Phytochemical and biological investigations of Elaeodendron schlechteranum

Journal of Ethnopharmacology

Volumn 129, Issue 3, 2010, Pages 319-326

  Maregesi, Sheila M ^a,b   Hermans, Nina ^a   Dhooghe, Liene ^a   Cimanga, Kanyanga ^a   Ferreira, Daneel ^c   Pannecouque, Christophe ^d   Berghe, Dirk A Vanden ^a   Cos, Paul ^a   Maes, Louis ^a   Vlietinck, Arnold J ^a   Apers, Sandra ^a   Pieters, Luc ^a  

^a UNIVERSITY OF ANTWERP   (Belgium)

^b MUHIMBILI UNIVERSITY OF HEALTH AND ALLIED SCIENCES   (Tanzania)

^c UNIVERSITY OF MISSISSIPPI   (United States)

^d REGA INSTITUTE FOR MEDICAL RESEARCH   (Belgium)

Author keywords

Anti HIV; Antibacterial; Antileishmanial; Antiplasmodial; Antitrypanosomal; Celastraceae; Cytotoxicity; Elaeodendron schlechteranum; Prodelphinidin; Tingenin B; Triterpenes

Indexed keywords

22BETA HYDROXYTINGENONE; 3BETA,29 HYDROXYGLUTIN 5 ENE; 4' O METHYLEPIGALLOCATECHIN; 4' O METHYLGALLOCATECHIN; 4',4'' DI O METHYL PRODELPHINIDIN B4; ACETIC ACID ETHYL ESTER; AMPICILLIN; ANTIINFECTIVE AGENT; ANTIPROTOZOAL AGENT; ANTIVIRUS AGENT; ARTEMETHER; CANGORONINE METHYL ESTER; CHLOROQUINE; ELAEODENDRON SCHLECHTERANUM EXTRACT; HEXANE; MILTEFOSINE; NIFURTIMOX; PHENOL DERIVATIVE; PLANT EXTRACT; RIFAMPICIN; SURAMIN; TRITERPENE; UNCLASSIFIED DRUG; ZIDOVUDINE;

ANTIBACTERIAL ACTIVITY; ANTIBIOTIC SENSITIVITY; ANTIPROTOZOAL ACTIVITY; ANTIVIRAL ACTIVITY; ARTICLE; BACILLUS CEREUS; BIOASSAY; CANDIDA ALBICANS; CARBON NUCLEAR MAGNETIC RESONANCE; CELASTRACEAE; CONTROLLED STUDY; CYTOTOXICITY; DRUG STRUCTURE; ELAEODENDRON SCHLECHTERANUM; ELECTROSPRAY MASS SPECTROMETRY; ESCHERICHIA COLI; FETUS; FRACTIONATION; HETERONUCLEAR MULTIPLE BOND CORRELATION; HETERONUCLEAR SINGLE QUANTUM COHERENCE; HUMAN; HUMAN CELL; HUMAN IMMUNODEFICIENCY VIRUS 1; HUMAN IMMUNODEFICIENCY VIRUS 2; LEISHMANIA INFANTUM; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; PHYTOCHEMISTRY; PLANT ROOT; PLASMODIUM FALCIPARUM; PROTON NUCLEAR MAGNETIC RESONANCE; PSEUDOMONAS AERUGINOSA; SHRUB; STAPHYLOCOCCUS AUREUS; TRYPANOSOMA BRUCEI; TRYPANOSOMA CRUZI;

ANTI-BACTERIAL AGENTS; ANTI-HIV AGENTS; ANTIPARASITIC AGENTS; CELASTRACEAE; CELL LINE; CELL SURVIVAL; FIBROBLASTS; HUMANS; MAGNETIC RESONANCE SPECTROSCOPY; MICROBIAL SENSITIVITY TESTS; PARASITIC SENSITIVITY TESTS; PLANT BARK; PLANT EXTRACTS; PLANT ROOTS;

BACILLUS CEREUS; CELASTRACEAE; ELAEODENDRON; ESCHERICHIA COLI; LEISHMANIA INFANTUM; PLASMODIUM FALCIPARUM; STAPHYLOCOCCUS AUREUS; TRYPANOSOMA BRUCEI; TRYPANOSOMA CRUZI;

EID: 77953356761     PISSN: 03788741     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jep.2010.03.034     Document Type: Article

References (51)

1. Bavovada R., Blasko G., Shieh H., Pezzuto J.M., Cordell G.A. Spectral assignment and cytotoxicity of 22-hydroxytingenone from Glyptopetalum sclerocarpum. Planta Medica 1990, 56:380-382.
2. Bessong P.O., Obi C.L., Andreola M., Rojas L.B., Pouységu L., Igumbor E., Meyer J.J.M., Quideau S., Litvak S. Evaluation of selected South African medicinal plants for inhibitory properties against human immunodeficiency virus type 1 reverse transcriptase and intergrase. African Journal of Ethnopharmacology 2005, 99:83-91.
3. Botha J.J., Young D.A., Ferreira D., Roux D.G. Synthesis of condensed tannins. Part 1. Stereoselective and stereospecific synthesis of optically pure 4-arylflavan-3-ols, and assessment of their absolute stereochemistry at C-4 by means of circular dichroism. Journal of the Chemical Society, Perkin Transactions 1981, 1:1213-1219.
4. Brinker A.M., Ma J., Lipsky P.E., Raskin I. Medicinal chemistry and pharmacology of genus Tripterygium (Celasteraceae). Phytochemistry 2007, 68:732-766.
5. Cos P., Maes L., Vanden Berghe D., Hermans N., Pieters L., Vlietinck A. Plant substances as anti-HIV agents selected according to their putative mechanism of action. Journal of Natural Products 2004, 67:284-293.
6. Cos P., Vlietinck A.J., Vanden Berghe D., Maes L. Anti-infective potential of natural products: how to develop a stronger in vitro proof-of-concept. Journal of Ethnopharmacology 2006, 106:290-302.
7. Cos P., Maes L., Vlietinck A., Pieters L. Plant-derived leading compounds for chemotherapy of Human Immunodeficiency Virus (HIV) infection-an update (1998-2007). Planta Medica 2008, 74:1323-1337.
8. De Bruyne T., Pieters L., Witvrouw M., De Clercq E., Vanden Berghe D., Vlietinck A. Biological evaluation of proanthocyanidin dimers and related polyphenols. Journal of Natural Products 1999, 62:954-958.
9. De Bruyne T., Pieters L., Deelstra H., Vlietinck A. Condensed tannins: biodiversity in structure and biological activities. Biochemical Systematics and Ecology 1999, 27:445-459.
10. De Bruyne T., Pieters L., Dommisse R., Kolodziej H., Wray V., Vanden Berghe D.A., Vlietinck A.J. NMR characterization and biological evaluation of proanthocyanidins: a systematic approach. Plant Polyphenols 2; Chemistry, Pharmacology, Ecology. Basic Life Science 1999, vol. 6:193-209. Kluwer Academic/Plenum Publishers.
11. Delle Monache F., D'Albuquerque I.L., Chiappeta A.D., De Mello J.S. A bianthroquinone and 4'-O-methyl-ent-gallocatechin from Cassia trachypus. Phytochemistry 1992, 31:259-261.
12. De Mello J.P., Petereit F., Nahrstedt A. Flavan-3-ols and prodelphinidins from Stryphnodendron adstringens. Phytochemistry 1996, 41:807-813.
13. De Mello J.C.P., Petereit F., Nahrstedt A. A dimeric proanthocyanidin from Stryphnodendron adstringens. Phytochemistry 1999, 51:1105-1107.
14. Drewes S.E., Masimbye M.J. Flavanoids and triterpenoids from Cassine papillosa and the absolute configuration of 11,11-dimethyl-1,3,8,10-tetrahydroxy-9-methoxypeltogynan. Phytochemistry 1993, 32:1040-1044.
15. Elhag H., Mossa J.S., El-Olemy M.M. Antimicrobial and cytotoxic activity of the extracts of Khat callus cultures. Perspectives on New Crops and New Uses 1999, 463-466. ASHS Press, Alexandria, VA. J. Janick (Ed.).
16. Figueiredo J.N., Raz B., Séquin U. Novel quinone methides from Salacia krausii with in vitro antimalarial activity. Journal of Natural Products 1998, 61:718-723.
17. Foo L.Y., Porter L.J. Prodelphinidin polymers: definition and structural units. Journal of the Chemical Society, Perkin Transactions 1978, 1:1190-1886.
18. Garcia J., Massoma T., Morin C., Mpondo T.N., Nyasse B. 4'-O-Methylgallocatechin from Panda oleosa. Phytochemistry 1993, 32:1626-1628.
19. Goijman S.G., Turrens J.F., Marini-Bettolo G.B., Stoppani A.O.M. Effect of tingenone, a quinone triterpene, on growth and macromolecule biosynthesis in Trypanosoma cruzi. Experentia 1985, 4:646-648.
20. González A.G., Ferro E.A., Ravelo A.G. Triterpenes from Maytenus horrida. Phytochemistry 1987, 26:2785-2788.
21. Horwitz J.P., Chua J., Noel M. Nucleosides. 5. Monomesylates of 1-(2-deoxy-β-d-lyxofuranosyl)thymine. Journal of Organic Chemistry 1964, 29:2076-2078.
22. Houghton P.J., Raman A. Laboratory Handbook for Fractionation of Natural Extracts 1998, Chapman & Hall, London, UK, p. 199. 1st ed.
23. Itokawa H., Shirota O., Ikuta H., Morita H., Takeya K., Litaka Y. Triterpenes from Maytenus ilicifolia. Phytochemistry 1991, 30:3713-3716.
24. 13C NMR of 22β-hydroxytingenone. Phytochemistry 1993, 34:759-763.
25. Lindsey K.L., Budesinsky M., Kohout L., Van Staden J. Antibacterial activity of maytenoic acid isolated from the root-bark of Maytenus senegalensis. South African Journal of Botany 2006, 72:473-477.
26. Maregesi S.M., Ngassapa O.D., Pieters L., Vlietinck A.J. Ethnopharmacological survey of the Bunda district, Tanzania: plants used to treat infectious diseases. Journal of Ethnopharmacology 2007, 113:457-470.
27. Maregesi S.M., Pieters L., Ngassapa O.D., Apers S., Vingerhoets R., Cos P., Vanden Berghe D.A., Vlietinck A.J. Screening of some Tanzanian medicinal plants from Bunda district for antibacterial, antifungal and antiviral activities. Journal of Ethnopharmacology 2008, 119:58-66.
28. Maregesi S.M., Van Miert S., Pannecouque C., Feiz Haddad M.H., Hermans N., Wright C.W., Vlietinck A.J., Apers S., Pieters L. Screening of Tanzanian medicinal plants against Plasmodium falciparum and Human Imumunodeficiency Virus. Planta Medica 2010, 76:195-201.
29. Morota T., Yang C., Sasaki H., Qin W., Sugama K., Miao K., Yoshino T., Xu L., Maruno M., Yang B. Triterpenes from Tripterygium wilfordii. Phytochemistry 1995, 39:1153-1157.
30. Murayama T., Eizuru Y., Yamada R., Sadanari H., Matsubara K., Rukung G., Tolo F.M., Mungai G.M., Kofi-Tsekpo M. Anticytomegalovirus activity of pristimerin, a triterpenoid quinone methide isolated from Maytenus heterophylla (Eckl. Zeyh.). Antiviral Chemistry & Chemotherapy 2007, 18:133-139.
31. 13C nuclear magnetic resonance. Journal of the American Chemical Society 1973, 95:6473-6475.
32. Nakashima H., Murakami T., Yamamoto N., Sakagami H., Tanuna S.I., Hatano T., Yoshida T., Okuda T. Inhibition of human immunodeficiency viral replication by tannins and related compounds. Antiviral Research 1992, 18:91-103.
33. Pannecouque C., Daelemans D., De Clercq E. Tetrazolium-based colorimetric assay for the detection of HIV replication inhibitors: revisited 20 years later. Nature Protocols 2008, 3:427-434.
34. Pauwels R., Balzarini J., Baba M., Snoeck R., Schol D., Herdewijn P., Desmyter J., De Clercq E.J. Rapid and automated tetrazolium-based colorimetric assay for detection of anti-HIV compounds. Journal of Virological Methods 1988, 20:309-321.
35. Pieters L., Vlietinck A. Bioguided isolation of pharmacologically active plant components, still a valuable strategy for the finding of new lead compounds?. Journal of Ethnopharmacology 2005, 100:57-60.
36. Prinsloo, G., 2006. Isolation of anti-HIV compound from Elaeodendron croceum (Thunb.) DC. Ph.D. Thesis. University of Pretoria.
37. Shahat A.A., Ismail S.I., Hammouda F.M., Azzam S.A., Lemière G., De Bruyne T., De Swaef S., Pieters L., Vlietinck A. Anti-HIV activity of flavonoids and procyanidins from Crataegus sinaica. Phytomedicine 1998, 5:133-136.
38. Sindambiwe J.B., Calomme M., Cos P., Totté J., Pieters L., Vlietinck A., Vanden Berghe D. Screening of seven selected Rwandan medicinal plants for antimicrobial and antiviral activities. Journal of Ethnopharmacology 1999, 65:71-77.
39. Sotanaphun U., Suttisri R., Lipipun V., Bavovada R. Quinone-methide triterpenoids from Glyptopetalum sclerocarpum. Phytochemistry 1998, 49:1749-1755.
40. Sotanaphun U., Lipipun V., Suttisri R., Bavovada R. Antimicrobial activity and stability of tingenone derivatives. Planta Medica 1999, 65:450-452.
41. Takaishi Y., Miyagi K., Kawazoe K., Nakano K.L., Kunhua D., Hongquan D. Triterpenoid from Tripterygium wilfordii var. regelii. Phytochemistry 1997, 45:975-978.
42. Thiem D.A., Sneden A.T., Khan A.I., Tekwami B.L. Bisnortriterpenes from Salacia madagascariensis. Journal of Natural Products 2005, 68:251-254.
43. Tits M., Angenot L., Poukens P., Warin R., Dierckxsens Y. Prodelphinidins from Ribes nigrum. Phytochemistry 1992, 31:971-973.
44. Tona L., Ngimbi N.P., Tsakala M., Mesia K., Cimanga K., Apers S., De Bruyne T., Pieters L., Totté J., Vlietinck A. Antimalarial activity of 20 crude extracts from nine African medicinal plants used in Kinshasa, Congo. Journal of Ethnopharmacology 1999, 68:193-203.
45. Tona L., Mesia K., Ngimbi N.P., Chrimwami B., Okond'Ahoka, Cimanga K., De Bruyne T., Apers S., Hermans N., Totté J., Pieters L., Vlietinck A.J. In vivo antimalarial activity of Cassia occidentalis. Morinda morindoides and Phyllanthus niruri. Annals of Tropical Medicine and Parasitology 2001, 95:47-57.
46. Tona L., Cimanga R.K., Mesia K., Musuamba C.T., De Bruyne T., Apers S., Hermans N., Van Miert S., Pieters L., Totté J., Vlietinck A.J. In vitro antiplasmodial activity of extracts and fractions from seven medicinal plants used in the Democratic Republic of Congo. Journal of Ethnopharmacology 2004, 93:27-32.
47. Vanden Berghe D.A., Vlietinck A.J. Screening methods for antibacterial and antiviral agents from higher plants. Assays for Bioactivity, vol. 6. Methods in Plant Biochemistry 1991, 47-69. P.M. Dey, J.B. Harborne, K. Hostettmann (Eds.).
48. Van Rensburg H., Steynberg P.J., Burger J.F.W., Van Heerden P.S., Ferreira D. Circular dichroic properties of flavan-3-ols. Journal of Chemical Research-S 1999, 7:450-451.
49. Watt J.M., Breyer-Brandwijk M.G. Medicinal and Poisonous Plants of Southern and Eastern Africa. Livingstone 1962, E & S Livingstone Ltd, Edinburgh, London, p. 1457. 2nd ed.
50. Weaver J.L., Pine P.S., Dutchman G., Cheng Y.C., Lee K.H., Aszalos A. Prevention of binding of rgp120 by anti-HIV active tannins. Biochemical Pharmacology 1992, 43:2479-2480.
51. Weeratunga G., Bohlin L., Verpoorte R., Kumar V. Flavonoids from Elaeodendron balae root bark. Phytochemistry 1985, 24:2093-2095.