Furochinoline alkaloids in plants from Rutaceae family – a review

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Over the past five years, phytochemical and pharmacological studies have been conducted on material extracted from members of the Rutaceae family. In such work, new furochinoline-structured alkaloids were isolated from Ruta sp. and Dictamnus sp. Beyond the aforementioned, other substances with promising activity were isolated from the less-known species of Zanthoxylum, Evodia, Lonchocarpus, Myrthopsis and Teclea. Currently used forms of extraction, as well as methods of isolation and detection, allow the obtaining of pure, biologically active compounds. Many of these have antifungal, anti-bacterial and anti-plasmodial properties. Others are still being researched as potential drugs, which, in future, may be used in treating those afflicted with HIV and cancer. This article is designed to give the readers a thorough review of the active natural products from the Rutaceae family.

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  • 1. Abdel-Sattar E. Zaitoon A. El Sayed A.M. Bakhashwain A.A.: Evaluation of some Medicinal plants in controlling Culex pipienis J. Egypt. Soc. Parasitol. 44(3) 771-778 2014.

  • 2. Aguilar-Guadarrama A.B. Rios M.Y.: Geranyl n-dimethylallylanthranilate a new compound from Esenbeckia yaaxhokob Planta Medica 70(1) 85-86 2004.

  • 3. Almeida R. Penaflor M. et al.: Toxicity of substances isolated from Helietta puberula RE Fr. (Rutaceae) to the leaf-cutting ant Atta sexdens L. (Hymenoptera: Formicidae) and the symbiotic fungus Leucoagaricus gongylophorus. BioAssay 2(2) 1-8 2007.

  • 4. Basco L.K. Mitaku S. et al.: In vitro activities of furoquinoline and acridone alkaloids against Plasmodium falciparum. Antimicrob. Agents Chemother. 38(5) 1169-1171 1994.

  • 5. Biavatti M.W. Vieira P.C. et al.: Biological Activity of Quinoline Alkaloids from Raulinoa echinata and X-ray Structure of Flindersiamine J. Braz. Chem. Soc. 13 (1) 66-70 2002.

  • 6. Cabral R.S. Sartori M.C. et al.: Anticholinesterase activity evaluation of alkaloids and coumarin from the stems of Conchocarpus fontanesianus Braz. J. Pharmacogn. 22(2) 374-380 2012.

  • 7. Cardoso-Lopes E.M. Maier J.A. da Silva M.R. et al.: Alkaloids from stems of Esenbeckia leiocarpa Engl. (Rutaceae) as potential treatment for Alzheimer disease. Molecules 15 (12) 9205-9213 2010.

  • 8. Cheng J.T. Chang T.K. Chen I.S.: Skimmianine and related furoquinolines function as antagonists of 5-hydroxytryptamine receptors in animals J. Auton. Pharm. 14 365-374 1994.

  • 9. Coulerie P. Maciuk A. et al.: Phytochemical study of Myrtopsis corymbosa perspectives for anti-dengue natural compound research Rec. Nat. Prod. 7(3) 250-253 2013.

  • 10. Dictionary of Chinese Traditional Medicine. Shanhai Science and Technology Press 1986 Shanghai Jiansu New Medical College p. 737

  • 11. Dolabela M.F. Oliveira S.G. et al.: In vitro antiplasmodial activity of extract and constituents from Esenbeckia febrifuga a plant traditionally used to treat malaria in the Brazilian Amazon Phytomed.: Int. J. Phytother. Phytopharm. 15(5) 367-372 2008.

  • 12. Ekiert H. Kisiel W.: Coumarins and alkaloids in shoot culture of Ruta graveolens L. Acta Soc. Bot. Polon. 66(3-4) 329-332 1997.

  • 13. Emam A. Eweis M. Elbadry M.: A new furoquinoline alkaloid with antifungal activity from the leaves of Ruta chalepensis L. Drug Disc. Ther. 4(6) 399-404 2010.

  • 14. Fournet A. Barrios A.A. et al.: Antiprotozoal activity of quinoline alkaloids isolated from Galipea longiflora a Bolivian plant used as a treatment for cutaneous leishmaniasis Phytother. Res. 8(3) 174-178 1994.

  • 15. Fournet A. Barrios A.A. et al.: 2-substituted quinoline alkaloids as potential antileishmanial drugs. Antimicrob. Agents Chemother. 37(4) 859-863 1993.

  • 16. Gaya C. H. Kawaka J.F. Muchugi A. Ngeranwa J. J.: Variation of alkaloids in the Kenyan Zanthoxylum gilletii (De Wild Waterman) Afr. J. Plant Sci. 7(9) 438-444 2013.

  • 17. Huang A.C. Chung J.G. et al.: Synthesis and cytotoxic activity of certain 2349-Tetrahydrofuro[23-b]quinolin-34-dione and ethyl 2-(Substituted aniline)-4-oxo-45-dihydrofuran-3-carboxylate derivatives in Murine leukemia WEHI-3 Cells. In Vivo. 21(2) 227-236 2007.

  • 18. Kuete V. Wansi J.D. et al.: Antimicrobial activity of the methanolic extract and compounds from Teclea afzelii (Rutaceae) South Afr. J. Bot. 74(4) 572-576 2008.

  • 19. Magadula J.J. Innocent E. Mbwambo Z.H. Kapingu M.C.: Phytochemical and Pharmacological Studies of some Medicinal Plants from Tanzania. Int. J. Curr. Res. Acad. Rev. 2(10) 99-111 2014.

  • 20. Mitscher L.A. Bathala M.S. Clark G.W. Beal J.L.: Antimicrobial agents from higher plants. The quaternary alkaloids of Ptelea trifoliate. Lloydia 38(2) 109-116 1975.

  • 21. Monković I. Spenser I.D. Plunkett A.O.: MS 109 - REES Albert Lloyd George. Can. J. Chem. 45(17) 1935-1948 1967.

  • 22. Mora S. Castro V. et al.: Chemical constituents from Zanthoxylum setulosum (Rutaceae). Bol. Latinoam. Caribe Plant. Med. Aromat. 10 (2) 155-158 2011.

  • 23. Musiol R. Magdziarz T. Kurczyk A.: Quinoline scaffold as a privileged substructure in antimicrobial drugs Microbiology book series - No 3 Vol. 2011 72-83.

  • 24. Mwangi E.S.K. Keriko J. M. et al.: Antiprotozoal Activity and Cytotoxicity of metabolites from leaves of Teclea trichocarpa J. Med. Plant. Res. 4(9) 726-731 2010.

  • 25. Peroutka R. Schulzová V. Botek P. Hajšlová J.: Analysis of furanocoumarins in vegetables (Apiaceae) and citrus fruits (Rutaceae) J. Sci. Food Agric. 87(11) 2152-2163 2007.

  • 26. Resmi M.S. Verma P. Gokhale R.S. Soniya E.V.: Identification and characterization of a Type III polyketide synthase involved in quinolone alkaloid biosynthesis from Aegle marmelos Correa J. Biol. Chem. 288(10) 7271-7281 2013.

  • 27. Riyanto S. Sukari M.A. et al.: Alkaloids from Aegle marmelos (Rutaceae) Mal. J. Anal. Sci. 7(2) 463-465 2001.

  • 28. Sandjo L.P. Kuete V. et al.: Cytotoxic Benzophenanthridine and Furoquinoline Alkaloids from Zanthoxylum buesgenii (Rutaceae) Chem. Centr. J. 8(61) 4 2014.

  • 29. Sichaem J. Jirasirichote A. et al.: New furoquinoline alkaloids from the leaves of Evodia lepta Fitoter. 92 270-273 2014.

  • 30. Tavares L.C. Zanon G. et al.: Structure-Activity Relationship of Benzophenanthridine Alkaloids from Zanthoxylum rhoifolium Having Antimicrobial Activity. PLoS One 9(5) 2014.

  • 31. Tchinda A.T. Fuendjiepa V. et al.: Bioactive compounds from the fruits of Zanthoxylum leprieurii Pharmacologyonline 1 406-415 2009.

  • 32. Touati D. Rahman A. Uluben A.: Alkaloids from Aegle marmelos (Rutaceae) Alkaloids from Ruta montana Phytochem. 53 277-279 2000.

  • 33. Vasudevan T.N. Lukner M.: Alkaloids from Ruta angustifolia Ruta chalepensis and Ruta Montana. Pharmazie 23 520-526 1968.

  • 34. Wahyunia T.S. Widyawaruyantib A. et al.: Inhibition of hepatitis C virus replication by chalepin and pseudane IX isolated from Ruta angustifolia leaves. Fitoterapia 99 276-283 2014.

  • 35. Wang L.D. Guo D.A. et al.: Antifungal effect of three natural products on the genetic substance of Saccharomyces cerevisiae GL7 and Prototheca wickerhamii. Yao Xue Xue Bao 35 860-863 2000.

  • 36. Wansi J.D. Hussain H. et al.: Antiplasmodial activities of furoquinoline alkaloids from Teclea afzelii Phytother. Res. 24 775-777 2010.

  • 37. Wolski T. Baj T. The systematic of Dictamnus species and chemical composition of two cultivars of Dictamnus albus L.(cv. Albiflores and cv. Rosa purple). Part I Post. Fitoter. 3 166-179 2014.

  • 38. Wójcik G.: Wstępna ocena mrozoodporności wybranych gatunków z rodzaju Zanthoxylum L. [Rutaceae] w Ogrodzie Roślin Leczniczych we Wrocławiu Rocznik dendrologiczny 55 159-164 2007.

  • 39. Zhao W. Wolfender J.L. et al.: Antifungal alkaloids and limonoid derivatives from Dictamnus dasycarpus. Phytochem. 47(1) 7-11 1998.

  • 40. Zhao Y.L. Chen Y.L. Chang F.S. Tzeng C.C.: Synthesis and cytotoxic evaluation of certain 4-anilino-2-phenylquinoline derivatives Eur. J. Med. Chem. 40 792-797 2005.

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