Planta Med 2010; 76(9): 893-896
DOI: 10.1055/s-0029-1240814
Natural Product Chemistry
Original Papers
© Georg Thieme Verlag KG Stuttgart · New York

Polyacetylenes and Flavonoids from the Aerial Parts of Bidens pilosa

Rui Wang1 , Quan-Xiang Wu1 , Yan-Ping Shi1 , 2
  • 1State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, P. R. China
  • 2Key Laboratory for Natural Medicine of Gansu Province, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, P. R. China
Further Information

Publication History

received Sept. 14, 2009 revised Dec. 1, 2009

accepted Dec. 29, 2009

Publication Date:
27 January 2010 (online)

Abstract

Bidens pilosa is used in various folk medicines such as antimalarial, antibacterial, blood pressure-lowering, and antihyperglycemic agents. Phytochemical investigation of the aerial parts of this plant yielded 10 polyacetylenes and 9 flavonoids, including four new polyacetylenes (5, 79) and one new chalcone glucoside (11). The molecular structures of the isolated compounds were elucidated by comprehensive spectroscopic analysis.

References

  • 1 Oliveira F Q, Andrade-Neto V, Krettli A U, Brandão M G L. New evidences of antimalarial activities of Bidens pilosa roots extract correlated with polyacetylene and flavonoids.  J Ethnopharmacol. 2004;  93 39-42
  • 2 Brandão M G L, Krettli A U, Soares L S R, Nery C G C, Marinuzzi H C. Antimalarial activity of extracts and fractions from Bidens pilosa and other Bidens species (Asteraceae) correlated with the presence of acetylene and flavonoid compounds.  J Ethnopharmacol. 1997;  57 131-138
  • 3 Tonia R, van Staden J. Antibacterial activity of South African plants used for medicinal purposes.  J Ethnopharmacol. 1997;  56 81-87
  • 4 Théophile D, Rakotonirina S V, Tan P V, Azay J, Dongo E, Gérard C. Leaf methanol extract of Bidens pilosa prevents and attenuates the hypertension induced by high-fructose diet in Wistar rats.  J Ethnopharmacol. 2002;  83 183-191
  • 5 Ubillas R P, Mendez C D, Jolad S D, Luo J, King S R, Carlson T J, Fort D M. Antihyperglycemic acetylenic glucosides from Bidens pilosa.  Planta Med. 2000;  66 82-83
  • 6 Yang H L, Chen S C, Chang N W, Chang J M, Lee M L, Tsai P C. Protection from oxidative damage using Bidens pilosa extracts in normal human erythrocytes.  Food Chem Toxicol. 2006;  44 1513-1521
  • 7 Bohlmann F, Burkhardt T, Zdero C. Naturally occurring acetylenes. London; Academic Press 1973
  • 8 Marchant Y Y, Ganders F R, Wat C K, Towers G H N. Polyacetylenes in Hawaiian Bidens.  Biochem Syst Ecol. 1984;  12 167-178
  • 9 Alvarez L, Marquina S, Villarreal M L, Alonso D, Aranda E, Delgado G. Bioactive polyacetylenes from Bidens pilosa.  Planta Med. 1996;  62 355-357
  • 10 Hoffmann B, Hölzl J. Chalcone glucosides from Bidens pilosa.  Phytochemistry. 1989;  28 247-249
  • 11 Wang J, Yang H, Lin Z W, Sun H D. Flavonoids from Bidens pilosa var. radiata.  Phytochemistry. 1997;  46 1275-1278
  • 12 Tobinaga S, Sharma M K, Aalbersberg W G, Watanabe K, Iguchi K, Narui K, Sasatsu M, Waki S. Isolation and identification of a potent antimalarial and antibacterial polyacetylene from Bidens pilosa.  Planta Med. 2009;  75 624-628
  • 13 Kumari P, Misra K, Sisodia B S, Faridi U, Srivastava S, Luqman S, Darokar M P, Negi A S, Gupta M M, Singh S C, Kumar J K. A promising anticancer and antimalarial component from the leaves of Bidens pilosa.  Planta Med. 2009;  75 59-61
  • 14 Chang M H, Wang G J, Kuo Y H, Lee C K. The low polar constituents from Bidens pilosa L. var. minor (Blume) sherff.  J Chin Chem Soc. 2000;  47 1131-1136
  • 15 Bohlmann F, Ahmed M, King R M, Robinson H. Acetylenic compounds from Bidens graveolens.  Phytochemistry. 1983;  22 1283-1285
  • 16 Miyazawa M, Kameoka H. Norcapillene, a new acetylenic hydrocarbon from the essential oil of Artemisia capillaris.  Phytochemistry. 1976;  15 223-224
  • 17 Bohlmann F, Bornowski H, Kleine K M. New polyynes from the tribe Heliantheae.  Chem Berlin. 1964;  97 2135-2138
  • 18 Lam J, Christensen L P, Thomasen T. Polyacetylenes from Dahlia species.  Phytochemistry. 1991;  30 515-518
  • 19 Ruecker G, Kehrbaum S, Sakulas H, Lawong B, Goeltenboth F. Medicinal plants from Papua New Guinea; part II. Acetylenic glucosides from Microglossa pyrifolia.  Planta Med. 1992;  58 266-269
  • 20 Gonzalez A G, Breton J L, Navarro E, Trujillo J, Boada J, Rodriguez R. Phytochemical study of Isoplexis chalcantha.  Planta Med. 1985;  51 9-11
  • 21 McCormick S, Mabry T J. The flavonoids of Passiflora sexflora.  J Nat Prod. 1982;  45 782
  • 22 Abdel-Gawad M M, El-Zait S A. Flavonoids of Polygonum senegalense growing in Egypt.  Fitoterapia. 1981;  52 239-240
  • 23 Exner J, Reichling J, Cole T C H, Becker H. Methylated flavonoid aglycones from Matricariae flos.  Planta Med. 1981;  41 198-200
  • 24 Bacon J D, Urbatsch L E, Bragg L H, Mabry T J, Neuman P, Jackson D W. The flavonoids of Tetragonotheca (Compositae).  Phytochemistry. 1978;  17 1939-1943
  • 25 Bohm B A, Collins F W, Bose R. Chemotaxonomic studies in the Saxifragaceae part 7. Flavonoids of Chrysosplenium tetrandrum.  Phytochemistry. 1977;  16 1205-1209
  • 26 Becchi M, Combier H. Two flavonic glucosides from the leaves of Santolina chamaecyparissus.  Planta Med. 1976;  30 388-394
  • 27 Ulubelen A, Timmermann B N, Mabry T J. Flavonoids from Brickellia chlorolepis and B. dentate.  Phytochemistry. 1980;  19 905-908

Prof. Yan-Ping Shi

Lanzhou Institute of Chemical Physics
Chinese Academy of Sciences
Lanzhou University

730000 Lanzhou

People's Republic of China

Phone: + 86 93 14 96 82 08

Fax: + 86 93 18 27 70 88

Email: shiyp@lzb.ac.cn

>