[en] Croton sylvaticus, a tropical African plant, is traditionally used to treat several diseases, including fever, inflammation, and malaria. Essential oils (EOs) from the plant's leaves, roots, and trunk bark were obtained by hydrodistillation, and their chemical composition was analyzed by gas chromatography-mass spectrometry (GC-MS). The major constituents identified were virdiflorene (18.13 ± 0.46%) in root EO, (E)-β-caryophyllene (18.40 ± 0.60%) in trunk bark EO, and farnesyl acetone (15.26 ± 0.25%) in leaf EO. Notably, Cameroonian C. sylvaticus leaf EO exhibited a distinct and newly described chemotype with high levels of farnesyl acetone, β-copaene-4-α-ol, β-cadinene, α-humulene, and trans-longipinocarveol. In vitro testing revealed significant antiplasmodial activity against Plasmodium falciparum asexual (Pf3D7) and sexual (NF-54 strain) stages, with trunk bark EO showing the highest potency (IC50: 9.06 ± 2.15 µg/mL for Pf3D7 and 0.56 µg/mL for gametocytes). These findings support the traditional antimalarial use of C. sylvaticus and represent the first chemical profile and antiplasmodial efficacy report for its root and trunk bark EOs against both parasite stages. To the best of our knowledge, we also report for the first time the antiplasmodial activity of an EO that exerts significant activity against both the asexual and sexual forms of P. falciparum.
Taguimjeu Tafokeu K, Pierre Leonel ; Université de Liège - ULiège > Département GxABT > Chemistry for Sustainable Food and Environmental Systems (CSFES)
Stéphane, Yannick
Fongang, Fotsing; Department of Chemistry, Higher Teachers' Training College, The University of Maroua, Maroua, Cameroon
Genva, Manon ; Université de Liège - ULiège > Département GxABT > Chemistry for Sustainable Food and Environmental Systems (CSFES)
Lahngong, Methodius Shinyuy ; Université de Liège - ULiège > Unités de recherche interfacultaires > Centre Interdisciplinaire de Recherche sur le Médicament (CIRM)
Held, Jana; Institute of Tropical Medicine, University of Tübingen, Tübingen, Germany ; German Center for Infection Research, Partner Site Tübingen, Tuebingen, Germany
Frederich, Michel ; Université de Liège - ULiège > Département de pharmacie > Pharmacognosie
Ngouela, Silvère; Department of Organic Chemistry, Faculty of Science, University of Yaoundé I, Yaoundé, Cameroon
Fauconnier, Marie-Laure ; Université de Liège - ULiège > TERRA Research Centre > Chemistry for Sustainable Food and Environmental Systems (CSFES)
Language :
English
Title :
Antiplasmodial Activity of a New Chemotype of Croton sylvaticus Hochst. Ex C. Krauss Essential Oil
Publication date :
20 January 2025
Journal title :
International Journal of Molecular Sciences
ISSN :
1661-6596
eISSN :
1422-0067
Publisher :
Multidisciplinary Digital Publishing Institute (MDPI), Switzerland
Tali M.B.T. Kamdem B.P. Tchouankeu J.C. Boyom F.F. Current Developments on the Antimalarial, Antileishmanial, and Antitrypanosomal Potential and Mechanisms of Action of Terminalia spp. S. Afr. J. Bot. 2023 156 309 333 10.1016/j.sajb.2023.03.028
World Health Organization World Malaria Report 2021 Available online: https://www.who.int/news-room/fact-sheets/detail/malaria (accessed on 11 April 2023)
Mianda S.M. Invernizzi L. van der Watt M.E. Reader J. Moyo P. Birkholtz L.-M. Maharaj V.J. In Vitro Dual Activity of Aloe marlothii Roots and Its Chemical Constituents against Plasmodium falciparum Asexual and Sexual Stage Parasites J. Ethnopharmacol. 2022 297 115551 10.1016/j.jep.2022.115551 35850311
World Health Organization World Malaria Report 2024 Available online: https://www.who.int/teams/global-malaria-programme/reports/world-malaria-report-2024 (accessed on 14 January 2025)
Sinha A. Hughes K.R. Modrzynska K.K. Otto T.D. Pfander C. Dickens N.J. Religa A.A. Bushell E. Graham A.L. Cameron R. A Cascade of DNA-Binding Proteins for Sexual Commitment and Development in Plasmodium Nature 2014 507 253 257 10.1038/nature12970 24572359
Cox F.E. History of the Discovery of the Malaria Parasites and Their Vectors Parasit. Vectors 2010 3 5 10.1186/1756-3305-3-5
Dongmo K.J.J. Tali M.B.T. Fongang Y.S.F. Taguimjeu P.L.K.T. Kagho D.U.K. Bitchagno G.T. Lenta B.N. Boyom F.F. Sewald N. Ngouela S.A. In Vitro Antiplasmodial Activity and Toxicological Profile of Extracts, Fractions and Chemical Constituents of Leaves and Stem Bark from Dacryodes edulis (Burseraceae) BMC Complement. Med. Ther. 2023 23 211 10.1186/s12906-023-03957-2
Gouni C.D. Fongang Y.S.F. Dize D. Tabekoueng G.B. Kagho D.U.K. Bitchagno G.T.M. Bankeu J.J.K. Lenta B.N. Fekam F.B. Sewald N. Bioguided Antiplasmodial Isolation of Six New Labdane-Type Diterpenoids from the Stem Bark of Croton sylvaticus Hochst. Ex. Krauss Phytochem. Lett. 2024 59 92 100 10.1016/j.phytol.2024.01.002
Moremi M.P. Makolo F. Viljoen A.M. Kamatou G.P. A Review of Biological Activities and Phytochemistry of Six Ethnomedicinally Important South African Croton Species J. Ethnopharmacol. 2021 280 114416 10.1016/j.jep.2021.114416 34265381
Pimentel B.S. Negri G. Cordeiro I. Motta L.B. Salatino A. Taxonomic Significance of the Distribution of Constituents of Leaf Cuticular Waxes of Croton Species (Euphorbiaceae) Biochem. Syst. Ecol. 2020 92 104106 10.1016/j.bse.2020.104106
Xu W.-H. Liu W.-Y. Liang Q. Chemical Constituents from Croton Species and Their Biological Activities Molecules 2018 23 2333 10.3390/molecules23092333 30213129
Van Ee B.W. Riina R. Berry P.E. A Revised Infrageneric Classification and Molecular Phylogeny of New World Croton (Euphorbiaceae) Taxon 2011 60 791 823 10.1002/tax.603013
Da Costa L.S. de Moraes Â.A.B. Cruz J.N. Mali S.N. Almeida L.Q. do Nascimento L.D. Ferreira O.O. Varela E.L.P. Percário S. de Oliveira M.S. First Report on the Chemical Composition, Antioxidant Capacity, and Preliminary Toxicity to Artemia salina L. of Croton campinarensis Secco, A. Rosário & PE Berry (Euphorbiaceae) Essential Oil, and in Silico Study Antioxidants 2022 11 2410 10.3390/antiox11122410 36552618
Luu-Dam N.A. Le C.V.C. Satyal P. Le T.M.H. Bui V.H. Vo V.H. Ngo G.H. Bui T.C. Nguyen H.H. Setzer W.N. Chemistry and Bioactivity of Croton Essential Oils: Literature Survey and Croton hirtus from Vietnam Molecules 2023 28 2361 10.3390/molecules28052361 36903605
Abreu L.S. do Nascimento Y.M. do Espirito-Santo R.F. Meira C.S. Santos I.P. Brandão R.B. Souto A.L. Guedes M.L.S. Soares M.B.P. Villarreal C.F. Phenylpropanoids from Croton velutinus with Cytotoxic, Trypanocidal and Anti-Inflammatory Activities Fitoterapia 2020 145 104632 10.1016/j.fitote.2020.104632
Araújo A.C. Freitas P.R. Rodrigues dos Santos Barbosa C. Muniz D.F. Esmeraldo Rocha J. Neto J.B.d.A. da Silva M.M.C. Moura T.F. Pereira R.L. Ribeiro-Filho J. Essential Oil of Croton ceanothifolius Baill. Potentiates the Effect of Antibiotics against Multiresistant Bacteria Antibiotics 2020 9 27 10.3390/antibiotics9010027
de Almeida T.S. Rocha J.B.T. Rodrigues F.F.G. Campos A.R. da Costa J.G.M. Chemical Composition, Antibacterial and Antibiotic Modulatory Effect of Croton campestris Essential Oils Ind. Crops Prod. 2013 44 630 633 10.1016/j.indcrop.2012.09.010
Hiruma-Lima C.A. Gracioso J.S. Nunes D.S. Brito A.S. Effects of an Essential Oil from the Bark of Croton cajucara Benth. on Experimental Gastric Ulcer Models in Rats and Mice J. Pharm. Pharmacol. 2010 51 341 346 10.1211/0022357991772349 10344636
Leite T.R. Silva M.A.P.D. Santos A.C.B.D. Coutinho H.D.M. Duarte A.E. Costa J.G.M.D. Antimicrobial, Modulatory and Chemical Analysis of the Oil of Croton limae Pharm. Biol. 2017 55 2015 2019 10.1080/13880209.2017.1355926 28738715
De Oliveira Júnior R.G. Ferraz C.A.A. Silva J.C. de Andrade Teles R.B. Silva M.G. Diniz T.C. Dos Santos U.S. de Souza A.V.V. Nunes C.E.P. Salvador M.J. Neuropharmacological Effects of Essential Oil from the Leaves of Croton conduplicatus Kunth and Possible Mechanisms of Action Involved J. Ethnopharmacol. 2018 221 65 76 10.1016/j.jep.2018.04.009
Maroyi A. Traditional Usage, Phytochemistry and Pharmacology of Croton sylvaticus Hochst. Ex, C. Krauss Asian Paci. J. Trop. Med. 2017 10 423 429 10.1016/j.apjtm.2017.05.002 28647178
Schmelzer G.H.C. sylvaticus Hochst. Ex C. Krauss Plants Resources of Tropical Africa Medicinal Plants 1 Schmelzer G.H. Gurib-Fakim A. PROTA Foundation Wageningen, The Netherlands 2008 Volume 11 212 214
Lovett J.C. Ruffo C.K. Gereau R.E. Taplin J.R. Field Guide to the Moist Forest Trees of Tanzania Society for Environmental Exploration London, UK 2006
Kapingu M.C. Mbwambo Z.H. Moshi M.J. Magadula J.J. Brine Shrimp Lethality of Alkaloids from Croton sylvaticus Hoechst East Cent. Afr. J. Pharm. Sci. 2012 15 35 37
Beentje H.J. Kenya: Trees, Shrubs and Lianas Majestic Printing Works Ltd. Nairobi, Kenya 1994 722
Schmidt E. Lotter M. McCleland W. Trees and Shrubs of Mpumalanga and Kruger National Park Jacana Johannesburg, South Africa 2002 702
Bryant A.T. Zulu Medicine and Medicine-Men 1966 Available online: http://refhub.elsevier.com/S1995-7645(17)30422-4/sref21 (accessed on 24 May 2024)
Gerstner J. A Preliminary Check List Of Zulu Names of Plants: With Short Notes Bantu Stud. 1941 15 277 301 10.1080/02561751.1941.9676141
Frum Y. Viljoen A.M. In Vitro 5-Lipoxygenase and Anti-Oxidant Activities of South African Medicinal Plants Commonly Used Topically for Skin Diseases Ski. Pharmacol. Physiol. 2006 19 329 335 10.1159/000095253
Stephane F.F.Y. Jules B.K.J. Terpenoids as Important Bioactive Constituents of Essential Oils Essential Oils-Bioactive Compounds, New Perspectives and Applications De Oliveira M.S. Da Costa W.A. Silva G.S. Museu Paraense Emílio Goeldi Belém, Brazil 2020 1 15 10.5772/intechopen.91426
Stéphane F.F.Y. Jules B.K.J. Batiha G.E.-S. Ali I. Bruno L.N. Extraction of Bioactive Compounds from Medicinal Plants and Herbs Natural Medicinal Plants El-Shemy, H. Cairo University, Egypt 2021 1 39 10.5772/intechopen.98602
Jugreet B.S. Suroowan S. Rengasamy R.K. Mahomoodally M.F. Chemistry, Bioactivities, Mode of Action and Industrial Applications of Essential Oils Trends Food Sci. Technol. 2020 101 89 105 10.1016/j.tifs.2020.04.025
Sadgrove N.J. Madeley L.G. Van Wyk B.-E. Volatiles from African Species of Croton (Euphorbiaceae), Including New Diterpenes in Essential Oil from Croton gratissimus Heliyon 2019 5 e02677 10.1016/j.heliyon.2019.e02677
Mwangi J.W. Thoithi G.N. Addae-Mensah I. Achenbach H. Lwande W. Hassanali A. Aromatic Plants of Kenya III: Volatile and Some Non-Volatile Constituents of the Croton sylvaticus Hochst East Cent. Afr. J. Pharm. Sci. 1998 1 41 43
Figueiredo A.C. Barroso J.G. Pedro L.G. Scheffer J.J.C. Factors Affecting Secondary Metabolite Production in Plants: Volatile Components and Essential Oils Flavour. Fragr. J. 2008 23 213 226 10.1002/ffj.1875
Séguin J.-C. Gagnon D. Bélanger S. Richard D. Fernandez X. Boudreau S. Voyer N. Chemical Composition and Antiplasmodial Activity of the Essential Oil of Rhododendron subarcticum Leaves from Nunavik, Québec, Canada ACS Omega 2023 8 16729 16737 10.1021/acsomega.3c00235
Muganza D.M. Fruth B. Nzunzu J.L. Tuenter E. Foubert K. Cos P. Maes L. Kanyanga R.C. Exarchou V. Apers S. In Vitro Antiprotozoal Activity and Cytotoxicity of Extracts and Isolated Constituents from Greenwayodendron suaveolens J. Ethnopharmacol. 2016 193 510 516 10.1016/j.jep.2016.09.051 27693770
Do Vale J.P.C. Vasconcelos M.A. Arruda F.V.S. Firmino N.C.S. Pereira A.L. Andrade A.L. Saker-Sampaio S. Sampaio A.H. Marinho E.S. Teixeira A.M.R. et al. Evaluation of Antimicrobial and Antioxidant Potential of Essential Oil from Croton piauhiensis Müll. Arg Curr. Microbiol. 2021 78 1926 1938 10.1007/s00284-021-02449-1
Van Vuuren S.F. Viljoen A.M. In Vitro Evidence of Phyto-Synergy for Plant Part Combinations of Croton gratissimus (Euphorbiaceae) Used in African Traditional Healing J. Ethnopharmacol. 2008 119 700 704 10.1016/j.jep.2008.06.031 18644430
Huy Hung N. Ngoc Dai D. Satyal P. Thi Huong L. Thi Chinh B. Quang Hung D. Anh Tai T. Setzer W.N. Lantana camara Essential Oils from Vietnam: Chemical Composition, Molluscicidal, and Mosquito Larvicidal Activity Chem. Biodivers. 2021 18 e2100145 10.1002/cbdv.202100145 33780581
Tasdemir D. Kaiser M. Demirci B. Demirci F. Baser K.H.C. Antiprotozoal Activity of Turkish Origanum onites Essential Oil and Its Components Molecules 2019 24 4421 10.3390/molecules24234421
Dahham S.S. Tabana Y.M. Iqbal M.A. Ahamed M.B. Ezzat M.O. Majid A.S. Majid A.M. The Anticancer, Antioxidant and Antimicrobial Properties of the Sesquiterpene β-Caryophyllene from the Essential Oil of Aquilaria crassna Molecules 2015 20 11808 11829 10.3390/molecules200711808 26132906
Cho H.-I. Hong J.-M. Choi J.-W. Choi H.-S. Kwak J.H. Lee D.-U. Lee S.K. Lee S.-M. β-Caryophyllene Alleviates D-Galactosamine and Lipopolysaccharide-Induced Hepatic Injury through Suppression of the TLR4 and RAGE Signaling Pathways Eur. J. Pharmacol. 2015 764 613 621 10.1016/j.ejphar.2015.08.001 26254779
Bahi A. Al Mansouri S. Al Memari E. Al Ameri M. Nurulain S.M. Ojha S. β-Caryophyllene, a CB2 Receptor Agonist Produces Multiple Behavioral Changes Relevant to Anxiety and Depression in Mice Physiol. Behav. 2014 135 119 124 10.1016/j.physbeh.2014.06.003
Chang H.-J. Kim J.-M. Lee J.-C. Kim W.-K. Chun H.S. Protective Effect of β-Caryophyllene, a Natural Bicyclic Sesquiterpene, Against Cerebral Ischemic Injury J. Med. Food 2013 16 471 480 10.1089/jmf.2012.2283 23734999
Bettaieb Rebey I. Bourgou S. Aidi Wannes W. Hamrouni Selami I. Saidani Tounsi M. Marzouk B. Fauconnier M.-L. Ksouri R. Comparative Assessment of Phytochemical Profiles and Antioxidant Properties of Tunisian and Egyptian Anise (Pimpinella anisum L.) Seeds Plant Biosyst.-Int. J. Deal. All Asp. Plant Biol. 2018 152 971 978 10.1080/11263504.2017.1403394
Nea F. Tanoh E.A. Wognin E.L. Kemene T.K. Genva M. Saive M. Tonzibo Z.F. Fauconnier M.-L. A New Chemotype of Lantana rhodesiensis Moldenke Essential Oil from Côte d’Ivoire: Chemical Composition and Biological Activities Ind. Crops Prod. 2019 141 111766 10.1016/j.indcrop.2019.111766
Dodoš T. Rajčević N. Janaćković P. Vujisić L. Marin P.D. Essential Oil Profile in Relation to Geographic Origin and Plant Organ of Satureja Kitaibelii Wierzb. Ex Heuff Ind. Crops Prod. 2019 139 111549 10.1016/j.indcrop.2019.111549
Torras J. Grau M.D. López J.F. De Las Heras F.X.C. Analysis of Essential Oils from Chemotypes of Thymus vulgaris in Catalonia J. Sci. Food Agric. 2007 87 2327 2333 10.1002/jsfa.2995
Amorese V. Donadu M. Usai D. Sanna A. Milia F. Pisanu F. Molicotti P. Zanetti S. Doria C. In Vitro Activity of Essential Oils against Pseudomonas aeruginosa Isolated from Infected Hip Implants J. Infect. Dev. Ctries 2018 12 996 1001 10.3855/jidc.10988 32012130
Nikolić M. Glamočlija J. Ferreira I.C. Calhelha R.C. Fernandes Â. Marković T. Marković D. Giweli A. Soković M. Chemical Composition, Antimicrobial, Antioxidant and Antitumor Activity of Thymus serpyllum L.; Thymus algeriensis Boiss. and Reut and Thymus vulgaris L. Essential Oils Ind. Crops Prod. 2014 52 183 190 10.1016/j.indcrop.2013.10.006
Kaloustian J. Abou L. Mikail C. Amiot M.J. Portugal H. Southern French Thyme Oils: Chromatographic Study of Chemotypes J. Sci. Food Agric. 2005 85 2437 2444 10.1002/jsfa.2274
Rota M.C. Herrera A. Martínez R.M. Sotomayor J.A. Jordán M.J. Antimicrobial Activity and Chemical Composition of Thymus vulgaris, Thymus zygis and Thymus hyemalis Essential Oils Food Control 2008 19 681 687 10.1016/j.foodcont.2007.07.007
Thompson J.D. Chalchat J.-C. Michet A. Linhart Y.B. Ehlers B. Qualitative and Quantitative Variation in Monoterpene Co-Occurrence and Composition in the Essential Oil of Thymus vulgaris Chemotypes J. Chem. Ecol. 2003 29 859 880 10.1023/A:1022927615442
De Pooter H.L. Vermeesch J. Schamp N.M. The Essential Oils of Tanacetum vulgare L. and Tanacetum parthenium (L.) Schultz-Bip J. Essent. Oil Res. 1989 1 9 13 10.1080/10412905.1989.9699438
Dragland S. Rohloff J. Mordal R. Iversen T.-H. Harvest Regimen Optimization and Essential Oil Production in Five Tansy (Tanacetum vulgare L.) Genotypes under a Northern Climate J. Agric. Food Chem. 2005 53 4946 4953 10.1021/jf047817m
Rohloff J. Mordal R. Dragland S. Chemotypical Variation of Tansy (Tanacetum vulgare L.) from 40 Different Locations in Norway J. Agric. Food Chem. 2004 52 1742 1748 10.1021/jf0352430 15030239
Wang R. Wang R. Yang B. Extraction of Essential Oils from Five Cinnamon Leaves and Identification of Their Volatile Compound Compositions Innov. Food Sci. Emerg. Technol. 2009 10 289 292 10.1016/j.ifset.2008.12.002
Moarefian M. Barzegar M. Sattari M. Cinnamomum zeylanicum essential oil as a natural antioxidant and antibactrial in cooked sausage: Cinnamomum zeylanicum essential oil as a natural preservative J. Food Biochem. 2013 37 62 69 10.1111/j.1745-4514.2011.00600.x
Paranagama P.A. Wimalasena S. Jayatilake G.S. Jayawardena A.L. Senanayake U.M. Mubarak A.M. A Comparison of Essential Oil Constituents of Bark, Leaf, Root and Fruit of Cinnamon (Cinnamomum zeylanicum Blum) Grown in Sri Lanka J. Natl. Sci. Found. Sri. 2001 29 147 153 10.4038/jnsfsr.v29i3-4.2613
Boyom F.F. Ngouana V. Zollo P.H.A. Menut C. Bessiere J.M. Gut J. Rosenthal P.J. Composition and Anti-Plasmodial Activities of Essential Oils from Some Cameroonian Medicinal Plants Phytochemistry 2003 64 1269 1275 10.1016/j.phytochem.2003.08.004 14599525
Boyom F.F. Ngouana V. Kemgne E.A.M. Zollo P.H.A. Menut C. Bessiere J.M. Gut J. Rosenthal P.J. Antiplasmodial Volatile Extracts from Cleistopholis patens Engler & Diels and Uvariastrum pierreanum Engl. (Engl. & Diels) (Annonaceae) Growing in Cameroon Parasitol. Res. 2011 108 1211 1217 10.1007/s00436-010-2165-7 21107862
Farnsworth N.R. Bingel A.S. Problems and Prospects of Discovering New Drugs from Higher Plants by Pharmacological Screening New Natural Products and Plant Drugs with Pharmacological, Biological or Therapeutical Activity Wagner H. Wolff P. Proceedings in Life Sciences Springer Berlin/Heidelberg, Germany 1977 1 22 10.1007/978-3-642-66682-7_1 978-3-642-66684-1
Williams A.C. Barry B.W. Terpenes and the Lipid–Protein–Partitioning Theory of Skin Penetration Enhancement Pharm. Res. 1991 8 17 24 10.1023/A:1015813803205 2014203
Cornwell P.A. Barry B.W. Sesquiterpene Components of Volatile Oils as Skin Penetration Enhancers for the Hydrophilic Permeant 5-Fluorouracil J. Pharm. Pharmacol. 1994 46 261 269 10.1111/j.2042-7158.1994.tb03791.x
Santoro G.F. Das Graças Cardoso M. Guimarães L.G.L. Salgado A.P.S.P. Menna-Barreto R.F.S. Soares M.J. Effect of Oregano (Origanum vulgare L.) and Thyme (Thymus vulgaris L.) Essential Oils on Trypanosoma cruzi (Protozoa: Kinetoplastida) Growth and Ultrastructure Parasitol. Res. 2007 100 783 790 10.1007/s00436-006-0326-5 17024354
Muñoz-Martínez F. Lu P. Cortés-Selva F. Pérez-Victoria J.M. Jiménez I.A. Ravelo A.G. Sharom F.J. Gamarro F. Castanys S. Celastraceae Sesquiterpenes as a New Class of Modulators That Bind Specifically to Human P-Glycoprotein and Reverse Cellular Multidrug Resistance Cancer Res. 2004 64 7130 7138 10.1158/0008-5472.CAN-04-1005
Lopes N.P. Kato M.J. Eloísa H.d.A. Maia J.G. Yoshida M. Planchart A.R. Katzin A.M. Antimalarial Use of Volatile Oil from Leaves of Virola surinamensis (Rol.) Warb. by Waiapi Amazon Indians J. Ethnopharmacol. 1999 67 313 319 10.1016/S0378-8741(99)00072-0 10617066
Somdej K. Kwanjai K. Ratsami L. Bioactive constituents of the roots of Polyathia cerasoides J. Nat. Prod. 2007 70 1536 1538 10.1021/np070293a
da Silva N.C. Gonçalves S.F. de Araújo L.S. Kasper A.A.M. da Fonseca A.L. Sartoratto A. Castro K.C.F. Moraes T.M.P. Baratto L.C. Varotti F.d.P. In Vitro and in Vivo Antimalarial Activity of the Volatile Oil of Cyperus Articulatus (Cyperaceae) Acta Amaz. 2019 49 334 342 10.1590/1809-4392201804331
Gyrdymova Y.V. Rubtsova S.A. Caryophyllene and caryophyllene oxide: A variety of chemical transformations and biological activities Chem. Pap. 2022 76 1 39 10.1007/s11696-021-01865-8
Ekiert H. Świątkowska J. Klin P. Rzepiela A. Szopa A. Artemisia Annua—Importance in Traditional Medicine and Current State of Knowledge on the Chemistry, Biological Activity and Possible Applications Planta Med. 2021 87 584 599 10.1055/a-1345-9528 33482666
Efferth T. Zacchino S. Georgiev M.I. Liu L. Wagner H. Panossian A. Nobel Prize for Artemisinin Brings Phytotherapy into the Spotlight Phytomedicine 2015 22 A1 A3 10.1016/j.phymed.2015.10.003
Ekiert H. Kubica P. Kwiecień I. Szopa A. Nagroda Nobla 2015 z Medycyny-Zwycięstwo Badań z Zakresu Fitochemii, Bakteriologii i Farmakologii 2016 Available online: https://polishpharmacy.ptfarm.pl/en/PF/editions/-/16308 (accessed on 6 June 2024)
Shinyuy L.M. Loe G.E. Jansen O. Mamede L. Ledoux A. Noukimi S.F. Abenwie S.N. Ghogomu S.M. Souopgui J. Robert A. Secondary Metabolites Isolated from Artemisia afra and Artemisia annua and Their Anti-Malarial, Anti-Inflammatory and Immunomodulating Properties—Pharmacokinetics and Pharmacodynamics: A Review Metabolites 2023 13 613 10.3390/metabo13050613 37233654
Koch A. Orjala J. Mutiso P.C. Soejarto D.D. An Antimalarial Abietane Diterpene from Fuerstia africana TCE Fries Biochem. Syst. Ecol. 2006 34 270 272 10.1016/j.bse.2005.08.002
Islam M.T. Da Mata A.M.O.F. De Aguiar R.P.S. Paz M.F.C.J. De Alencar M.V.O.B. Ferreira P.M.P. De Carvalho Melo-Cavalcante A.A. Therapeutic Potential of Essential Oils Focusing on Diterpenes: Diterpenes, the Family Members of Essential Oils Phytother. Res. 2016 30 1420 1444 10.1002/ptr.5652
Moyo P. Mugumbate G. Eloff J.N. Louw A.I. Maharaj V.J. Birkholtz L.M. Natural products: A potential source of Malaria transmission blocking drugs? Pharmaceuticals 2020 13 251 10.3390/ph13090251 32957668
Prapaporn C. Arisara P. Tachpon T. Parnpen V. Arnon C. Chuchard P. Antiplasmodial activity and cytotoxicity of plant extracts from the Asteraceae and Rubiaceae families Heliyon 2022 8 e08848 10.1016/j.heliyon.2022.e08848
García-Díez J. Alheiro J. Pinto A.L. Falco V. Fraqueza M.J. Patarata L. Synergistic Activity of Essential Oils from Herbs and Spices Used on Meat Products against Food Borne Pathogens Nat. Prod. Commun. 2017 12 281 286 10.1177/1934578X1701200236
Karakaya S. Yilmaz S.V. Özdemir Ö. Koca M. Pinar M.N. Demirci B. Yildirim K. Sytar O. Turkez H. Baser C.H.K. A caryophyllene oxide and other potential anticholinesterase and anticancer agent in Salvia verticillata subsp. Amasiaca (Freyn & Bornm.) Bornm. (Lamiaceae) J. Essent. Oil Res. 2020 6 512 525 10.1080/10412905.2020.1813212
Moe S.R. Rutina L.P. Hytteborn H. Du Toit J.T. What Controls Woodland Regeneration after Elephants Have Killed the Big Trees? J. Appl. Ecol. 2009 46 223 230 10.1111/j.1365-2664.2008.01595.x
Urbano F. Viterbi R. Pedrotti L. Vettorazo E. Movalli C. Corlatti L. Enhancing biodiversity conservation and monitoring in protected areas through efficient data management Environ. Monit. Assess. 2023 196 12 10.1007/s10661-023-11851-0
Zhang D.-Y. Yao X.-H. Duan M.-H. Wei F.-Y. Wu G.-H. Li L. Variation of Essential Oil Content and Antioxidant Activity of Lonicera Species in Different Sites of China Ind. Crops Prod. 2015 77 772 779 10.1016/j.indcrop.2015.09.048
Babushok V.I. Linstrom P.J. Zenkevich I.G. Retention Indices for Frequently Reported Compounds of Plant Essential Oils J. Phys. Chem. Ref. Data 2011 40 043101 10.1063/1.3653552
Trager W. Jensen J.B. Human Malaria Parasites in Continuous Culture Science 1976 193 673 675 10.1126/science.781840
Kenmogne M. Prost E. Harakat D. Jacquier M.-J. Frédérich M. Sondengam L.B. Zeches M. Waffo-Téguo P. Five Labdane Diterpenoids from the Seeds of Aframomum zambesiacum Phytochemistry 2006 67 433 438 10.1016/j.phytochem.2005.10.015 16321410
Reader J. Botha M. Theron A. Lauterbach S.B. Rossouw C. Engelbrecht D. Wepener M. Smit A. Leroy D. Mancama D. et al. Nowhere to Hide: Interrogating Different Metabolic Parameters of Plasmodium falciparum Gametocytes in a Transmission Blocking Drug Discovery Pipeline towards Malaria Elimination Malar. J. 2015 14 213 10.1186/s12936-015-0718-z 25994518
Bowling T. Mercer L. Don R. Jacobs R. Nare B. Application of a Resazurin-Based High-Throughput Screening Assay for the Identification and Progression of New Treatments for Human African Trypanosomiasis Int. J. Parasitol.-Drugs Drug 2012 2 262 270 10.1016/j.ijpddr.2012.02.002 24533287