Natural Products and Bioprospecting ›› 2022, Vol. 12 ›› Issue (3): 15-15.DOI: 10.1007/s13659-022-00338-z
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Yulian Lv1,2, Tian Tian1,2, Yong-Jiang Wang1,2, Jian-Ping Huang1,3, Sheng-Xiong Huang1
Received:
2022-01-03
Online:
2022-06-24
Published:
2022-06-24
Contact:
Sheng-Xiong Huang,E-mail:sxhuang@mail.kib.ac.cn
Supported by:
Yulian Lv1,2, Tian Tian1,2, Yong-Jiang Wang1,2, Jian-Ping Huang1,3, Sheng-Xiong Huang1
通讯作者:
Sheng-Xiong Huang,E-mail:sxhuang@mail.kib.ac.cn
基金资助:
Yulian Lv, Tian Tian, Yong-Jiang Wang, Jian-Ping Huang, Sheng-Xiong Huang. Advances in chemistry and bioactivity of the genus Erythroxylum[J]. Natural Products and Bioprospecting, 2022, 12(3): 15-15.
Yulian Lv, Tian Tian, Yong-Jiang Wang, Jian-Ping Huang, Sheng-Xiong Huang. Advances in chemistry and bioactivity of the genus Erythroxylum[J]. 应用天然产物, 2022, 12(3): 15-15.
1.Evans WC.The comparative phytochemistry of the genus Erythroxylon.J Ethnopharmacol.1981;3:265-77. 2.Plowman T, Hensold N.Names, types, and distribution of neotropical species of Erythroxylum (Erythroxylaceae).Brittonia.2004;56:1-53. 3.Niemann A.Ueber eine neue organische base in den cocablättern.Arch Pharm (Weinheim).1860;153:129-55. 4.Hegnauer R.Chemotaxonomy of Erythroxylaceae (including some ethnobotanical notes on old world species).J Ethnopharmacol.1981;3:279-92. 5.Ansell SM, Pegel KH, Taylor DAH.Diterpenes from the timber of Erythroxylum australe.Phytochemistry.1993;32:937-43. 6.Oliveira SL, da Silva MS, Tavares JF, Sena-Filho JG, Lucena HFS, Romero MAV, Barbosa-Filho JM.Tropane alkaloids from Erythroxylum genus:distribution and compilation of 13C-NMR spectral data.Chem Biodivers.2010;7:302-26. 7.Restrepo DA, Saenz E, Jara-Munoz OA, Calixto-Botia IF, RodriguezSuarez S, Zuleta P, Chavez BG, Sanchez JA, D'Auria JC.Erythroxylum in focus:an interdisciplinary review of an overlooked genus.Molecules.2019;24:3788. 8.Redman M.Cocaine:what is the crack? A brief history of the use of cocaine as an anesthetic.Anesth Pain Med.2011;1:95-7. 9.Li LS, Chiroma SM, Hashim T, Adam SK, Mohd Moklas MA, Yusuf Z, Rahman SA.Antioxidant and anti-infammatory properties of Erythroxylum cuneatum alkaloid leaf extract.Heliyon.2020;6:e04141. 10.De I, Barros C, Leite B, Leite C, Fagg C, Gomes S, Resck I, Fonseca Y, Magalhães P, Silveira D.Chemical composition and antioxidant activity of extracts from Erythroxylum suberosum A.St.Hil.Leaves.J Appl Pharm Sci.2017;7:88-94. 11.Satoh M, Satoh Y, Fujimoto Y.Cytotoxic constituents from Erythroxylum catuaba isolation and cytotoxic activities of cinchonain.Nat Med.2000;54:97-100. 12.Aguiar JS, Araujo RO, Rodrigues Mdo D, Sena KX, Batista AM, Guerra MM, Oliveira SL, Tavares JF, Silva MS, Nascimento SC, da Silva TG.Antimicrobial, antiproliferative and proapoptotic activities of extract, fractions and isolated compounds from the stem of Erythroxylum caatingae Plowman.Int J Mol Sci.2012;13:4124-40. 13.Barreiros ML, David JP, David JM, Lopes LMX, de Sa MS, Costa JFO, Almeida MZ, de Oueiroz LP, Sant'Ana AEG.Ryanodane diterpenes from two Erythroxylum species.Phytochemistry.2007;68:1735-9. 14.Coriolano de Oliveira E, Alves Soares Cruz R, de Mello Amorim N, Guerra Santos M, Carlos Simas Pereira Junior L, Flores Sanchez EO, Pinho Fernandes C, Garrett R, Machado Rocha L, Lopes Fuly A.Protective efect of the plant extracts of Erythroxylum sp.against toxic efects induced by the venom of Lachesis muta snake.Molecules.2016;21:1350. 15.Aynilian GH, Duke JA, Gentner WA, Farnsworth NR.Cocaine content of Erythroxylum species.J Pharm Sci.1974;63:1938-9. 16.Holmstedt B, Jaatmaa E, Leander K, Plowman T.Determination of cocaine in some South American species of Erythroxylum using mass fragmentography.Phytochemistry.1977;16:1753-5. 17.Bieri S, Brachet A, Veuthey JL, Christen P.Cocaine distribution in wild Erythroxylum species.J Ethnopharmacol.2006;103:439-47. 18.Rodrigues GA, Souza WC, Godinho MGC, Ferreira HD, Vila Verde GM.Determinação de parâmetros farmacognósticos para as folhas de Erythroxylum suberosum A.St.-hilaire (Erythroxylaceae) coletadas no município de Goiânia, GO.Rev Bras de Plantas Med.2015;17:1169-76. 19.Johnson EL, Foy CD.Biomass accumulation and alkaloid content in leaves of Erythroxylum coca and Erythroxylum novogranatense var.novogranatense grown in soil with varying pH.J Plant Physiol.1996;149:444-50. 20.Ansell SM, Pegel KH, Taylor DAH.Diterpenes from the timber of Erythroxylum pictum.Phytochemistry.1993;32:945-52. 21.Connolly JD, McCrindle R, Murray RDH, Overton KH.Constituents of Erythroxylon monogynum Roxb.II.Erythroxydiols X and Y-2 novel skeletal types of diterpenoids.Tetrahedron Lett.1964;5:1859-66. 22.Connolly JD, McCrindle R, Murray RDH, Renfrew AJ, Overton KH, Melera A.Constituents of Erythroxylon monogynum Roxb.II.Erythroxydiols X, Y and Z-2 novel skeletal types of diterpenoids.J Chem Soc C.1966:268-273. 23.Connolly JD, Gunn DM, McCrindle R, Murray RDH, Overton KH.Constituents of Erythroxylon monogynum Roxb.III.Erythroxytriols P and Q.Tetrahedron Lett.1966:2109-2113. 24.J.D.Connolly, A.E.Harding.Constituents of Erythroxylon species.VII.Diterpenoids from Erythroxylon australe.J Chem Soc-Perkin Trans 1.1972:1996-2000. 25.Kapadi AH, Dev S.The diterpenoids of Erythroxylon monogynum.I Monogynol.Tetrahedron Lett.1964;5:1171-80. 26.Kapadi AH, Dev S.The diterpenoids of Erythroxylon monogynum.III.Futher constituents, the absolute stereochemistry of monogynol, and hydroxymonogynol.Tetrahedron Lett.1964;5:2751-7. 27.Kapadi AH, Sobti RR, Dev S.Diterpenoids of Erythroxylon monogynum.V.Atisirene isoatisirene and devadarene.Tetrahedron Lett.1965;6:2729-35. 28.Nakatani N, Kikuzaki H, Yamaji H, Yoshio K, Kitora C, Okada K, Padolina WG.Labdane diterpenes from rhizomes of Hedychium coronarium.Phytochemistry.1994;37:1383-8. 29.Tasdemir D, Sticher O, Çalis I, Linden A.Further labdane diterpenoids isolated from Leonurus persicus.J Nat Prod.1997;60:874-9. 30.Chimnoi N, Pisutjaroenpong S, Ngiwsara L, Dechtrirut D, Chokchaichamnankit D, Khunnawutmanotham N, Mahidol C, Techasakul S.Labdane diterpenes from the rhizomes of Hedychium coronarium.Nat Prod Res.2008;22:1249-56. 31.Ansell SM, Pegel KH, Taylor DAH.Diterpenes from the timber of 20 Erythroxylum species.Phytochemistry.1993;32:953-9. 32.Ribeiro EMDO, David JP, David JM, Guedes MLS, Lopes LMX, Krskova Z, Dusek J.Ent-labdane and beyerane diterpenes from Erythroxylum betulaceum Mart.Biochem Syst Ecol.2013;50:90-2. 33.do Nascimento CJ, PovoaViolante IM, Garcez WS, Pott A, Garcez FR.Biologically active abietane and ent-kaurane diterpenoids and other constituents from Erythroxylum suberosum.Phytochem Lett.2012;5:401-6. 34.Kitahara Y, Yoshikoshi A.The structure of dolabradiene.Tetrahedron Lett.1964;5:1755-61. 35.Santos CCD, Lima MAS, Braz Filho R, Silveira ER.Diterpenes from Erythroxylum barbatum.J Braz Chem Soc.2006;17:1304-8. 36.Soman R, Dev S, Misra R, Pandey RC.The diterpenoids of Erythroxylon monogynum.IV.Allodevadarool, devadarool and hydroxydevadarool.Tetrahedron Lett.1964;5:3767-73. 37.McCrindle R, Martin A, Murray RDH.Constituents of Erythroxylon monogynum Roxb.I.(+)-hibaene[(+)-stachene], erythroxylol A (monogynol), erythroxylol B and erythroxydiol A.J Chem Soc C.1968:2349-2354. 38.Martin A, Murray RDH.Constituents of Erythroxylon monogynum Roxb.IV.2 norditerpenoid tertiary alcohols and 3 diterpenoid epoxides.J Chem Soc C.1968:2529-2533. 39.Kapadi AH, Dev S.The diterpenoids of Erythroxylon monogynum.III.Futher constituents, the absolute stereochemistry of monogynol and hydroxymonogynol.Tetrahedron Lett.1964:2751-2757. 40.Tennakoon T, Gunaherath G, De Silva KTD, Padumadasa C, Wijesundara DSA, Abeysekera AM.Auto-oxidation 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 Chem.2020;14:18. 41.dos Santos CC, Lima MAS, Braz Filho R, de Simone CA, Silveira ER.NMR assignments and X-ray difraction spectra for two unusual kaurene diterpenes from Erythroxylum barbatum.Magn Reson Chem.2005;43:1012-5. 42.Soman R, Dev S.The diterpenoids of Erythroxylon monogynum.II.Devadarool, a new type in tetracyclic diterpenoids.Tetrahedron Lett.1964;5:1181-5. 43.Ferguson G, Fulke JWB, McCrindle R.The crystal structural and stereochemistry of triol Q from Erythroxylon monogynum Roxb.Chemical Commun (London).1966:691-692. 44.Barreiros ML, David JM, de Queiroz LP, David JP.Flavonoids and triterpenes from leaves of Erythroxylum nummularia.Biochem Syst Ecol.2005;33:537-40. 45.Chavez JP, DosSantos ID, Cruz FG, David JM.Flavonoids and triterpene ester derivatives from Erythroxylum leal costae.Phytochemistry.1996;41:941-3. 46.Ribeiro EMDO, Lima LS, David JM, do Vale AE, Lopes LMX, David JP.A new tropane alkaloid and other constituents of Erythroxylum rimosum (Erythroxylaceae).Phytochem Lett.2013;6:232-5. 47.Barreiros ML, David JM, Pereira PAD, Guedes MLS, David JP.Fatty acid esters of triterpenes from Erythroxylum passerinum.J Braz Chem Soc.2002;13:669-73. 48.Elias ST, Macedo CCS, Simeoni LA, Silveira D, Magalhaes PO, LofranoPorto A, Coletta RD, Neves FAR, Guerra ENS.Cytotoxic efect of Erythroxylum daphnites extract is associated with G1 cell cycle arrest and apoptosis in oral squamous cell carcinoma.Cell Cycle.2016;15:948-56. 49.da Silva Junior LJC, Alves LA, Silva VR, Santos LS, Bezerra DP, Soares MBP, Doriguetto AC, Barbosa LCA, do Nascimento JC, Macedo GEL, Queiroz RF, de Paula VF.A new tropane alkaloid and other metabolites from Erythroxylum macrocalyx (Erythroxylaceae) and their antiproliferative activities.Phytochem Lett.2021;41:168-74. 50.Oliveira AC, Sena-Filho JG, Mendes-Junior LG, Anjos RM, Ribeiro TP, Barbosa-Filho JM, Braga VA, Medeiros IA.Erythroxylum pungens elicits vasorelaxation by reducing intracellular calcium concentration in vascular smooth muscle cells of rats.Rev Bras Farmacogn-Braz J Pharmacogn.2012;22:436-42. 51.Drake LR, Scott PJH.Dark classics in chemical neuroscience:cocaine.ACS Chem Neurosci.2018;9:2358-72. 52.Sena-Filho JG, da Silva MS, Tavares JF, Oliveira SL, Romero MAV, Xavier HS, Barbosa Filho JM, Braz Filho R.Cytotoxic evaluation of pungencine:a new tropane alkaloid from the roots of Erythroxylum pungens O.E.Schulz.Helv Chim Acta.2010;93:1742-4. 53.de Oliveira SL, Tavares JF, Castello Branco MVS, Lucena HFS, BarbosaFilho JM, Agra MDF, do Nascimento SC, Aguiar JDS, da Silva TG, de Simone CA, de Araujo-Junior JX, da Silva MS.Tropane alkaloids from Erythroxylum caatingae Plowman.Chem Biodivers.2011;8:155-65. 54.Soares Cruz RA, Almeida H, Fernandes CP, Joseph-Nathan P, Rocha L, Leitao GG.A new tropane alkaloid from the leaves of Erythroxylum subsessile isolated by pH-zone-refning counter-current chromatography.J Sep Sci.2016;39:1273-7. 55.Brito LSDO, Pinto FDCL, de Filho MOM, Rocha DD, Mendoza MFM, Ayala AP, Bezerra BP, Loiola MIB, Canuto KM, Silveira ER, Pessoa ODL.Tropane alkaloids from the stem bark of Erythroxylum bezerrae.Phytochemistry.2020;178:112458. 56.Brachet A, Munoz O, Gupta M, Veuthey JL, Christen P.Alkaloids of Erythroxylum lucidum stem-bark.Phytochemistry.1997;46:1439-42. 57.Christen P, Roberts MF, Phillipson JD, Evans WC.Alkaloids of the genus Erythroxylum.11.Alkaloids of Erythroxylum zambesiacum stem-bark.Phytochemistry.1993;34:1147-51. 58.Novak M, Salemink CA.The essential oil of Erythroxylum coca.Planta Med.1987;53:113-113. 59.Bohm BA, Loo T, Nicholls KW, Plowman T.Flavonoid variation in Erythroxylum.Phytochemistry.1988;27:833-7. 60.Johnson EL, Schmidt WF, Norman HA.Leaf favonoids as chemotaxonomic markers for two Erythroxylum taxa.Z Naturforsch (C).1997;52:577-85. 61.Johnson EL, Schmidt WL, Norman HA.Leaf favonoids as chemotaxonomic markers for two Erythroxylum taxa.Am J Bot.1997;84:157-157. 62.Johnson EL, Schmidt WF, Norman HA.Flavonoids as markers for Erythroxylum taxa:E.coca var.ipadu and E.novogranatense var truxillense.Biochem Syst Ecol.1998;26:743-59. 63.Johnson EL, Schmidt WF.Flavonoids as chemotaxonomic markers for Erythroxylum ulei.Z Naturforsch (C).1999;54:881-8. 64.Johnson EL, Schmidt WF, Cooper D.Flavonoids as chemotaxonomic markers for cultivated Amazonian coca.Plant Physiol Biochem.2002;40:89-95. 65.Johnson EL, Schmidt WF.Flavonoids as chemotaxonomic markers for Erythroxylum australe.Z Naturforsch (C).2004;59:769-76. 66.Cordova WHP, Matos MG, 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 favonol glycosides.J Chil Chem Soc.2012;57:1340-3. 67.Iñigo RPA, Pomilio AB.Flavonoids from Erythroxylon argentinum.Phytochemistry.1985;24:347-9. 68.Guldbrandsen N, De Mieri M, Gupta M, Seiser T, Wiebe C, Dickhaut J, Reingruber R, Sorgenfrei O, Hamburger M.Screening of Panamanian plant extracts for pesticidal properties and HPLC-based identifcation of active compounds.Sci Pharm.2015;83:353-67. 69.Bonefeld M, Friedrich H, Kolodziej H.(+)-catechin 3-rhamnoside from Erythroxylum novogranatense.Phytochemistry.1986;25:1205-7. 70.de Albuquerque CH, Tavares JF, de Oliveira SL, Silva TS, Goncalves GF, de Oliveira Costa VC, Agra MDF, Freire Pessoa HDL, da Silva MS.Flavonoid glycosides from Erythroxylum pulchrum A.St.-hil.(Erythroxylaceae).Quim Nova.2014;37:663-128. 71.Inigo RPA, Deiglesias DIA, Catalan CAN.Kaempferol 3-α-Dglucopyranoside-7-α-L-rhamnopyranoside from Erythroxylon cuneifolium.Phytochemistry.1988;27:1230-1. 72.Kanchanapoom T, Noiarsa P, Tiengtham P, Otsuka H, Ruchirawat S.Acetophenone diglycosides from Erythroxylum cambodianum.Chem Pharm Bull.2005;53:579-81. 73.Bohm BA, Phillips DW, Ganders FR.Flavonoids of Erythroxylum rufum and Erythroxylum ulei.J Nat Prod.1981;44:676-9. 74.Kanchanapoom T, Sirikatitham A, Otsuka H, Ruchirawat S.Cuneatoside, a new megastigmane diglycoside from Erythroxylum cuneatum Blume.J Asian Nat Prod Res.2006;8:747-51. 75.Gurib-Fakim A, Marie D, Narod F.The pharmacological properties of the isolated bioactive compounds from endemic medicinal plants of Mauritius.Paper Presented at the 3rd World Congress on Medicinal and Aromatic Plants (WOCMAP-III), Chiang Mai, Thailand, Feb 03-07, 2003. 76.dos Santos CC, Lima MAS, Silveira ER.Micromolecular secondary metabolites of Erythroxylum barbatum.Biochem Syst Ecol.2003;31:661-4. 77.Bindu G, Suripeddi RK.Development and validation of HPTLC method for identifcation and quantifcation of sterols from leaves of Erythroxylum monogynum Roxb.and in vitro evaluation of anti-oxidant and anti-glycation activities.S Afr J Bot.2021;137:24-34. 78.Menezes-Filho NDJ, Souza CDS, Costa TCS, Da Silva VDA, Ribeiro CSDO, Barreiros ML, Costa JFO, David JM, David JPL, Costa SL.Cytotoxicity of the diterpene 14-O-methyl-ryanodanol from Erythroxylum passerinum in an astrocytic cells model.Nat Prod Commun.2014;9:1245-8. 79.Kumar S, Pandey AK.Chemistry and biological activities of favonoids:an overview.Sci World J.2013;2013:162750. 80.Bauer I.Travel medicine, coca and cocaine:demystifying and rehabilitating Erythroxylum-a comprehensive review.Trop Dis Travel Med Vaccines.2019;5:20. 81.Nassar P, Ouanounou A.Cocaine and methamphetamine:pharmacology and dental implications.Can J Dental HygiCJDH.2020;54:75-82. 82.Du C, Yu M, Volkow ND, Koretsky AP, Fowler JS, Benveniste H.Cocaine increases the intracellular calcium concentration in brain independently of its cerebrovascular efects.J Neurosci.2006;26:11522-31. 83.Graziani M, Sarti P, Arese M, Magnifco MC, Badiani A, Saso L.Cardiovascular mitochondrial dysfunction induced by cocaine:biomarkers and possible benefcial efects of modulators of oxidative stress.Oxidative Med Cell Longev.2017;2017:3034245. 84.Yu C, Zhou X, Fu Q, Peng Q, Oh KW, Hu Z.A new insight into the role of CART in cocaine reward:involvement of CaMKII and inhibitory G-protein coupled receptor signaling.Front Cell Neurosci.2017;11:244. 85.Levine BS, Kerrigan S.Principles of forensic toxicology.2020.https://doi.org/10.1093/jat/bkab020. 86.Yu DW, Gatley SJ, Wolf AP, MacGregor RR, Dewey SL, Fowler JS, Schlyer DJ.Synthesis of carbon-11 labeled iodinated cocaine derivatives and their distribution in baboon brain measured using positron emission tomography.J Med Chem.1992;35:2178-83. 87.Dinis-Oliveira RJ.Metabolomics of cocaine:implications in toxicity.Toxicol Mech Methods.2015;25:494-500. 88.Glauser J, Queen JR.An overview of non-cardiac cocaine toxicity.J Emerg Med.2007;32:181-6. 89.Nathanson JA, Hunnicutt EJ, Kantham L, Scavone C.Cocaine as a naturally occurring insecticide.Proc Natl Acad Sci USA.1993;90:9645-8. 90.Chin YW, Kinghorn AD, Patil PN.Evaluation of the cholinergic and adrenergic efects of two tropane alkaloids from Erythroxylum pervillei.Phytother Res.2007;21:1002-5. 91.Araujo Neto JF, de Ribeiro OREM, do Vale AE, David JM, David JP.Cytotoxic activity of tropane alkaloides of species of Erythroxylum.Mini-Rev Med Chem.2021;21:2458-80. 92.Alsaid MS, Evans WC, Grout RJ.Alkaloids of the genus Erythroxylum.6.Alkaloids of Erythroxylum macrocarpum and Erythroxylum sideroxyloides.Phytochemistry.1986;25:851-3. 93.Mahomoodally MF, Fakim A-G, Subratty AH.Efects of Erythroxylum macrocarpum (Erythroxylaceae), an endemic medicinal plant of Mauritius, on the transport of monosaccharide, amino acid and fuid across rat everted intestinal sacs in vitro.J Cell Mol Biol.2005;4:93-8. 94.Novak M, Salemink CA, Khan I.Biological activity of the alkaloids of Erythroxylum coca and Erythroxylum novogranatense.J Ethnopharmacol.1984;10:261-74. 95.Kumar CD, Anitha S, Varalakshmi P, Rao DM.Evaluation of potential phytochemicals and phyto pharmacological activities of Erythroxylum monogynum Roxb.Biosci Biotechnol Res Asia.2019;16:441-9. 96.Wet HD.Antibacterial activity of the fve South African Erythroxylaceae species.Afr J Biotechnol.2011;10:11511-4. 97.Santos KC, Monte APO, Lima JT, Ribeiro LAA, Palheta Junior RC.Role of NO-cGMP pathway in ovine cervical relaxation induced by Erythroxylum caatingae Plowman.Anim Reprod Sci.2016;164:23-30. 98.Ramhit P, Ragoo L, Bahorun T, Neergheen-Bhujun VS.Multi-targeted efects of untapped resources from the Mauritian endemic fora.S Afr J Bot.2018;115:208-16. 99.Gonzalez-Guevara JL, Gonzalez-Lavaut JA, Pino-Rodriguez S, GarciaTorres M, Carballo-Gonzalez MT, Echemendia-Arana OA, Molina-Torres J, Prieto-Gonzalez S.Phytochemical screening and in vitro antiherpetic activity of four Erythroxylum species.Acta Farm Bonaerense.2004;23:506-9. 100.Rodeiro I, Donato MT, Martinez I, Hernandez I, Garrido G, GonzalezLavaut JA, Menendez R, Laguna A, Castell JV, Gomez-Lechon MJ.Potential hepatoprotective efects of new Cuban natural products in rat hepatocytes culture.Toxicol In Vitro.2008;22:1242-9. 101.Syed SH, Namdeo AG.Hepatoprotective efect of leaves of Erythroxylum monogynum Roxb.on paracetamol induced toxicity.Asian Pac Trop Biomed.2013;3:877-81. 102.Kalayou S, Haileselassie M, Gebre-egziabher G, Tiku'e T, Sahle S, Taddele H, Ghezu M.In-vitro antimicrobial activity screening of some ethnoveterinary medicinal plants traditionally used against mastitis, wound and gastrointestinal tract complication in Tigray Region, Ethiopia.Asian Pac Trop Biomed.2012;2:516-22. 103.Santos ASS, Silva MVR, Oliveira SL, Tavares JF, Araújo LA, Lima JT.Avaliação da atividade relaxante do extrato etanólico bruto obtido de Erythroxylum caatingae, Erythroxylum subrotundum e Erythroxylum revolutum (Erythroxylaceae) em traquéia isolada de cobaia.Evol Sci.2013;1:33-119. 104.Kohnen-Johannsen KL, Kayser O.Tropane alkaloids:chemistry, pharmacology, biosynthesis and production.Molecules.2019;24:796. 105.Leete E.Biosynthesis of cocaine and cuscohygrine from[1-14C]-labeled acetate and[4-3H]-labeled phenylalanine in Erythroxylon coca.Phytochemistry.1983;22:699-704. 106.Bjorklund JA, Leete E.Biosynthesis of the benzoyl moiety of cocaine from cinnamic acid via (R)-(+)-3-hydroxy-3-phenylpropanoic acid.Phytochemistry.1992;31:3883-7. 107.Newquist ML, Abraham TW, Leete E.Biosynthetic incorporation of ethyl (RS)[2,3-13C2,3-14C]-4-(1-methyl-2-pyrrolidinyl)-3-oxobutanoate into cuscohygrine in Erythroxylum coca.Phytochemistry.1993;33:1437-40. 108.Docimo T, Reichelt M, Schneider B, Kai M, Kunert G, Gershenzon J, D'Auria JC.The frst step in the biosynthesis of cocaine in Erythroxylum coca:the characterization of arginine and ornithine decarboxylases.Plant MolBiol.2012;78:599-615. 109.Schmidt GW, Jirschitzka J, Porta T, Reichelt M, Luck K, Torre JC, Dolke F, Varesio E, Hopfgartner G, Gershenzon J, D'Auria JC.The last step in cocaine biosynthesis is catalyzed by a BAHD acyltransferase.Plant Physiol.2015;167:89-101. 110.Huang JP, Wang YJ, Tian T, Wang L, Yan YJ, Huang SX.Tropane alkaloid biosynthesis:a centennial review.Nat Prod Rep.2021;38:1634-58. 111.Graebe JE.Gibberellin biosynthesis and control.Annu Rev Plant Physiol Plant Molec Biol.1987;38:419-65. 112.Su P, Tong Y, Cheng Q, Hu Y, Zhang M, Yang J, Teng Z, Gao W, Huang L.Functional characterization of ent-copalyl diphosphate synthase, kaurene synthase and kaurene oxidase in the Salvia miltiorrhiza gibberellin biosynthetic pathway.Sci Rep.2016;6:23057. 113.Zhou K, Xu M, Tiernan M, Xie Q, Toyomasu T, Sugawara C, Oku M, Usui M, Mitsuhashi W, Chono M, Chandler PM, Peters RJ.Functional characterization of wheat ent-kaurene(-like) synthases indicates continuing evolution of labdane-related diterpenoid metabolism in the cereals.Phytochemistry.2012;84:47-55. 114.Tezuka D, Ito A, Mitsuhashi W, Toyomasu T, Imai R.The rice ent-kaurene synthase like 2 encodes a functional ent-beyerene synthase.Biochem Biophys Res Commun.2015;460:766-71. |
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