Changes in the phenolic and lipophilic composition, in the enzyme inhibition and antiproliferative activity of Ficus carica L. cultivar Dottato fruits during maturation

Food and Chemical Toxicology

Volumn 50, Issue 3-4, 2012, Pages 726-733

  Marrelli, Mariangela ^a   Menichini, Federica ^b   Statti, Giancarlo A ^a   Bonesi, Marco ^a   Duez, Pierre ^c   Menichini, Francesco ^a   Conforti, Filomena ^a  

^a UNIVERSITY OF CALABRIA   (Italy)

^b ITALIAN MEDICINES AGENCY   (Italy)

^c UNIVERSITÉ LIBRE DE BRUXELLES   (Belgium)

Author keywords

Antioxidant; Antiproliferative; Coumarins; Phenologic stage

Indexed keywords

ANTIMITOTIC AGENT; COUMARIN DERIVATIVE; FATTY ACID ESTER; FICUS CARICA EXTRACT; FUROCOUMARIN DERIVATIVE; PHENOL; PIMPINELLIN; PLANT EXTRACT; PYRANOCOUMARIN DERIVATIVE; RUTARENIN; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

ANTIOXIDANT ACTIVITY; ANTIPROLIFERATIVE ACTIVITY; ARTICLE; BIOCHEMICAL COMPOSITION; CANCER INHIBITION; CELL ASSAY; CONCENTRATION RESPONSE; CONTROLLED STUDY; CULTIVAR; DRUG CYTOTOXICITY; ENZYME INHIBITION; FIG; IC 50; LIPID PEROXIDATION; LIPOPHILICITY; MELANOMA CELL; PHOTOACTIVATION; PHYTOCHEMISTRY; PLANT DEVELOPMENT; PLANT RESPONSE;

ANTIOXIDANTS; CELL LINE, TUMOR; CELL PROLIFERATION; CHROMATOGRAPHY, GAS; ENZYME INHIBITORS; FICUS; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; HUMANS; LIPASE; LIPIDS; PHENOLS; PHOTOSENSITIZING AGENTS; PLANT EXTRACTS;

FICUS CARICA;

EID: 84856419076     PISSN: 02786915     EISSN: 18736351     Source Type: Journal    
DOI: 10.1016/j.fct.2011.12.025     Document Type: Article

References (62)

1. Acharya N.V., Wilton L.V., Shakir S.A. Safety profile of orlistat: results of a prescription-event monitoring study. Int. J. Obes. (Lond.). 2006, 30:1645-1652.
2. Allison R.R., Sibata C.H. Photodynamic therapy: mechanism of action and role in the treatment of skin disease. G. Ital. Dermatol. Venereol. 2010, 145:491-507.
3. Aruoma O.I. Methodological considerations for characterizing potential antioxidant actions of bioactive components in plant foods. Mutat. Res., Fundam. Mol. Mech. Mutagen. 2003, 523:9-20.
4. Bakkali F., Averbeck S., Averbeck D., Waomar M. Biological effects of essential oils - A review. Food Chem. Toxicol. 2008, 46:446-475.
5. Bandaranayake W.M. Bioactivities, bioactive acompounds and chemical constituents of mangrove plants. Wetlands Ecol. Manage. 2002, 10:421-452.
6. Barraja P., Diana P., Montalbano A., Dattolo G., Cirrincione G., Viola G., Vedaldi D., Dall'acqua F. Pyrrolo[2,3-h]quinolinones: a new ring system with potent photoantiproliferative activity. Bioorg. Med. Chem. 2006, 14:8712-8728.
7. Bendicho S., Trigueros M.C., Hernandez T., Martin O. Validation and comparison of analytical methods based on the release of p-nitrophenol to determine lipase activity in milk. J. Dairy Sci. 2001, 84:1590-1596.
8. Birari R.B., Bhutani K.K. Pancreatic lipase inhibitors from natural sources: unexplored potential. Drug Discov. Today 2007, 12:879-889.
9. Boffetta P., Couto E., Wichmann J., Ferrari P., Trichopoulos D., Bueno-de-Mesquita H.B., van Duijnhoven F.J.B., Büchner F.L., Key T., Boeing H., Nõthlings U., Linseisen J., Gonzalez C.A., Overvad K., Nielsen M.R.S., Tjónneland A., Olsen A., Clavel-Chapelon F., Boutron-Ruault M.-C., Moiros S., Lagiou P., Naska A., Benetou V., Kaas R., Rohrmann S., Panico S., Sieri S., Vineis P., Palli D., van Gils C.H., Peeters P.H., Lund E., Brustad M., Engeset D., Huerta J.M., Rodríguez L., Sànchez M.-J., Dorronsoro M., Barricarte A., Hallmans G., Johansson I., Manjer J., Sonestedt E., Allen N.E., Bingham S., Khaw K.-T., Slimani N., Jenab M., Mouw T., Norat T., Riboli E., Trichopoulou A. Fruit and vegetable intake and overall cancer risk in the European Prospective Investigation into Cancer and Nutrition (EPIC). J. Natl Cancer Inst. 2010, 102:529-537.
10. Bollero D., Stella M., Rivolin A., Cassano P., Risso D., Vanzetti M. Fig leaf tanning lotion and sun-related burns: case reports. Burns 2001, 27:777-779.
11. Bonamonte D., Foti C., Lionetti N., Rigano L., Angelinim G. Photoallergic contact dermatitis to 8-methoxypsoralen in Ficus carica. Contact Dermatitis 2010, 62:343-348.
12. Cai Y.N., Baer-Dubowska W., Ashwood-Smith M., DiGiovanni J. Inhibitory effects of naturally occurring coumarins on the metabolic activation of benzo[a]pyrene and 7,12-dimethylbenz[a]anthracene in cultured mouse keratinocytes. Carcinogenesis 1997, 18:215-222.
13. Cai Y.N., Kleiner H., Johnston D., Dubowski A., Bostic S., Ivie W., DiGiovanni J. Effect of naturally occurring coumarins on the formation of epidermal DNA adducts and skin tumors induced by benzo[a]pyrene and 7,12-dimethylbenz[a]anthracene in SENCAR mice. Carcinogenesis 1997, 18:1521-1527.
14. Chappell J. The genetics and molecular genetics of terpene and sterol origami. Curr. Opin. Plant Biol. 2002, 5:151-157.
15. Cirak C., Radusiene J., Ivanauskas L., Janulis V. Variation of bioactive secondary metabolites in Hypericum origanifolium during its phenological cycle. Acta Physiol. Plant 2007, 29:197-203.
16. Conforti F., Loizzo M.R., Statti G.A., Menichini F. Comparative radical scavenging and antidiabetic activities of methanolic extract and fractions from Achillea ligustica ALL. Biol. Pharm. Bull. 2005, 28:1791-1794.
17. Conforti F., Menichini F., Formisano C., Rigano D., Senatore F., Arnold N.A., Piozzi F. Comparative chemical composition, free radical-scavenging and cytotoxic properties of essential oils of six Stachys species from different regions of the Mediterranean Area. Food Chem. 2009, 116:898-905.
18. Cowan M.M. Plant products as antimicrobial agents. Clin. Microbiol. Rev. 1999, 12:564-582.
19. Davila M.L. Photodynamic therapy. Gastrointest. Endosc. Clin. N. Am. 2011, 21:67-79.
20. Dutta A., Batra J., Pandey-Rai S., Singh D., Kumar S., Sen J. Expression of terpenoid indole alkaloid biosynthetic pathway genes corresponds to accumulation of related alkaloids in Catharanthus roseus (L.) G. Don. Planta 2005, 220:376-383.
21. Elkhayat E.S., Ibrahim S.R., Aziz M.A. Portulene, a new diterpene from Portulaca oleracea L. J. Asian Nat. Prod. Res. 2008, 10:1039-1043.
22. Garcia-Alonso M., de Pascual-Teresa S., Santos-Buelga C., Rivas-Gonzalo J.C. Evaluation of the antioxidant properties of fruits. Food Chem. 2004, 84:13-18.
23. Gil M.I., Ferreres F., Tomas-Barberan F.A. Effect of postharvest storage and processing on the antioxidant constituents (flavonoids and vitamin C) of fresh-cut spinach. J. Agric. Food. Chem. 1999, 47:2213-2217.
24. Glensk M., Wray V., Nimtz M., Schopke T. Silenosides A-C, triterpenoid saponins from Silene vulgaris. J. Nat. Prod. 1999, 62:717-721.
25. Greenwald P. Cancer chemoprevention. BMJ 2002, 324:714-718.
26. Halliwell B. Oxidative stress, nutrition and health. Experimental strategies for optimization of nutritional antioxidant intake in humans. Free Radical Res. 1996, 25:57-74.
27. Halliwell B., Gutteridge J.M. Free radicals in biology and medicine 1999, Oxford University Press, Oxford.
28. Hasan S.M., Hossain M.M., Faruque A., Mazumder M.E.H., Rana M.S., Akter R., Alam M.A. Comparison of antioxidant potential of different fractions of Commelina benghalensis Linn. Bangladesh. J. Life Sci. 2008, 20:9-16.
29. Ippen H. Phototoxic reaction to figs. Hautarzt 1982, 33:337-339.
30. Jayaprakasha G.K., Rao L.J. Phenolic constituents from the lichen Parmotrema stuppeum (Nyl.) Hale and their antioxidant activity. Z. Naturforsch. C. 2000, 55:1018-1022.
31. Joseph B., Raj Justin S. Pharmacognostic and phytochemical properties of Ficus carica Linn - An overview. Int. J. Pharm. Tech. Res. 2011, 3:8-12.
32. Kim H.Y., Kang M.H. Screening of Korean medicinal plants for lipase inhibitory activity. Phytother. Res. 2005, 19:359-361.
33. Kim Y.K., Kim Y.S., Ryu S.Y. Antiproliferative effect of furanocoumarins from the root of Angelica dahurica on cultured human tumor cell lines. Phytother. Res. 2007, 21:288-290.
34. Kinghorn A.D., Su B.N., Jang D.S., Chang L.C., Lee D., Gu J.Q., Carcache-Blanco E.J., Pawlus A.D., Lee S.K., Park E.J., Cuendet M., Gills J.J., Bhat K., Park H.S., Mata-Greenwood E., Song L.L., Jang M., Pezzuto J.M. Natural inhibitors of carcinogenesis. Planta Med. 2004, 70:691-705.
35. Kleiner H.E., Reed M.J., DiGiovanni J. Naturally occurring coumarins inhibit human cytochromes P450 and block benzo[a]pyrene and 7, 12-dimethylbenz[a]anthracene DNA adduct formation in MCF-7 cells. Chem. Res. Toxicol. 2003, 16:415-422.
36. Kleiner H.E., Vulimiri S.V., Miller L., Johnson W.H., Whitman C.P., DiGiovanni J. Oral administration of naturally occurring coumarins leads to altered phase I and II enzyme activities and reduced DNA adduct formation by polycyclic aromatic hydrocarbons in various tissues of SENCAR mice. Carcinogenesis 2001, 22:73-82.
37. Kostova I. Synthetic and natural coumarins as antioxidants. Mini Rev. Med. Chem. 2006, 6:365-374.
38. Lansky E.P., Paavilainen H.M., Pawlus A.D., Newman R.A. Ficus spp. (fig): ethnobotany and potential as anticancer and anti-inflammatory agents. J. Ethnopharmacol. 2008, 119:195-213.
39. Li L.J. Antioxidant and oxidative stress in exercise. Proc. Soc. Exp. Biol. Med. 1999, 222:283-292.
40. Lyon J.P., Moreira L.M., de Moraes P.C., Dos Santos F.V., de Resende M.A. Photodynamic therapy for pathogenic fungi. Mycoses 2011, 54:e265-e271.
41. Mehta R.G., Pezzuto J.M. Discovery of cancer preventive agents from natural products: from plants to prevention. Curr. Oncol. Rep. 2002, 4:478-486.
42. Moreno D.A., Ilic N., Poulev A., Raskin I. Effects of Arachis hypogaea nutshell extract on lipid metabolic enzymes and obesity parameters. Life Sci. 2006, 78:2797-2803.
43. Musajo L., Rodighiero G., Caporale G. Photodynamic activity of natural coumarin derivatives. Bull. Soc. Chim. Biol. (Paris) 1954, 36:1213-1224.
44. Musajo L., Rodighiero G., Caporale G., Antonello C. Further research on the report of the structure & photodynamic properties of furocoumarin. Farmaco Sci. 1958, 13:355-362.
45. Namiki M. Antioxidants/antimutagens in food. Crit. Rev. Food Sci. Nutr. 1990, 29:273-300.
46. Nowis D., Firczuk M., Winiarska M., Szokalska A., Jodlowska M., Swiech M., Bojarczuk K., Salwa P., Nowis D. Approaches to improve photodynamic therapy of cancer. Front. Biosci. (Landmark) 2011, 16:208-224.
47. Ortel B., Calzavara-Pinton P. Advances in photodynamic therapy. A review. G. Ital. Dermatol. Venereol. 2010, 145:461-475.
48. Patil V.V., Patil V.R. Ficus carica Linn. - An overview. Res. J. Med. Plant. 2011, 5:246-253.
49. Polat M., Oztas P., Dikilitas M.C., Alli N. Phytophotodermatitis due to Ficus carica. Dermatol. Online J. 2008, 14:9.
50. Potapenko A. Mechanisms of photodynamic effects of furocoumarins. J. Photochem. Photobiol. B 1991, 9:1-33.
51. Prince M., Campbell C.T., Robertson T.A., Wells A.J., Kleiner H.E. Naturally occurring coumarins inhibit 7,12-dimethylbenz[a]anthracene DNA adduct formation in mouse mammary gland. Carcinogenesis 2006, 27:1204-1213.
52. Rahman M.A.A., Moon S.S. Antioxidant polyphenol glycosides from the plant Draba nemorosa. Bull. Korean Chem. Soc. 2007, 28:827-831.
53. Sakouhi F., Absalon C., Sebei K., Fouquet E., Boukhchina S., Kallel H. Gas chromatographic-mass spectrometric characterisation of triterpene alcohols and monomethylsterols in developing Olea europaea L. fruits. Food Chem. 2009, 116:345-350.
54. Sayre R.M., Dowdy J.C. The increase in melanoma: are dietary furocoumarins responsible?. Med. Hypotheses 2008, 70:855-859.
55. Schlatter J., Zimmerli B., Dick R., Panizzon R., Schlatter C. Dietary-intake and risk assessment of phototoxic furocoumarins in humans. Food Chem. Toxicol. 1991, 29:523-530.
56. Singleton V.L., Rossi J.A. Colorimetry of total penolics with phosphomolybdic-phosphotungstic acid reagents. Am. J. Enol. Vitic. 1965, 16:144-158.
57. Slanc P., Doljak B., Kreft S., Lunder M., Janes D., Strukelj B. Screening of selected food and medicinal plant extracts for pancreatic lipase inhibition. Phytother. Res. 2009, 23:874-877.
58. Taylor J.L.S., van Staden J. The effect of age, season and growth conditions on anti-inflammatory activity in Eucomis autumnalis (Mill.) Chitt. plant extracts. Plant Growth Regul. 2001, 34:39-47.
59. Tsao A.S., Kim E.S., Hong W.K. Chemoprevention of cancer. CA Cancer J. Clin. 2004, 54:150-180.
60. Vinson J.A., Dabbagh Y.A., Serry M.M., Jang J.H. Plant flavonoids, especially tea flavonols, are powerful antioxidants using an in-vitro oxidation model for heart-disease. J. Agric. Food. Chem. 1995, 43:2800-2802.
61. Wang M., Li J.G., Rangarajan M., Shao Y., LaVoie E.J., Huang T.C., Ho C.-T. Antioxidative phenolic compounds from sage (Salvia officinalis). J. Agric. Food. Chem. 1998, 46:4869-4873.
62. Zaynoun S.T., Aftimos B.G., Abi Ali L., Tenekjian K.K., Khalidi U., Kurban A.K. Ficus carica, isolation and quantification of the photoactive components. Contact Dermatitis 1984, 11:21-25.