Chemical compositions and biological activities of leaf essential oils of twelve species of Piper from Monteverde, Costa Rica

Natural Product Communications

Volumn 3, Issue 8, 2008, Pages 1367-1374

  Setzer, William N ^a   Park, Grace ^a   Agius, Brittany R ^a   Stokes, Sean L ^a   Walker, Tameka M ^a   Haber, William A ^b,c  

^a University of Alabama in Huntsville ^*  (United States)

^b MISSOURI BOTANICAL GARDEN   (United States)

^c NONE   (Costa Rica)

Author keywords

Bioactivity; Cluster analysis; Composition; Essential oil; Piper

Indexed keywords

CYSTEINE; ESSENTIAL OIL;

ANTIBACTERIAL ACTIVITY; ARTEMIA; ARTICLE; BACILLUS CEREUS; BIOLOGICAL ACTIVITY; CANCER CELL; CELL STRAIN MCF 7; CHEMICAL ANALYSIS; CLUSTER ANALYSIS; CYTOTOXICITY; ESCHERICHIA COLI; GAS CHROMATOGRAPHY; IN VITRO STUDY; LETHALITY; MASS SPECTROMETRY; NONHUMAN; PIPERACEAE; PLANT LEAF; SCREENING; SPECIES; STAPHYLOCOCCUS AUREUS;

ARTEMIA; ARTEMIA SALINA; BACILLUS CEREUS; ESCHERICHIA COLI; PIPER AEQUALE; PIPER AMALAGO; PIPER FIMBRIULATUM; PIPER GLABRESCENS; PIPER IMPERIALE; PIPERACEAE; STAPHYLOCOCCUS AUREUS;

EID: 77950534451     PISSN: 1934578X     EISSN: 15559475     Source Type: Journal    
DOI: 10.1177/1934578x0800300823     Document Type: Article

References (54)

1. nd Ed. Cambridge University Press, UK;
2. (b) Sengupta S, Ray AB. (1987) The chemistry of Piper species: a review. Fitoterapia, 58, 147-166;
3. (c) Parmar VS, Jain SC, Bisht KS, Jain R, Taneja P, Jha A, Tyagi OD, Prasad AK, Wengel J, Olsen CE, Boll PM. (1997) Phytochemistry of the genus Piper. Phytochemistry, 46, 597-673;
4. (d) Parmar VS, Jain SC, Bisht KS, Gupta S, Talwar S, Rajwanshi VK, Kumar R, Azim A, Malhotra S, Kumar N, Jain R, Sharma NK, Tyagi OD, Lawrie SJ, Errington W, Howarth OW, Olsen CE, Singh SK, Wengel J. (1998) Polyphenols and alkaloids from Piper species. Phytochemistry, 49, 1069-1078;
5. (e) Kloucek P, Polesny Z, Svobodova B, Vlkova E, Kokoska L. (2005) Antibacterial screening of some Peruvian medicinal plants used in Callería District. Journal of Ethnopharmacology, 99, 309-312;
6. (f) Colvard MD, Cordell GA, Villalobos R, Sancho G, Soejarto DD, Pestle W, Echeverri TL, Perkowitz KM, Michel J. (2006) Survey of medical ethnobotanicals for dental and oral medicine conditions and pathologies. Journal of Ethnopharmacology, 107, 134-142. (Pubitemid 44038822)
7. Haber WA. Plants of Monteverde Species List. http://www.cs.umb.edu/ ~whaber/Monte/Plant/Plt-lst.html
8. (a) Mundina M, Vila R, Tomi F, Tomàs X, Cicció JF, Adzet T, Casanova J, Cañigueral S. (2001) Composition and chemical polymorphism of the essential oils from Piper lanceaefolium. Biochemical Systematics and Ecology, 29, 739-748;
9. (b) Mundina M, Vila R, Tomi F, Gupta P, Adzet T, Casanova J, Cañigueral S. (1998) Leaf essential oils of three Panamanian Piper species. Phytochemistry, 47, 1277-1282;
10. (c) Mesquita JMO, Cavaleiro C, Cunha AP, Lombardi JA, Oliveira AB. (2005) Estudo comparative dos oleos voláteis de algumas species de Piperaceae. Revista Brasileira de Farmacognosia, 15, 6-12;
11. (d) Cicció JF. (1997) Constituyentes de los aceites esenciales de las hojas y espigas de Piper bisasperatum (Piperaceae). Revista de Biología Tropical, 44/45, 35-38;
12. (e) Setzer MC, Moriarity DM, Lawton RO, Setzer WN, Gentry GA, Haber WA. (2003) Phytomedicinal potential of tropical cloudforest plants from Monteverde, Costa Rica. Revista de Biología Tropical, 51, 647-674;
13. (f) McLauglin JL, Rogers LL, Anderson JE. (1998) The use of biological assays to evaluate botanicals. Drug Information Journal, 32, 513-524.
14. (a) Duh CY, Wang SK, Weng YL, Chiang MY, Dai CF. (1999) Cytotoxic terpenoids from the Formosal soft coral Nephthea brassica. Journal of Natural Products, 62, 1519-1521;
15. (b) Wang G, Li X, Huang F, Zhao J, Ding H, Cunningham C, Coad JE, Flynn DC, Reed E, Li QQ. (2005) Antitumor effect of β-elemene in non-small-cell lung cancer cells is mediated via induction of cell cycle arrest and apoptotic cell death. Cellular and Molecular Life Sciences, 62, 881-893;
16. (c) Li X, Wang G, Zhao J, Ding H, Cunningham C, Chen F, Flynn DC, Reed E, Li QQ. (2005) Antiproliferative effect of β-elemene in chemoresistant ovarian carcinoma cells is mediated through arrest of the cell cycle at the G2-M phase. Cellular and Molecular Life Sciences, 62, 894-904;
17. (d) Tao L, Zhou L, Zheng L, Yao M. (2006) Elemene displays anti-cancer ability of laryngeal cancer cells in vitro and in vivo. Cancer Chemotherapy and Pharmacology, 58, 24-34.
18. (a) Wright BS, Bansal A, Moriarity DM, Takaku S, Setzer WN. (2007) Cytotoxic leaf essential oils from Neotropical Lauraceae: Synergistic effects of essential oil components. Natural Product Communications, 2, 1241-1244;
19. (b) Bansal A, Moriarity DM, Takaku S, Setzer WN. (2007) Chemical composition and cytotoxic activity of the leaf essential oil of Ocotea tonduzii from Monteverde, Costa Rica. Natural Product Communications, 2, 781-784.
20. He K, Lu Z, Shi G, Zhao GX, Kozlowski JF, McLaughlin JL. (1997) Bioactive compounds from Taiwania cryptomerioides. Journal of Natural Products, 60, 38-40.
21. Setzer WN, Stokes SL, Penton AF, Takaku S, Haber WA, Hansell E, Caffrey CR, McKerrow JH. (2007) Cruzain inhibitory activity of leaf essential oils of Neotropical Lauraceae and essential oil components. Natural Product Communications, 2, 1203-1210.
22. Parthasarathy U, Saji KV, Jayarajan K, Parthasarathy VA. (2006) Biodiversity of Piper in South India - application of GIS and cluster analysis. Current Science, 91, 652-658. (Pubitemid 44581025)
23. th Ed.; Allured Publishing Corp., Carol Stream, Illinois.
24. (a) Setzer WN, Stokes SL, Bansal A, Haber WA, Caffrey CR, Hansell E, McKerrow JH. (2007) Chemical composition and cruzain inhibitory activity of Croton draco bark essential oil from Monteverde, Costa Rica. Natural Product Communications, 2, 685-689;
25. (b) Setzer MC, Werka JS, Irvine AK, Jackes BR, Setzer WN. (2006) Biological activity of rainforest plant extracts from far north Queensland, Australia. In: Biologically Active Natural Products for the Twenty-First Century. Williams LAD (Ed). Research Signpost, Trivandrum, India, 21-46;
26. (c) Werka JS, Boehme AK, Setzer WN. (2007) Biological activities of essential oils from Monteverde, Costa Rica. Natural Product Communications, 2, 1215-1219.
27. Rohlf JF. (2005) NTSYSpc, Numerical Taxonomy and Multivariate Analysis System. Applied Biostatistics Inc., New York.
28. (a) Maia JGS, Zoghbi MdGB, Andrade EHA, Santos AS, da Silva MHL, Luz AIR, Bastos CN. (1998) Constituents of the essential oil of Piper aduncum L. growing wild in the Amazon region. Flavour and Fragrance Journal, 13, 269-272;
29. (b) Abreu O, Pino JA. (2008) Studies on the leaf oil composition of Piper aduncum subsp. ossanum (D. CD.) Saralegui from Cuba. Natural Product Communications, 3, 271-273;
30. (c) Cicció JF, Ballestero CM. (1997) Consituyentes volatiles de las hojas y espigas de Piper aduncum (Piperaceae) de Costa Rica. Revista de Biología Tropical, 45, 783-790;
31. (d) Rali T, Wossa SW, Leach DN, Waterman PG. (2007) Volatile chemical constituents of Piper aduncum L and Piper gibbilimbum C. DC (Piperaceae) from Papua New Guinea. Molecules, 12, 389-394;
32. (e) bin Jantan I, Ahmad AR, Ahmad AS, Ali NAM. (1994) A comparative study of the essential oils of five Piper species from peninsular Malaysia. Flavour and Fragrance Journal, 9, 339-342;
33. (f) Vila R, Tomi F, Mundina M, Santana AI, Solis PN, Arce JBL, Iclina JLB, Iglesias J, Gupta MP, Casanova J, Cañigueral S. (2005) Unusual composition of the essential oils from the leaves of Piper aduncum. Flavour and Fragrance Journal, 20, 67-69;
34. (g) Ramos LS, da Silva ML, Luz AIR, Zoghbi MGB, Maia JGS. (1986) Essential oil of Piper marginatum. Journal of Natural Products, 49, 712-741;
35. (h) Vila R, Mundina M, Tomi F, Cicció JF, Gupta MP, Iglesias J, Casanova J, Cañigueral S. (2003) Constituents of the essential oils from Piper friedrichsthalii C.DC. and P. pseudolindenii C.DC. from Central America. Flavour and Fragrance Journal, 18, 198-201;
36. (i) Sumathykutty MA, Rao JM, Padmakumari KP, Narayanan CS. (1999) Essential oil constituents of some Piper species. Flavour and Fragrance Journal, 14, 279-282;
37. (j) Leclercq PA, Van Genderen MHP, Thanh L, Van Khien P, Dung NX. (1997) Composition of the essential oil from the aerial parts of Piper pierrei C.DC. from Vietnam. Journal of Essential Oil Research, 9, 721-724;
38. (k) dos Santos PRD, Moreira DL, Guimarães EF, Kaplan MAC. (2001) Essential oil analysis of 10 Piperaceae species from the Brazilian Atlantic forest. Phytochemistry, 58, 547-551;
39. (l) Martins AP, Salgueiro L, Vila R, Tomi F, Cañigueral S, Casanova J, Da Cunha AP, Adzet T. (1998) Essential oils from four Piper species. Phytochemistry, 49, 2019-2023. (Pubitemid 28563813)
40. (a) Luz AIR, da Silva JD, Zoghbi MGB, Andrade EHA, da Silva MHL, Maia JGS. (1999) Volatile constituents of Brazilian Piperaceae, part 5. The oils of Pothomorphe umbellata and P. peltata. Journal of Essential Oil Research, 11, 479-481;
41. (b) Cysne JB, Canuto KM, Pessoa ODL, Nunes EP, Silveira ER. (2005) Leaf essential oils of four Piper species from the state of Ceará - northeast of Brazil. Journal of the Brazilian Chemical Society, 16, 1378-1381;
42. (c) Navickiene HMD, Morandim AA, Alécio AC, Regasini LO, Bergamo DCB, Telascrea M, Cavalheiro AJ, Lopes MN, Bolzani VdS, Furlan M, Marques MOM, Young MCM, Kato MJ. (2006) Composition and antifungal activity of essential oils from Piper aduncum, Piper arboreum and Piper tuberculatum. Quimica Nova, 29, 467-470;
43. 13C NMR spectroscopy. Analytica Chimica Acta, 447, 125-134;
44. (e) de Abreu AM, Brighente IMC, de Aguiar EM, Rebelo RA. (2005) Volatile constituents of Piperaceae from Santa Catarina, Brazil - essential oil composition of Piper cernuum Vell. and Peperomia emarginella (Sw.) C. DC. Journal of Essential Oil Research, 17, 286-288;
45. (f) Zollo PHA, Biyiti L, Tchoumbougnang F, Menut C, Lamaty G, Bouchet P. (1998) Aromatic plants of tropical central Africa. Part XXXII. Chemical composition and antifungal activity of thirteen essential oils from aromatic plants of Cameroon. Flavour and Fragrance Journal, 13, 107-114;
46. (g) de Morais SM, Facundo VA, Bertini LM, Cavaalcanti ESB, Júnior JFdA, Ferreira SA, de Brito ES, Neto MAdS. (2007) Chemical composition and larvicidal activity of essential oils from Piper species. Biochemical Systematics and Ecology, 35, 670-675;
47. (h) Cicció JF. (1996) Constituyentes del aceite esencial de las hojas de Piper terrabanum (Piperaceae). Revista de Biología Tropical, 44, 507-511;
48. (i) Bizzo HR, Lopes D, Abdala RV, Pimentel FA, de Souza JA, Pereira MVG, Bergter L, Guimarães EF. (2001) Sarisan from leaves of Piper affinis hispidinervum C. DC (long pepper). Flavour and Fragrance Journal, 16, 113-115;
49. (j) van Genderen MHP, Leclercq PA, Delgado HS, Kanjilal PD, Singh RS. (1999) Compositional analysis of the leaf oils of Piper callosum Ruiz & Pav. from Peru and Michelia Montana Blume from India. Spectroscopy, 14, 51-59;
50. (k) Mohottalage S, Tabacchi R, Guerin PM. (2007) Components from Sri Lankan Piper betle L. leaf oil and their analogues showing toxicity against the housefly, Musca domestica. Flavour and Fragrance Journal, 22, 130-138.
51. (a) Vogler B, Noletto JA, Haber WA, Setzer WN. (2006) Chemical constituents of the essential oils of three Piper species from Monteverde, Costa Rica. Journal of. Essential Oil-Bearing Plants, 9, 230-238;
52. (b) Torquilho HS, Pinto AC, Godoy RLO, Guimarães EF. (1999) Essential oil of Piper permucronatum Yuncker (Piperaceae) from Rio de Janeiro, Brazil. Journal of Essential Oil Research, 11, 429-430;
53. (c) Vila R, Milo B, Tomi F, Casanova J, Ferro EA, Cañigueral S. (2001) Chemical composition of the essential oil from the leaves of Piper fulvescens, a plant traditionally used in Paraguay. Journal of Ethnopharmacology, 76, 105-107;
54. (d) Moreira DL, Souza PO, Kaplan MAC, Pereira NA, Cardoso GL, Guimarães EF. (2001) Effect of leaf essential oil from Piper solmsianum C.DC. in mice behavior. Anais da Academia Brasileira de Ciências, 73, 31-37.