Anti-angiogenic properties of carnosol and carnosic acid, two major dietary compounds from rosemary

European Journal of Nutrition

Volumn 52, Issue 1, 2013, Pages 85-95

  López Jiménez, Auxiliadora ^a,b   García Caballero, Melissa ^a,b   Medina, Miguel Ángel ^a,b   Quesada, Ana R ^a,b  

^a UNIVERSITY OF MÁLAGA   (Spain)

^b CENTRO DE INVESTIGACIÓN BIOMÉDICA EN RED DE ENFERMEDADES RARAS CIBERER   (Spain)

Author keywords

Angiogenesis; Carnosic acid; Carnosol; Chemoprevention; Rosemary

Indexed keywords

CARNOSIC ACID; CARNOSOL; GELATINASE A; ROSMARINUS OFFICINALIS EXTRACT;

ANIMAL CELL; ANIMAL TISSUE; ANTIANGIOGENIC ACTIVITY; ANTIPROLIFERATIVE ACTIVITY; APOPTOSIS; ARTICLE; CANCER CELL CULTURE; CANCER GROWTH; CANCER INHIBITION; CANCER PREVENTION; CELL PROLIFERATION; CONCENTRATION RESPONSE; CONTROLLED STUDY; ENZYME ACTIVITY; HUMAN; HUMAN CELL; IN VITRO STUDY; IN VIVO STUDY; METASTASIS INHIBITION; NONHUMAN; TUMOR VASCULARIZATION;

ANGIOGENESIS INHIBITORS; ANIMALS; ANTIOXIDANTS; APOPTOSIS; CATTLE; CELL MOVEMENT; CELLS, CULTURED; COLLAGEN; DITERPENES, ABIETANE; DRUG COMBINATIONS; HL-60 CELLS; HUMAN UMBILICAL VEIN ENDOTHELIAL CELLS; HUMANS; LAMININ; MATRIX METALLOPROTEINASE 2; PLANT EXTRACTS; PLANT LEAVES; PROTEOGLYCANS; ROSMARINUS; VASCULAR ENDOTHELIAL GROWTH FACTOR RECEPTOR-2;

ROSMARINUS OFFICINALIS;

EID: 84872674746     PISSN: 14366207     EISSN: 14366215     Source Type: Journal    
DOI: 10.1007/s00394-011-0289-x     Document Type: Article

References (54)

1. Commission Directive (2010) 2010/67/EU of 20 October 2010 amending Directive 2008/84/EC laying down specific purity criteria on food additives other than colours and sweeteners. Off J Eur Union L277:17-26
2. Commission Directive (2010) 2010/69/EU of 22 October 2010 amending the Annexes to European Parliament and Council Directive 95/2/EC on food additives other than colours and sweeteners. Off J Eur Union L279:22-31
3. Moss M, Cook J, Wesnes K, Duckett P (2003) Aromas of rosemary and lavender essential oils differentially affect cognition and mood in healthy adults. Int J Neurosci 113:15-38 (Pubitemid 36222372)
4. Kelsey NA, Wilkins HM, Linseman DA (2010) Nutraceutical antioxidants as novel neuroprotective agents. Molecules 15:7792-7814
5. Yesil Celiktas O, Hames Kocabas EE, Bedir E, Vardar Sukan F, Ozekc T, Baser KHC (2007) Antimicrobial activities of methanol extracts and essential oils of Rosmarinus officinalis, depending on location and seasonal variations. Food Chem 100:553-559 (Pubitemid 43928356)
6. Moreno S, Scheyer T, Romano CS, Vojnov AA (2006) Antioxidant and antimicrobial activities of rosemary extracts linked to their polyphenol composition. Free Radic Res 40:223-231 (Pubitemid 43050885)
7. Takaki I, Bersani-Amado LE, Vendruscolo A, Sartoretto SM, Diniz SP, Bersani-Amado CA, Cuman RK (2008) Anti-inflammatory and antinociceptive effects of Rosmarinus officinalis L. essential oil in experimental animal models. J Med Food 11:741-746
8. Vitaglione P, Morisco F, Caporaso N, Fogliano V (2004) Dietary antioxidant compounds and liver health. Crit Rev Food Sci Nutr 44:575-586 (Pubitemid 40536485)
9. Huang MT, Ho CT, Wang ZY, Ferraro T, Lou YR, Stauber K et al (1994) Inhibition of skin tumorigenesis by rosemary and its constituents carnosol and ursolic acid. Cancer Res 54:701-708 (Pubitemid 24068325)
10. Cheung S, Tai J (2007) Anti-proliferative and antioxidant properties of rosemary Rosmarinus officinalis. Oncol Rep 17:1525-1531
11. Russo A, Lombardo L, Troncoso N, Garbarino J, Cardile V (2009) Rosmarinus officinalis extract inhibits human melanoma cell growth. Nat Prod Commun 4:1707-1710
12. Yesil-Celiktas O, Sevimli C, Bedir E, Vardar-Sukan F (2010) Inhibitory effects of rosemary extracts, carnosic acid and rosmarinic acid on the growth of various human cancer cell lines. Plant Foods Hum Nutr 65:158-163
13. Yi W, Wetzstein HY (2011) Anti-tumorigenic activity of five culinary and medicinal herbs grown under greenhouse conditions and their combination effects. J Sci Food Agric 91:1849-1854
14. Mulinacci N, Innocenti M, Bellumori M, Giaccherini C, Martini V, Michelozzi M (2011) Storage method, drying processes and extraction procedures strongly affect the phenolic fraction of rosemary leaves: an HPLC/DAD/MS study. Talanta 85:167-176
15. Aruoma OI, Halliwell B, Aeschbach R, Löligers J (1992) Antioxidant and pro-oxidant properties of active rosemary constituents: carnosol and carnosic acid. Xenobiotica 22:257-268
16. Poeckel D, Greiner C, Verhoff M, Rau O, Tausch L, Hörnig C et al (2008) Carnosic acid and carnosol potently inhibit human 5-lipoxygenase and suppress pro-inflammatory responses of stimulated human polymorphonuclear leukocytes. Biochem Pharmacol 76:91-97
17. Bai N, He K, Roller M, Lai CS, Shao X, Pan MH, Ho CT (2010) Flavonoids and phenolic compounds from Rosmarinus officinalis. J Agric Food Chem 58:5363-5367
18. Bernardes WA, Lucarini R, Tozatti MG, Souza MG, Silva ML, Filho AA et al (2010) Antimicrobial activity of Rosmarinus officinalis against oral pathogens: relevance of carnosic acid and carnosol. Chem Biodivers 7:1835-1840
19. Wang T, Takikawa Y, Satoh T, Yoshioka Y, Kosaka K, Tatemichi Y, Suzuki K (2011) Carnosic acid prevents obesity and hepatic steatosis in ob/ob mice. Hepatol Res 41:87-92
20. Lee JJ, Jin YR, Lee JH, Yu JY, Han XH, Oh KW et al (2007) Antiplatelet activity of carnosic acid, a phenolic diterpene from Rosmarinus officinalis. Planta Med 73:121-127 (Pubitemid 46910429)
21. Nabekura T, Yamaki T, Hiroi T, Ueno K, Kitagawa S (2010) Inhibition of anticancer drug efflux transporter P-glycoprotein by rosemary phytochemicals. Pharmacol Res 61:259-263
22. Yu YM, Lin CH, Chan HC, Tsai HD (2009) Carnosic acid reduces cytokine-induced adhesion molecules expression and monocyte adhesion to endothelial cells. Eur J Nutr 48:101-106
23. Johnson JJ (2011) Carnosol: a promising anti-cancer and anti-inflammatory agent. Cancer Lett 305:1-7
24. Carmeliet P (2005) Angiogenesis in life, disease and medicine. Nature 438:932-936 (Pubitemid 43093958)
25. Hanahan D, Weinberg RA (2011) Hallmarks of cancer: the next generation. Cell 144:646-674
26. Quesada AR, Medina MA, Muñoz-Chápuli R, Ponce AL (2010) Do not say ever never more: the ins and outs of antiangiogenic therapies. Curr Pharm Des 16:3932-3957
27. Quesada AR, Medina MA, Alba E (2007) Playing only one instrument may be not enough: limitations and future of the antiangiogenic treatment of cancer. Bioessays 29:1159-1168 (Pubitemid 350057387)
28. Carmeliet P, Jain RK (2011) Molecular mechanisms and clinical applications of angiogenesis. Nature 473:298-307
29. Quesada AR, Muñoz-Chápuli R, Medina MA (2006) Anti-angiogenic drugs: from bench to clinical trials. Med Res Rev 26:483-530 (Pubitemid 43939203)
30. Rodríguez-Nieto S, González-Iriarte M, Carmona R, Muñoz-Chápuli R, Medina MA, Quesada AR (2002) Anti-angiogenic activity of aeroplysinin-1, a brominated compound isolated from a marine sponge. FASEB J 16:261-263
31. Castro ME, González-Iriarte M, Barrero AF, Salvador-Tormo N, Muñoz-Chápuli R, Medina MA, Quesada AR (2004) Study of puupehenone and related compounds as inhibitors of angiogenesis. Int J Cancer 110:31-38 (Pubitemid 38507201)
32. Martínez-Poveda B, Quesada AR, Medina MA (2005) Hyperforin, a bio-active compound of St. John's Wort, is a new inhibitor of angiogenesis targeting several key steps of the process. Int J Cancer 117:775-780 (Pubitemid 41598828)
33. Cárdenas C, Quesada AR, Medina MA (2006) Evaluation of the anti-angiogenic effect of aloe-emodin. Cell Mol Life Sci 63:3083-3089 (Pubitemid 46072310)
34. García-Caballero M, Marí-Beffa M, Medina MÁ, Quesada AR (2011) Dimethylfumarate inhibits angiogenesis in vitro and in vivo: a possible role for its antipsoriatic effect? J Invest Dermatol 131:1347-1355
35. Kubota Y, Kleinman HK, Martin GR, Lawley TJ (1988) Role of laminin and basement membrane in the morphological differentiation of human endothelial cells into capillary-like structures. J Cell Biol 107:1589-1598
36. Mosmann T (1983) Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J Immunol Methods 65:55-63 (Pubitemid 14203433)
37. Syed DN, Khan N, Afaq F, Mukhtar H (2007) Chemoprevention of prostate cancer through dietary agents: progress and promise. Cancer Epidemiol Biomarkers Prev 16:2193-2203 (Pubitemid 351196348)
38. Johnson JJ, Syed DN, Heren CR, Suh Y, Adhami VM, Mukhtar H (2008) Carnosol, a dietary diterpene, displays growth inhibitory effects in human prostate cancer PC3 cells leading to G2-phase cell cycle arrest and targets the 5′-AMP-activated protein kinase (AMPK) pathway. Pharm Res 25:2125-2134
39. Pan MH, Lai CS, Wu JC, Ho CT (2011) Molecular mechanisms for chemoprevention of colorectal cancer by natural dietary compounds. Mol Nutr Food Res 55:32-45
40. Fresco P, Borges F, Diniz C, Marques MP (2006) New insights on the anticancer properties of dietary polyphenols. Med Res Rev 26:747-766 (Pubitemid 44735552)
41. Dörrie J, Sapala K, Zunino SJ (2001) Carnosol-induced apoptosis and downregulation of Bcl-2 in B-lineage leukemia cells. Cancer Lett 170:33-39 (Pubitemid 32607658)
42. Pesakhov S, Khanin M, Studzinski GP, Danilenko M (2010) Distinct combinatorial effects of the plant polyphenols curcumin, carnosic acid, and silibinin on proliferation and apoptosis in acute myeloid leukemia cells. Nutr Cancer 62:811-824
43. Bröker LE, Kruyt FA, Giaccone G (2005) Cell death independent of caspases: a review. Clin Cancer Res 11:3155-3162 (Pubitemid 40627860)
44. Constantinou C, Papas KA, Constantinou AI (2009) Caspase-independent pathways of programmed cell death: the unraveling of new targets of cancer therapy? Curr Cancer Drug Targets 9:717-728
45. Martínez-Poveda B, Muñoz-Chápuli R, Rodríguez-Nieto S, Quintela JM, Fernández A, Medina MA, Quesada AR (2007) IB05204, a dichloropyridodithienotriazine, inhibits angiogenesis in vitro and in vivo. Mol Cancer Ther 6:2675-2685 (Pubitemid 350058148)
46. Cárdenas C, Quesada AR, Medina MA (2004) Effects of ursolic acid on different steps of the angiogenic process. Biochem Biophys Res Commun 320:402-408 (Pubitemid 38798881)
47. Huang SS, Zheng RL (2006) Rosmarinic acid inhibits angiogenesis and its mechanism of action in vitro. Cancer Lett 239:271-280 (Pubitemid 43974871)
48. Kim JH, Lee BJ, Kim JH, Yu YS, Kim MY, Kim KW (2009) Rosmarinic acid suppresses retinal neovascularization via cell cycle arrest with increase of p21(WAF1) expression. Eur J Pharmacol 615:150-154
49. Muñoz-Chápuli R, Quesada AR, Medina MA (2004) Angiogenesis and signal transduction in endothelial cells. Cell Mol Life Sci 61:2224-2243 (Pubitemid 39280120)
50. Kessenbrock K, Plaks V, Werb Z (2010) Matrix metalloproteinases: regulators of the tumor microenvironment. Cell 141:52-67
51. Fang J, Shing Y, Wiederschain D, Yan L, Butterfield C, Jackson G et al (2000) Matrix metalloproteinase-2 is required for the switch to the angiogenic phenotype in a tumor model. Proc Natl Acad Sci USA 97:3884-3889 (Pubitemid 30226056)
52. Itoh T, Tanioka M, Yoshida H, Yoshioka T, Nishimoto H, Itohara S (1998) Reduced angiogenesis and tumor progression in gelatinase A-deficient mice. Cancer Res 58:1048-1051 (Pubitemid 28182477)
53. Philip S, Kundu GC (2003) Osteopontin induces nuclear factor kappaB-mediated promatrix metalloproteinase-2 activation through I kappa B alpha/IKK signalling pathways, and curcumin (diferulolylmethane) down-regulates these pathways. J Biol Chem 278:14487-14497 (Pubitemid 36800002)
54. Elkin M, Miao HQ, Nagler A, Aingorn E, Reich R, Hemo I et al (2000) Halofuginone: a potent inhibitor of critical steps in angiogenesis progression. FASEB J 14:2477-2485