Startseite Lebenswissenschaften Thonningiiflavanonol A and thonningiiflavanonol B, two novel flavonoids, and other constituents of Ficus thonningii Blume (Moraceae)
Artikel
Lizenziert
Nicht lizenziert Erfordert eine Authentifizierung

Thonningiiflavanonol A and thonningiiflavanonol B, two novel flavonoids, and other constituents of Ficus thonningii Blume (Moraceae)

  • Patrick Y. Ango , Deccaux W.F.G. Kapche EMAIL logo , Ghislain W. Fotso , Christian D. Fozing , Elizabeth M.O. Yeboah , Renameditswe Mapitse , Ibrahim Demirtas , Bonaventure T. Ngadjui EMAIL logo und Samuel O. Yeboah
Veröffentlicht/Copyright: 9. März 2016

Abstract

A phytochemical study of Ficus thonningii has led to the isolation of two previously unreported compounds, thonningiiflavanonol A and thonningiiflavanonol B together with 16 known compounds: shuterin, naringenin, syringic acid, p-hydroxybenzoic acid, genistein, 5,7,3′,4′,5′-pentahydroxyflavanone, luteolin, methylparaben, aromadendrin, garbanzol, dihydroquercetin, 5,7,3′-trihydroxyflavanone, β-sitosterol, sitosterolglucoside, lupeol acetate, and taraxerol. Their structures were elucidated on the basis of spectroscopic data. The new compounds and extracts displayed potent antioxidant activity.


Corresponding authors: Deccaux W.F.G. Kapche, Department of Chemistry, Higher Teacher Training School, University of Yaoundé I, P. O. Box +(237) 47, Yaoundé, Cameroon, Fax: +237-22-235396, E-mail: ; and Bonaventure T. Ngadjui, Faculty of Science, Department of Organic Chemistry, University of Yaoundé I, P. O. Box +(237) 812, Yaoundé, Cameroon, Fax: +237-22-235396, E-mail:

Acknowledgments

Patrick Y. Ango is grateful to the Organization for the Prohibition of Chemical Weapons (OPCW) for 3 months financial support (Travel grant and maintenance allowance) at the University of Botswana. The Network of Analytical and Bioassay Services in Africa (NABSA) and the University of Botswana are acknowledged for providing research facilities.

References

1. Corner EJ. Checklist of Ficus in Asia and Australia with keys to identification. Singapore: The Garden Bulletin, 1965:1–185.Suche in Google Scholar

2. Danthu P, Soloviev P, Gaye A, Sarr A, Seck M, Thomas I. Vegetative propagation of some West African Ficus species by cuttings. Agrofor Syst 2002;55:57–63.10.1023/A:1020254808316Suche in Google Scholar

3. Recio MC, Giner RM, Manez S, Rios JL, Marston A, Hostettmann K. Screening of tropical medicinal plants for anti-inflammatory activity. Phytother Res 1995;9:571–4.10.1002/ptr.2650090807Suche in Google Scholar

4. Gbeassor M, Kedjagni AY, Koumaglo KS, Agbo K, Aklikokou K, Amegbo KA. In vitro antimalarial activity of six medicinal plants. Phytother Res 1990;4:115–7.10.1002/ptr.2650040309Suche in Google Scholar

5. Asres K, Seyoum A, Veeresham C, Bucar F, Gibbons S. Naturally derived anti-HIV agents. Phytother Res 2005;19:557–81.10.1002/ptr.1629Suche in Google Scholar PubMed

6. Lockett CT, Calvert CT, Grivetti LE. Energy and micronutrient composition of dietary and medicinal wild plants consumed during drought. Study of rural Fulani, Northeastern Nigeria. Intl J Food Sci Nutrit 2000;51:195–208.10.1080/09637480050029700Suche in Google Scholar PubMed

7. Igoli JO, Ogaji OG, Tor-Anyiin TA, Igoli NP. Traditional medicine practice amongst the Igede people of Nigeria. Afr J Trad Cam 2005;2:134–52.10.4314/ajtcam.v2i2.31112Suche in Google Scholar

8. Otimenyin SO, Uguru MO, Atang BL. Anti-inflammatory and analgesic activities of Ficus thonningii and Pseudocedrela kotschyi extracts. Nig J Pharm Res 2004;3:82–5.10.4314/njpr.v3i1.35388Suche in Google Scholar

9. Musabayane CT, Bwititi PT, Ojewole JA. Effects of oral administration of some herbal extracts on food consumption and blood glucose levels in normal and streptozotocin-treated diabetic rats. Expt Clin Pharmacol 2006;28:223–8.10.1358/mf.2006.28.4.990202Suche in Google Scholar PubMed

10. Koné WM, Atindehou KK, Terreaux C, Hostettmann K, Traoré D, Dosso M. Traditional medicine in North Côte-D’Ivoire: screening of 50 medicinal plants for antibacterial activity. J Ethnopharmacol 2004;93:43–9.10.1016/j.jep.2004.03.006Suche in Google Scholar PubMed

11. Fongang YS, Bankeu JJ, Ali MS, Awantu AF, Zeeshan A, Assob CN, et al. Flavonoids and other bioactive constituents from Ficus thonningii Blume (Moraceae). Phytochem Lett 2015;11:139–45.10.1016/j.phytol.2014.11.012Suche in Google Scholar

12. Mabry TJ, Markham KR, Thomas MB. The systematic identification of flavonoids. New York: Springer-Verlag, 1970:44.10.1007/978-3-642-88458-0Suche in Google Scholar

13. Ingham JL, Tahara S, Dziedzic SZ. New 3-hydroxyflavanone (dihydroflavonol) phytoalexins from the papilionate legume Shuteria vestita. J Nat Prod 1986;49:631–8.10.1021/np50046a012Suche in Google Scholar

14. Gaffield W. Circular dichroism, optical rotatory dispersion and absolute configuration of flavanones, 3-hydroxyflavanonones and their glycosides; determination of aglycone chirality in flavanone glycosides. Tetrahedron 1970;26:4093–108.10.1016/S0040-4020(01)93050-9Suche in Google Scholar

15. Slade D, Ferreira D, Marais JP. Circular dichroism, a powerful tool for assessment of absolute configuration of flavonoids. Phytochemistry 2005;66:2177–215.10.1016/j.phytochem.2005.02.002Suche in Google Scholar

16. Kuroyanagi M, Arakawa T, Hirayama Y, Hayashi T. Antibacterial and antiandrogen flavonoids from Sophora flavescens. J Nat Prod 1999;62:1595–9.10.1021/np990051dSuche in Google Scholar

17. Da-song Y, Jian-guo W, Yong-ping Y, Yong-hong Y, Xiao-li L. Chemical constituents of Euphorbia sikkimensis. J Chin Materia Medica 2013;38:4094–98.Suche in Google Scholar

18. Haman C, Dauchy X, Rosin C, Munoz J-F. Occurrence, fate and behavior of parabens in aquatic environments: a review. Water Res 2015;68:1–11.10.1016/j.watres.2014.09.030Suche in Google Scholar

19. Muthukumaran J, Srinivasan S, Venkatesan RS, Ramachandrana V, Muruganathan U. Syringic acid, a novel natural phenolic acid, normalizes hyperglycemia with special reference to glycoprotein components in experimental diabetic rats. J Acute Disease 2013;2:304–9.10.1016/S2221-6189(13)60149-3Suche in Google Scholar

20. Rong-rong Z, Ji Y, Wen-jing W, Han-bing Y, Qing-wen Z, Xiao-qi Z, et al. Chemical studies on roots of Ficus hirta. J Chin Materia Medica 2013;38:3696–701.Suche in Google Scholar

21. Ravindranath MH, Muthugounder S, Presser N, Viswanathan S. Anticancer therapeutic potential of soy isoflavone, genistein. Adv Exp Med Biol 2004;546:121–65.10.1007/978-1-4757-4820-8_11Suche in Google Scholar

22. Ushikubo H, Watanabe S, Tanimoto Y, Abe K, Hiza A, Ogawa T, et al. 3,3′,4′,5,5′-Pentahydroxyflavone is a potent inhibitor of amyloid β fibril formation. Neurosc Lett 2012;513:51–6.10.1016/j.neulet.2012.02.006Suche in Google Scholar

23. Guanhu B. Study on the chemical constituents from the stem of Rhamnus utilis. Nat Prod Res Dev 2013;25:1519–21.Suche in Google Scholar

24. Bhat HM, Bhat KA, Prabha S, Hamid A. Antioxidant and cytotoxic activities of Achillea millefolium from Kashmir. J Acad Ind Res 2014;2:487–91.Suche in Google Scholar

25. Zhi-ping L, Min Z, Sheng L, Chun-fang G, Wan-xing W. Chemical constituents from root and wood of Cudrania cochinchinensis. Nat Prod Res Dev 2013;25:197–200.Suche in Google Scholar

26. Kun-Young P, Geun-Ok J, Kyung-Tae L, Jongwon C, Moo-Young C, Gab-Tae K, et al. Antimutagenic activity of flavonoids from the heartwood of Rhus verniciflua. J Ethnopharmacol 2004;90:73–9.10.1016/j.jep.2003.09.043Suche in Google Scholar

27. Negi RK, Rajagopalan TR, Batra V. Flavonoidal constituents of Lupinus hirsutus. Ind J Chem 1985;24B:221.Suche in Google Scholar

28. Lawrence JA, Zito SW. Sterols and triterpenes from the fruits of Artocapus altilis. Phytochemistry 1976;15:829–30.10.1016/S0031-9422(00)94467-4Suche in Google Scholar

29. Xue-Gui W, Li-Tao S, Yong-Qing T, Han-Hong X. Isolation, structure identification and insecticidal activity of compounds from Ficus tsiangii Merr. ex Corner. Acta Entomol Sin 2010;53:525–30.Suche in Google Scholar

30. Xiao-xi J, Pei H, Yan J, Hui-jun L. Chemical constituents from the stems of Viburnum dilatatum Thunb. var. fulvotomentosum (Hsu) Hsu. Chem Industry Forest Prod 2014;34:97–100.Suche in Google Scholar

31. Villaseñor IM, Angelada J, Canlas AP, Echegoyen D. Bioactivity studies on β-sitosterol and its glucoside. Phytother Res 2002;16:417–21.10.1002/ptr.910Suche in Google Scholar PubMed

32. Figueiredo C, Barroso JG, Pedro LG, Scheffer JJC. Factors affecting secondary metabolite production in plants: volatile components and essential oils. Flavour Fragr J 2008;23: 213–26.10.1002/ffj.1875Suche in Google Scholar

33. Gibbons S. An introduction to planar chromatography. In: Sarker SD, Latif Z, Gray AI, editors. Natural products isolation (Methods in biotechnology), Vol. 20, 2nd ed. Totowa, NJ: Humana Press Inc., 2005:111–2.Suche in Google Scholar

34. Marston A. Thin-layer chromatography with biological detection in phytochemistry. J Chromatogr A 2011;1218:2676–83.10.1016/j.chroma.2010.12.068Suche in Google Scholar PubMed

Received: 2015-8-4
Revised: 2015-10-19
Accepted: 2016-1-27
Published Online: 2016-3-9
Published in Print: 2016-3-1

©2016 by De Gruyter

Heruntergeladen am 30.12.2025 von https://www.degruyterbrill.com/document/doi/10.1515/znc-2015-0147/pdf
Button zum nach oben scrollen