Pimarane-type diterpenes: Antimicrobial activity against oral pathogens

Molecules

Volumn 14, Issue 1, 2009, Pages 191-199

  Porto, Thiago S ^a   Rangel, Rander ^a   Furtado, Niege A J C ^b   De Carvalho, Tatiane C ^a   Martins, Carlos H G ^a   Veneziani, Rodrigo C S ^a   Da Costa, Fernando B ^b   Vinholis, Adriana H C ^a   Cunha, Wilson R ^a   Heleno, Vladimir C G ^a   Ambrosio, Sergio R ^a  

^a UNIVERSIDADE DE FRANCA   (Brazil)

^b UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

Antimicrobial activity; Oral pathogens; Pimarane type diterpenes; Structural requirements; Viguiera arenaria

Indexed keywords

ABIETANE DERIVATIVE; ANTIINFECTIVE AGENT; PIMARANE;

ARTICLE; ASTERACEAE; CHEMICAL STRUCTURE; CHEMISTRY; DENTAL CARIES; DRUG EFFECT; HUMAN; ISOLATION AND PURIFICATION; LACTOBACILLUS CASEI; MICROBIOLOGY; MOUTH; STREPTOCOCCUS;

ANTI-BACTERIAL AGENTS; ASTERACEAE; DENTAL CARIES; DITERPENES, ABIETANE; HUMANS; LACTOBACILLUS CASEI; MOLECULAR STRUCTURE; MOUTH; STREPTOCOCCUS;

EID: 58949089439     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules14010191     Document Type: Article

References (27)

1. Allaker, R.P.; Douglas, C.W.I. Novel anti-microbial therapies for dental plaque-related diseases. Int. J. Antimicrob. Agents 2008, in press.
2. Ambrosio, S.R.; Furtado, N.A.J.C; De Oliveira, D.C.R.; Da Costa, F. B.; Martins, C.H.G.; De Carvalho, T.C.; Porto, T.S.; Veneziani, R.C.S. Antimicrobial activity of kaurane diterpenes against oral pathogens. Z. Naturforsch. 2008, 63c, 326-330.
3. Chung, J.Y.; Choo, J.H.; Lee, M.H.; Hwang, J.K. Anticariogenic activity of macelignan isolated from Myristica fragrans (nutmeg) against Streptococcus mutans. Phytomedicine 2006, 13, 261-266.
4. Hirasawa, M.; Takada, K. Susceptibility of Streptococcus mutans and Streptococcus sobrinus to cell wall inhibitors and development of a novel selective medium for S. sobrinus. Caries Res. 2002, 36, 155-160.
5. Haffajee, A.D.; Yaskell, T.; Socransky, S.S. Antimicrobial effectiveness of an herbal mouthrinse compared with an essential oil and a chlorhexidine mouthrinse. J. Am. Dent. Assoc. 2008, 139, 606-611.
6. More, G.; Tshikalange, T.E.; Lall, N.; Botha, F.; Meyer, J.J.M. Antimicrobial activity of medicinal plants against oral microorganisms. J. Ethnopharmacol. 2008, in press.
7. Cai, L.; Wu, C.D. Compounds from Syzygium aromaticum possessing growth inhibitory activity against oral pathogens. J. Nat. Prod. 1996, 59, 987-990.
8. Tsui, V.W.K.; Wong, R.W.K.; Rabie, A.B.M. The inhibitory effects of narigin on the growth of periodontal pathogens in vitro. Phytother. Res. 2008, 22, 401-406.
9. Fabricant, D.S.; Farnsworth, N.R. The value of plants used in traditional medicine for drug discovery. Environ. Health. Persp. 2001, 109, 69-75.
10. Balunas, M.J.; Kinghorn, A.D. Drug discovery from medicinal plants. Life Sci. 2005, 78, 431-441.
11. Katsura, H.; Tsukiyama, R.I.; Suzuki, A.; Kobayashi, M. In vitro antimicrobial activities of bakuchiol against oral microorganisms. Antimicrob. Agents Chemother. 2001, 45, 3009-3013.
12. Mihashi, S. Further study on the diterpenes of Aralia spp. Tetrahedron Lett. 1969, 21, 1683-1686.
13. Matsuo, A.; Uto, S.; Nakayama, M.; Hayashi, S.; Yamasaki, K.; Kasai, R.; Tanaka, H. (-)-Thermarol, a new ent-pimarane-class diterpene diol from Jungermannia thermarum (Liverwort). Tetrahedron Lett. 1976, 28, 2451-2454.
14. Ansell, S.M.; Pegel, K.H.; Taylor, D.A.H. Diterpenes from the timber of 20 Erythroxylum species. Phytochemistry 1993, 32, 953-959.
15. Garcia, E.E.; Guerreiro, E.; Joseph-Nathan, P. Ent-pimaradiene diterpenes from Gochnatia glutinosa. Phytochemistry 1985, 24, 3059-3060.
16. Ríos, J.L.; Recio, M.C. Medicinal plants and antimicrobial activity. J. Ethnopharmacol. 2005, 100, 80-84.
17. Eley, B.M. Antibacterial agents in the control of supragingival plaque - a review. Br. Dent. J. 1999, 186, 286-296.
18. Mascarenhas, A.K.; Allen, C.M.; Loudon, J. The association between Viadent use and oral leukoplakia. Epidemiology 2001, 12, 741-743.
19. Urzúa, A.; Rezende, M.C.; Mascayano, C.; Vásquez, L. A structure-activity study of antibacterial diterpenoids. Molecules 2008, 13, 882-891.
20. Tsuchiya, H.; Sato, M.; Iinuma, M.; Yokoyama, J.; Tanaka, T.; Takase, I.; Namikawa, I. Inhibition of the growth of cariogenic bacteria in vitro by plant flavanones. Experientia 1994, 50, 846-849.
21. Cunha, S.L.C.; Silva, M.L.A.; Furtado, N.A.J.C.; Vinhólis, A.H.C., Martins, C.H.G.; Silva-Filho, A.A.; Cunha, W.R. Antibacterial activity of triterpene acids and semi-synthetic derivatives against oral pathogens. Z. Naturforsch. 2007, 62c, 668-672.
22. Ambrosio, S.R.; Schorr, K.; Da Costa, F. B. Terpenoids of Viguiera arenaria (Asteraceae). Biochem. Syst. Ecol. 2004, 32, 221-224.
23. Ambrosio, S.R.; Arakawa, N.S.; Esperandim, V.R.; de Albuquerque, S.; Da Costa, F.B. Trypanocidal activity of pimarane diterpenes from Viguiera arenaria (Asteraceae). Phytother. Res. 2008, 22, 1413-1415.
24. Da Costa, F.B.; Vichnewiski, W.; Herz, W. Diterpenes and synthetic derivatives from Viguiera aspillioides with trypanomicidal activity. Planta Med. 1996, 62, 557-559.
25. Daló, N.L.; Sosa-Sequera, M.C.; Usubillaga, A. On the anticonvulsant activity of kaurenic acid. Invest. Clin. 2007, 48, 349-358.
26. National Committee for Clinical Laboratory Standards. NCCLS document M7-A6 - Methods for dilution antimicrobial susceptibility tests for bacteria that grow aerobically; NCCLS: Wayne, PA, 2003.
27. Palomino, J.C.; Martin, A.; Camacho, M.; Guerra, H.; Swings, J.; Portaels, S. Resazurin microtiter assay plate: simple and inexpensive method for detection of drug resistence in Mycobacterium tuberculosis. Antimicrob. Agents Chem. 2002, 46, 2720-2722.