Ethnobotanical, Phytochemical and Pharmacological Activities of Genus Erythroxylum

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Authors

  • School of Pharmacy, Vishwakarma University, Kondhwa, Pune - 411048, Maharashtra ,IN
  • School of Pharmacy, Vishwakarma University, Kondhwa, Pune - 411048, Maharashtra ,IN
  • School of Pharmacy, Vishwakarma University, Kondhwa, Pune - 411048, Maharashtra ,IN
  • School of Pharmacy, Vishwakarma University, Kondhwa, Pune - 411048, Maharashtra ,IN
  • School of Pharmacy, Vishwakarma University, Kondhwa, Pune - 411048, Maharashtra ,IN
  • School of Pharmacy, Vishwakarma University, Kondhwa, Pune - 411048, Maharashtra ,IN
  • School of Pharmaceutical Sciences, Sandip University, Trimbak Road, Nashik - 422212, Maharashtra ,IN
  • AISSMS College of Pharmacy, Kennedy Road, Pune - 411001, Maharashtra ,IN

DOI:

https://doi.org/10.18311/jnr/2024/34542

Keywords:

Erythroxylum, Erythroxylaceae, Phytochemistry, Pharmacology

Abstract

Erythroxylum P. Browne represents the largest genus in the Erythroxylaceae family, comprising around 230 species. It is widely distributed in South America, Madagascar, Asia, and Australia. A significant number of species from the genus have been employed in traditional medicine to alleviate a variety of health issues. Except for cocaine-producing species, the genus has not received substantial chemical investigation. However, phytochemicals such as terpenoids and flavonoids from other species have also been found in Erythroxylum. Thus, the review aims to collect and analyze the scientific data available about the Erythroxylum species in terms of their phytoconstituents and pharmacological actions. The review also focuses on summarizing past study results and analyzing future directions of Erythroxylum species research.

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Published

2024-08-31

How to Cite

Syed, S. H., Unavane, S., Taru, P., Thakur, A., Rai, N., Sajimon, L., Deore, S., & Shah, M. (2024). Ethnobotanical, Phytochemical and Pharmacological Activities of Genus <i>Erythroxylum</i>. Journal of Natural Remedies, 24(8), 1653–1671. https://doi.org/10.18311/jnr/2024/34542

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Section

Short Review
Received 2023-07-25
Accepted 2024-07-18
Published 2024-08-31

 

References

Pan SY, Zhou SF, Gao SH, Yu ZL, Zhang SF, Tang MK, et al. New perspectives on how to discover drugs from herbal medicines: CAM’s outstanding contribution to modern therapeutics. Evid Based Complement Alternat Med. 2013; 2013:1-25. https://doi.org/10.1155/2013/627375 PMid:24093046 PMCid: PMC3777196

Rios MY. Chemistry and biology of the genus Flourensia (Asteraceae). ChemBiodivers. 2015; 12(11):1595-634. https://doi.org/10.1002/cbdv.201400220 PMid:26567942

Naidoo CM, Naidoo Y, Dewir YH, Murthy HN, El-Hendawy S, Al-Suhaibani N. Major bioactive alkaloids and biological activities of Tabernaemontana Species (Apocynaceae). Plants (Basel). 2021; 10(2):313. https://doi.org/10.3390/ plants10020313 PMid:33562893 PMCid: PMC7915066

Kaunda JS, Zhang YJ. The genus Solanum: An ethnopharmacological, phytochemical and biological properties review. Nat Prod Bioprospect. 2019; 9(2):77-137. https://doi.org/10.1007/s13659-019-0201-6 PMid:30868423 PMCid: PMC6426945

Mamadalieva NZ, Siddikov DR, Sagdullaev SS. Medicinal plants of the Apiaceae and Rutaceae families from the Chimgan mountains (Uzbekistan): Ethnopharmacology, chemical composition and biological activities. CurrTradit Med. 2018; 4(3):166-83. https://doi.org/10.2174/22150838 04666180416125733

Wink M. Modes of action of herbal medicines and plant secondary metabolites. Medicines. 2015; 2(3):251-86. https://doi.org/10.3390/medicines2030251 PMid:28930211 PMCid: PMC5456217

Bieri S, Brachet A, Veuthey JL, Christen P. Cocaine distribution in wild Erythroxylum species. J Ethnopharmacol. 2006; 103(3):439-47. https://doi.org/10.1016/j.jep.2005.08.021 PMid:16199132

Bittrich V. Erythroxylaceae. In Kubitzki K, editor. Flowering Plants Eudicots: Malpighiales [Internet]. Berlin, Heidelberg: Springer; 2014 [cited 2022 Mar 1]. p. 43-9. (The Families and Genera of Vascular Plants). https://doi.org/10.1007/978-3642-39417-1_9

Hegnauer R. Chemotaxonomy of Erythroxylaceae (including some ethnobotanical notes on old world species). J Ethnopharmacol. 1981; 3(2):279-92. https://doi.org/10.1016/0378-8741(81)90058-1 PMid:7242111

Plowman T. New taxa of Erythroxylum (Erythroxylaceae) from the Amazon basin. ActaAmaz. 1984; 14:117-44. https://doi.org/10.1590/1809-43921984145143

Matchett JR, Levine J. Isolation of ecgonidine methyl ester from coca seeds1. J Am Chem Soc. 1941; 63(9):2444-6. https://doi.org/10.1021/ja01854a038

Elias ST, Macedo CCS, Simeoni LA, Silveira D, Magalhães PO, Lofrano-Porto A, et al. The cytotoxic effect of Erythroxylum daphnites extract is associated with G1 cell cycle arrest and apoptosis in oral squamous cell carcinoma. Cell Cycle. 2016; 15(7):948-56. https://doi.org/10.1080/153 84101.2016.1151583 PMid:26918580 PMCid: PMC4889281

Macedo TBC, Elias ST, Torres HM, Yamamoto-Silva FP, Silveira D, Magalhães PO, et al. Cytotoxic effect of Erythroxylum suberosum combined with radiotherapy in head and neck cancer cell lines. Braz Dent J. 2016; 27:108-12. https://doi.org/10.1590/0103-6440201600014 PMid:27007356

Oliveira AC, Sena-Filho JG, Mendes-Júnior LG, Anjos RM, Ribeiro TP, Barbosa-Filho JM, et al. Erythroxylum pungens elicit vasorelaxation by reducing the intracellular calcium concentration in vascular smooth muscle cells of rats. Rev bras farmacogn. 2012; 22(2):436-42. https://doi.org/10.1590/S0102-695X2012005000005

Li LS, Chiroma SM, Hashim T, Adam SK, MohdMoklas MA, Yusuf Z, et al. Antioxidant and anti-inflammatory properties of Erythroxylum cuneatum alkaloid leaf extract. Heliyon. 2020, 6(6):e04141. https://doi.org/10.1016/j.heliyon.2020.e04141 PMid:32637674 PMCid: PMC7330067

Syed SH, Namdeo AG. Hepatoprotective effect of leaves of Erythroxylum monogynum Roxb. on paracetamol induced toxicity. Asian Pac J Trop Biomed. 2013; 3(11):877-81. https://doi.org/10.1016/S2221-1691(13)60172-0

Singh G. Plant systematics: An integrated approach. 3rd ed. Enfield, NH: Science Publishers; 2010. 742 p.

van Welzen PC, Baas P. A leaf anatomical contribution to the classification of the Linaceae complex. Blumea: Biodiversity, Evolution and Biogeography of Plants. 1984; 29(2):453-79.

H. AW. Systematic anatomy of dicotyledons: A handbook for laboratories of pure and applied botany. Nature. 1908; 79(2043):211-2. https://doi.org/10.1038/079211a0

Rury PM. Systematic anatomy of Erythroxylum P. Browne: Practical and evolutionary implications for the cultivated cocas. J Ethnopharmacol. 1981; 3(2):229-63. https://doi.org/10.1016/0378-8741(81)90056-8 PMid:7242109

Bosser J, Pernet R. Etudes chimiquessurquelques Erythroxylum de Madagascar. Le Naturaliste Malgache. 1957; 9:195-201.

Al-Yahya MAI, Evans WC, Grout RJ. Alkaloids of the genus Erythroxylum. Part 2. E. dekindtii (Engl.) O. E. Schultz. J Chem Soc, Perkin Trans 1. 1979; (0):2130-2. https://doi.org/10.1039/p19790002130

Khare CP. Indian medicinal plants: an illustrated dictionary. Springer Science and Business Media. 2008; 836. https:// doi.org/10.1007/978-0-387-70638-2 PMCid: PMC2705749

Graf E, Lude W. Alkaloideaus Erythroxylum vacciniifolium MARTIUS, 1. Mitt. Isolierung von Catuabin A, B und C. Archiv der Pharmazie. 1977; 310(12):1005-10. https://doi.org/10.1002/ardp.19773101211 PMid:610675

Chung RCK. Erythroxylaceae. In: E. Soepadmo, K.M. Wong and L.G. Saw (eds.). Tree Flora of Sabah and Sarawak Volume Two. Forest Research Institute Malaysia, Sabah Forestry Department and Sarawak Forestry Department, Kuala Lumpur. 1996; 167-74. https://doi.org/10.26525/ TFSS2010

Agra M de F, Silva KN, Basílio IJLD, Freitas PF de, BarbosaFilho JM. Survey of medicinal plants used in the region Northeast of Brazil. Rev bras farmacogn. 2008; 18:472-508. https://doi.org/10.1590/S0102-695X2008000300023

Plowman T, Rivier L. Cocaine and cinnamoylcocaine content of Erythroxylum species. Ann Bot. 1983; 51(5):64159. https://doi.org/10.1093/oxfordjournals.aob.a086511

Novák M, Salemink CA, Khan I. Biological activity of the alkaloids of Erythroxylum coca and Erythroxylum novogranatense. J Ethnopharmacol. 1984; 10(3):26174. https://doi.org/10.1016/0378-8741(84)90015-1 PMid:6379304

Brock A, Bieri S, Christen P, Dräger B. Calystegines in wild and cultivated Erythroxylum species. Phytochemistry. 2005; 66(11):1231-40. https://doi.org/10.1016/j.phytochem.2005.04.017 PMid:15907958

Zanolari B, Guilet D, Marston A, Queiroz EF, Paulo M de Q, Hostettmann K. Tropane alkaloids from the bark of Erythroxylum vacciniifolium. J Nat Prod. 2003; 66(4):497502. https://doi.org/10.1021/np020512m PMid:12713400

Zanolari B, Guilet D, Marston A, Queiroz EF, Paulo M de Q, Hostettmann K. Methylpyrroletropane alkaloids from the bark of Erythroxylum vacciniifolium. J Nat Prod. 2005; 68(8):1153-8. https://doi.org/10.1021/np040144h PMid:16124752

Al-Said MS, Evans WC, Grout RJ. Alkaloids of the genus Erythroxylum. Part 5. E. hypericifolium Lam. Root-bark. J Chem Soc, Perkin Trans 1. 1986; (0):957-9. https://doi.org/10.1039/p19860000957

Al-Said MS, Evans WC, Grout RJ. Alkaloids of Erythroxylum hypericifolium leaves. Phytochemistry. 1989; 28(11):3211-5. https://doi.org/10.1016/0031-9422(89)80309-7

Al-Said MS, Evans WC, Grout RJ. Alkaloids of Erythroxylum hypericifolium stem bark. Phytochemistry. 1989; 28(2):6713. https://doi.org/10.1016/0031-9422(89)80086-X

El-Imam YMA, Evans WC, Grout RJ. Alkaloids of Erythroxylum cuneatum, E. ecarinatum and E. australe. Phytochemistry. 1988; 27(7):2181-4. https://doi.org/10.1016/0031-9422(88)80122-5

Brito LS de O, Pinto F das CL, de Filho MOM, Rocha DD, Mendoza MFM, Ayala AP, et al. Tropane alkaloids from the stem bark of Erythroxylum bezerrae. Phytochemistry. 2020; 178:112458. https://doi.org/10.1016/j.phytochem.2020.112458 PMid:32888670

de Oliveira SL, Tavares JF, Branco MVSC, Lucena HFS, Barbosa-Filho JM, de F Agra M, et al. Tropane alkaloids from Erythroxylum caatingae Plowman. ChemBiodivers. 2011; 8(1):155-65. https://doi.org/10.1002/cbdv.200900400 PMid:21259426

Al-said MS, Evans WC, Grout RJ. Alkaloids of Erythroxylum macrocarpum and E. sideroxyloides. Phytochemistry. 1986; 25(4):851-3. https://doi.org/10.1016/0031-9422(86)800152

Christen P, Roberts MF, Phillipson JD, Evans WC. Alkaloids of Erythroxylum monogynum rootbark. Phytochemistry. 1995; 38(4):1053-6. https://doi.org/10.1016/00319422(94)00777-Q

Chin YW, Jones WP, Waybright TJ, McCloud TG, Rasoanaivo P, Cragg GM, et al. Tropane aromatic ester alkaloids from a large-scale re-collection of Erythroxylum pervillei stem bark obtained in Madagascar. J Nat Prod. 2006; 69(3):414-7. https://doi.org/10.1021/np050366v PMid:16562848 PMCid: PMC2614919

Gondim Lambert Moreira L, Leite Ferreira ME, Reginaldo FPS, Lourenço EMG, Zuanazzi JAS, Barbosa EG, et al. Erythroxylum pungens tropane alkaloids: GC-MS analysis and the bioactive potential of 3-(2-methylbutyryloxy) tropan-6,7-diol in Zebrafish (Danio rerio). Planta Med. 2021; 87(1-02):177-86. https://doi.org/10.1055/a-1264-4302 PMid:33176378

Macedo Pereira G, Moreira LGL, Neto T da SN, Moreira de Almeida WA, Almeida-Lima J, Rocha HAO, et al. Isolation, spectral characterization, molecular docking, and cytotoxic activity of alkaloids from Erythroxylum pungens O. E. Shulz. Phytochemistry. 2018; 155:12-8. https://doi.org/10.1016/j.phytochem.2018.07.003 PMid:30056276

Ribeiro EM de O, Lima LS, David JM, Vale AE do, Lopes LMX, David JP. A new tropane alkaloid and other constituents of Erythroxylum rimosum (Erythroxylaceae). Phytochem Lett. 2013; 6(2):232-5. https://doi.org/10.1016/j.phytol.2013.02.008

Chávez D, Cui B, Chai HB, García R, Mejía M, Farnsworth NR, et al. Reversal of multidrug resistance by tropane alkaloids from the stems of Erythroxylum rotundifolium. J Nat Prod. 2002; 65(4):606-10. https://doi.org/10.1021/ np0104774 PMid:11975514

Cruz RAS, Almeida H, Fernandes CP, Joseph-Nathan P, Rocha L, Leitão GG. A new tropane alkaloid from the leaves of Erythroxylum subsessile isolated by pH-zonerefining counter-current chromatography. J Sep Sci. 2016; 39(7):1273-7. https://doi.org/10.1002/jssc.201500952 PMid:26888377

Bringmann G, Günther C, Mühlbacher J, Lalith MD, Gunathilake P, Wickramasinghe A. Tropane alkaloids from Erythroxylum zeylanicum O.E. Schulz (Erythroxylaceae). Phytochemistry. 2000; 53(3):409-16. https://doi.org/10.1016/S0031-9422(99)00561-0 PMid:10703067

Ansell SM, Pegel KH, Taylor DAH. Diterpenes from the timber of Erythroxylum australe. Phytochemistry. 1993; 32(4):93743. https://doi.org/10.1016/0031-9422(93)85233-H

Ansell SM, Pegel KH, Taylor DAH. Diterpenes from the timber of Erythroxylum pictum. Phytochemistry. 1993; 32(4):945-52. https://doi.org/10.1016/0031-9422(93)85234-I

Ansell SM, Pegel KH, Taylor DAH. Diterpenes from the timber of 20 Erythroxylum species. Phytochemistry. 1993; 32(4):953-9. https://doi.org/10.1016/0031-9422(93)85235-J

Ribeiro EM de O, David JP, David JM, Guedes MLS, Lopes LMX, Kršková Z, et al. Ent-labdane and beyeranediterpenes from Erythroxylum betulaceum Mart. BiochemSyst and Ecol. 2013; 50:90-2. https://doi.org/10.1016/j.bse.2013.03.041

Chávez JP, Dos Santos ID, Cruz FG, David JM. Flavonoids and triterpene ester derivatives from Erythroxylum leal costae. Phytochemistry. 1996; 41(3):941-3. https://doi.org/10.1016/0031-9422(95)00681-8

Tennakoon TMSG, Gunaherath GMKB, De Silva KTD, Padumadasa C, Wijesundara DSA, Abeysekera AM. Autooxidation of Ent-beyer-15-en-19-al isolated from the essential oil of the heartwood of Erythroxylum monogynum Roxb.: formation of 15,16-epoxy-ent-beyeran-19-oic acid and other products. BMC Chemistry. 2020; 14(1):18. https:// doi.org/10.1186/s13065-020-00671-9 PMid:32190844 PMCid: PMC7071572

Barreiros M, David J, Queiroz L, David J. Flavonoids and triterpenes from leaves of Erythroxylum nummularia. Biochemical Systematics and Ecology - BiochemSyst Ecol. 2005; 33:537-40. https://doi.org/10.1016/j.bse.2004.10.007

Barreiros ML, David JP, David JM, Xavier Lopes LM, de Sá MS, Costa JFO, et al. Ryanodanediterpenes from two Erythroxylum species. Phytochemistry. 2007; 68(13):1735-9. https://doi.org/10.1016/j.phytochem.2007.05.007 PMid:17570446

Coriolano de Oliveira E, Alves Soares Cruz R, De Mello Amorim N, Guerra Santos M, Carlos Simas Pereira Junior L, Flores Sanchez EO, et al. Protective effect of the plant extracts of Erythroxylum sp. against toxic effects induced by the venom of Lachesismuta snake. Molecules. 2016; 21(10):1350. https://doi.org/10.3390/molecules21101350 PMid:27727185 PMCid: PMC6274453

Nascimento CJ do, Violante IMP, Garcez WS, Pott A, Garcez FR. Biologically active abietane and ent-kauranediterpenoids and other constituents from Erythroxylum suberosum. PhytochemLett. 2012; 5(2):401-6. https://doi.org/10.1016/j.phytol.2012.03.013

Perera Córdova WH, Gómez Matos M, Tabart J, Sipel A, Kevers C, Dommes J. In-vitro characterization of antioxidant properties of Cuban endemic varieties of Erythroxylum alaternifolium a rich isolation of two flavonol glycosides. J Chil Chem Soc. 2012; 57(4):1340-3. https:// doi.org/10.4067/S0717-97072012000400002

P.A. Iñigo R, B. Pomilio A. Flavonoids from Erythroxylum argentinum. Phytochemistry. 1985; 24(2):347-9. https://doi.org/10.1016/S0031-9422(00)83550-5

Johnson EL, Schmidt WF. Flavonoids as chemotaxonomic markers for Erythroxylum australe. Z Naturforsch C J Biosci. 2004; 59(11-12):769-76. https://doi.org/10.1515/ znc-2004-11-1201 PMid:15666532

Bohm BA, Ganders FR, Plowman T. Biosystematics and evolution of cultivated coca (Erythroxylaceae). Syst Bot. 1982; 7(2):121-33. https://doi.org/10.2307/2418321

Albuquerque CH de, Tavares JF, Oliveira SL de, Silva TS, Gonçalves GF, Costa VC de O, et al. Flavonoid glycosides from erythroxylum pulchrum A. St.-Hil. (Erythroxylaceae). Química Nova. 2014; 37(4). https://doi.org/10.5935/01004042.20140104

Bohm BA, Phillips DW, Ganders FR. Flavonoids of Erythroxylum rufum and Erythroxylum ulei. J Nat Prod. 1981; 44(6):676-9. https://doi.org/10.1021/np50018a009

Johnson E, Schmidt W. Flavonoids as chemotaxonomic markers for Erythroxylum ulei. Zeitschriftfür Naturforschung C, J biosci. 2004; 59:769-76. https://doi.org/10.1515/znc-2004-11-1201 PMid:15666532

Kanchanapoom T, Sirikatitham A, Otsuka H, Ruchirawat S. Cuneatoside, a new megastigmanediglycoside from Erythroxylum cuneatum Blume. J Asian Nat Prod Res. 2006; 8(8):747-51. https://doi.org/10.1080/10286020500246519 PMid:17145665

Bindu G, Suripeddi RK. Development and validation of HPTLC method for identification and quantification of sterols from leaves of Erythroxylummonogynum Roxb. and in vitro evaluation of antioxidant and anti-glycation activities. S Afr J Bot. 2021; 137:24-34. https://doi.org/10.1016/j.sajb.2020.10.005

Wet HD. Antibacterial activity of the five South African Erythroxylaceae species. Afr JBiotechnol. 2011; 10(55):11511-4.

Millimouno FM, Dong J, Yang L, Li J, Li X. Targeting apoptosis pathways in cancer and perspectives with natural compounds from mother nature. Cancer Prev Res (Phila). 2014; 7(11):1081-107. https://doi.org/10.1158/1940-6207. CAPR-14-0136 PMid:25161295

Santos BL, Oliveira AJ de, Santos IV, Duarte MC, Cunha PS, dos Santos DM, et al. Phytochemical screening and cardiovascular effects of the ethanol extract of Erythroxylum passerinum mart. Nat Prod Res. 2022; 36(4):1048-52. https://doi.org/10.1080/14786419.2020.1844690 PMid:33172303

Santos KC, Monte APO, Lima JT, Ribeiro LAA, Junior RCP. Role of NO-cGMP pathway in ovine cervical relaxation induced by Erythroxylum caatingae Plowman. Anim Reprod Sci. 2016; 164:23-30. https://doi.org/10.1016/j.anireprosci.2015.11.003 PMid:26619941

Suliman NA, MohdMoklas MA, Mat Taib CN, Adenan MI, Hidayat Baharuldin MT, Basir R, et al. Morphine anti-dependence of Erythroxylum cuneatum (Miq.) Kurz in neurotransmission processes in vitro. Evid Based Complement Alternat Med. 2016; 2016(1):3517209. https://doi.org/10.1155/2016/3517209 PMid:27974903 PMCid: PMC5128720

Rodeiro I, Donato MT, Martínez I, Hernández I, Garrido G, González-Lavaut JA, et al. Potential hepatoprotective effects of new Cuban natural products in rat hepatocytes culture. Toxicol In Vitro. 2008; 22(5):1242-9. https://doi.org/10.1016/j.tiv.2008.04.006 PMid:18502604

Hansen K, Adsersen A, Smitt UW, Nyman U, Christensen SB, Schwartner C, et al. Angiotensin Converting Enzyme (ACE) inhibitory flavonoids from Erythroxylum laurifolium. Phytomedicine. 1996; 2(4):313-7. https://doi.org/10.1016/S0944-7113(96)80075-4 PMid:23194768

Abdallah HM, Al-Abd AM, El-Dine RS, El-Halawany AM. P-glycoprotein inhibitors of natural origin as potential tumour chemo-sensitizers: A review. J Adv Res. 2015; 6(1):45-62. https://doi.org/10.1016/j.jare.2014.11.008 PMid:25685543 PMCid: PMC4293676

Satoh M, Satoh Y, Fujimoto Y. Cytotoxic constituents from Erythroxylum catuaba isolation and cytotoxic activities of cinchonain. Nat Med 2000; 54:97-100.