidants in cancer therapy; their actions and interactions with oncologic therapies. Altern Med Rev 4:304–329
Niranjana E, Kumara Swamy BE, Raghavendra RN, Sherigara BS, Jayadevappa H (2009) Electrochemical investigations of potassium ferricyanide and dopamine by sodium dodecyl sulfate modified carbon paste electrode: a cyclic voltammetric study. J Electroanal Chem 631:1–9
Preetha A, Sherin GT, Ajaikumar BK, Chitra S, Kuzhuvelil BH, Bokyung S, Sheeja TT, Krishna M, Indira KP, Kallikat NR, Bharat BA (2008) Biological activities of curcumin and its analogues (Congeners) made by man and Mother Nature. Biochem Pharmacol 76:1590–1611
Priyadarsini KI, Maity DK, Naik GH, Kumar MS, Unnikrishnan MK, Satav JG, Mohan H (2003) Role of phenolic OH and methylene hydrogen on the free radical reaction and antioxidant activity of curcumin. Free Radic Biol Med 35:475–484
Ravindranath V, Chandrasekhara N (1980) Absorption and tissue distribution of curcumin in rats. Toxicology 16:259–265
Ruby AJ, Kuttan G, Dinesh BK, Rajasekharan KN, Kuttan R (1995) Antitumor and antioxidant activity of natural curcuminoids. Cancer Lett 94:79–83
Sidwell RW, Smee DF (2000) In vitro and in vivo assay systems for study of influenza virus inhibitors. Antiviral Res 48:1–16
Sies H (ed) (1996) Antioxidants in disease, mechanisms and therapy. Academic Press, New York
Singh RK, Hosamani M, Balamurugan V, Satheesh CC, Shingal KR, Tatwarti SB, Bambal RG, Ramteke V, Mahendra PY (2006) An outbreak of buffalopox in buffalo (Bubalus bubalis) dairy herds in Aurangabad, India. Rev Sci Tech 25:981–987
Singh RK, Hosamani M, Balamurugan V, Bhanuprakash V, Rasool TJ, Yadav MP (2007) Buffalopox: an emerging and re-emerging zoonosis. Anim Health Res Rev 8(1):105–114
Song EK, Cho H, Kim JS, Kim NY, An NH, Kim JA, Lee SH, Kim YC (2001) Diarylheptanoids with free radical scavenging and hepato protective activity in vitro from Curcuma longa. Planta Med 67:876–877
Strunecká A, Patočka J, Connett P (2004) Fluorine in medicine. J Appl Biomed 2:141–150
Subramanian M, Sreejayan N, Rao MNA, Devasagayam TPA, Singh BB (1994) Diminution of singlet oxygen induced DNA damage by curcumin and related antioxidants. Mutat Res 311:249–255
Unnikrishnan MK, Rao MNA (1995) Inhibition of nitric-induced oxidation of hemoglobin by curcuminoids. Pharmazie 50:490–492
Venkatesan G, Balamurugan V, Prabhu M, Yogisharadhya R, Bora DP, Gandhale PN, Siva Sankar MS, Kulkarni AM, Singh RK, Bhanuprakash V (2010) Emerging and re-emerging zoonotic buffalopox infection: a severe outbreak in Kolhapur (Maharashtra), India. Vet Ital 46(4):439–448
Vogel AI (1989) Vogel’s text book of practical organic chemistry, 5th edn. Longman Group UK, Harlow
Yoshikawa T, Toyokuni S, Yamamoto Y, Naito Y (eds) (2000) Free radicals in chemistry biology and medicine. OICA International, London, pp 215–228
Zavala MA, Perez GS, Perez GRM (1997) Antimicrobial screening of some medicinal plants. Phytother Res 11:368–371
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B. K. Sarojini gratefully acknowledges the Department of Atomic Energy (DAE)/BRNS, Government of India for providing financial assistance in the BRNS Project (No. 2008/34/05-BRNS/457).
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Darshan Raj, C.G., Sarojini, B.K., Bhanuprakash, V. et al. Studies on radioprotective and antiviral activities of some bischalcone derivatives. Med Chem Res 21, 2671–2679 (2012). https://doi.org/10.1007/s00044-011-9793-z
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DOI: https://doi.org/10.1007/s00044-011-9793-z