Springer Nature is making SARS-CoV-2 and COVID-19 research free. View research | View latest news | Sign up for updates

A review of the phytochemical profiling and biological activities of Hyptis Jacq.: a Brazilian native genus of Lamiaceae

  • 22 Accesses

Abstract

Hyptis Jacq. (Lamiaceae) has been used in traditional medicine for the treatment of many diseases around the world. However, Harley and Pastore in 2012 proposed a new circumscription for this large genus, reducing its number of species, but supporting its monophyly. Hyptis and Peltodon were used as keywords, and triage of articles was performed using genus delimitation sensu Harley and Pastore. Only 29 species have some type of record in the literature for their medicinal use and chemical description, corresponding to 20% of the 148 species. Most cited biological activities were the antioxidant activity, reported for 9% of the species, and the antifungal activity reported for 5% of the species. For 11% of the species was described the essential oil composition, while non-volatile compounds were reported for only 6% of them. Terpenes, flavonoids, and caffeic acid derivatives are the most reported compounds for this genus. Only 8% of the species are reported as medicinal, with potential as antibacterial and antiparasitic, pointing to relevance of Hyptis to bioprospecting studies, especially in South America and Africa. However, there is a lack of studies regarding isolated compounds concerning their toxicology and efficacy, important information to achieve the production and the effective use of Hyptis as a herbal medicine.

This is a preview of subscription content, log in to check access.

Fig. 1

References

  1. Abedini A, Roumy V, Neut C et al (2012) Antibacterial activity of the methanolic extract of Hyptis atrorubens (Lamiaceae). Planta Med 78:PD135. https://doi.org/10.1055/s-0032-1320493

  2. Abedini A, Roumy V, Mahieux S et al (2013) Rosmarinic acid and its methyl ester as antimicrobial components of the hydromethanolic extract of Hyptis atrorubens Poit. (Lamiaceae). Evid Based Complement Altern Med 2013:1–11. https://doi.org/10.1155/2013/604536

  3. Adjanohoun E, Ahyi MRA, Aké AL et al (1986) Médecine traditionnelle et Pharmacopée: contribution aux études ethno-botaniques et floristiques du Togo. Agence de Coopération Culturelle et Technique

  4. Agra MDF, Silva KN, Basílio IJLD et al (2008) Survey of medicinal plants used in the region Northeast of Brazil. Rev Bras Farmacogn 18:472–508

  5. Almtorp GT, Hazell AC, Torssell KBG (1991) A lignan and pyrone and other constituents from Hyptis capitata. Phytochemistry 30:2753–2756. https://doi.org/10.1016/0031-9422(91)85137-O

  6. Alvarez F, Tello E, Bauer K et al (2015) Cytotoxic and antimicrobial diterpenes isolated from Hyptis dilatata. Curr Bioact Compd 11:189–197. https://doi.org/10.2174/1573407211666150914213356

  7. Atanasov AG, Waltenberger B, Pferschy-Wenzig E-M et al (2015) Discovery and resupply of pharmacologically active plant-derived natural products: a review. Biotechnol Adv 33:1582–1614. https://doi.org/10.1016/j.biotechadv.2015.08.001

  8. Baptistella LHB, Imamura PM, De Melo LV, Castello C (2009) Preparação do (+)-α-terpineol a partir do (+)-limoneno: monoterpenos de odor agradável em um projeto para química orgânica experimental. Quim Nova 32:1069–1071. https://doi.org/10.1590/S0100-40422009000400042

  9. Basílio IJLD, Agra MDF, Rocha EA et al (2006) Comparative pharmacobotanical study of the leaves of Hyptis pectinata (L.) Poit. and Hyptis suaveolens (L.) Poit. (Lamiaceae). Acta Farm Bonaer 25:518–525

  10. Batista FL, De Paula JR, Silva JG et al (2003) Essential oils of Hyptidendron canum (Pohl ex Benth.) R. Harley and Hyptis velutina Pohl ex Benth. from Brazilian Cerrado. J Essent Oil Res 15:88–89. https://doi.org/10.1080/10412905.2003.9712075

  11. Bhuiyan MNI, Begum J, Nandi NC (2010) Chemical component studies on the leaf and inflorescence essential oil of Hyptis brevipes (Poit.). J Med Plants Res 4:2128–2131

  12. Borg-Karlson A-K, Norin T, Talvitie A (1981) Configurations and conformations of torreyol (δ-cadinol), α-cadinol, τ-muurolol and τ-cadinol. Tetrahedron 37:425–430. https://doi.org/10.1016/s0040-4020(01)92031-9

  13. Botrel PP, Pinto JEBP, Figueiredo FC et al (2009) Teor e composição química do óleo essencial de Hyptis marrubioides Epling (Lamiaceae) em diferentes genótipos. Rev Bras Plantas Med 11:164–169

  14. Botrel PP, Pinto JEBP, De Araújo ACC et al (2010a) Variações no teor e na composição volátil de Hyptis marrubioides Epl. cultivada no campo e em casa de vegetação. Quim Nova 33:33–37

  15. Botrel PP, Pinto JEBP, Ferraz V et al (2010b) Teor e composição química do óleo essencial de Hyptis marrubioides Epl., Lamiaceae em função da sazonalidade. Acta Sci Agron 32:533–538. https://doi.org/10.4025/actasciagron.v32i3.3415

  16. Chukwujekwu JC, Smith P, Coombes PH et al (2005) Antiplasmodial diterpenoid from the leaves of Hyptis suaveolens. J Ethnopharmacol 102:295–297. https://doi.org/10.1016/j.jep.2005.08.018

  17. Corrêa MP (1931) Dicionário das plantas úteis do Brasil e das exóticas cultivadas. MINAGRI (No. 581.981C6)

  18. Costa VCDO, Tavares JF, Silva AB et al (2014) Hyptenolide, a new α-pyrone with spasmolytic activity from Hyptis macrostachys. Phytochem Lett 8:32–37. https://doi.org/10.1016/j.phytol.2014.01.009

  19. Coutinho HDM, Costa JGM, Siqueira-Júnior JP, Lima EO (2008) In vitro anti-Staphylococcal activity of Hyptis martiusii Benth against methicillin-resistant Staphylococcus aureus-MRSA strains. Braz J Pharmacogn 18:670–675. https://doi.org/10.1590/S0102-695X2008000500005

  20. Cudd T, Mendoza TAE, Sconzert-Hall P et al (2014) Antibacterial and mosquitocidal activity of native Louisiana plant species. La Acad Sci 4:37

  21. Cui H-X, Tang L, Cheng F-R, Yuan K (2017) Antitumor effects of ethanol extracts from Hyptis rhomboidea in H22 tumor-bearing mice. Pharmacogn Mag 13:571. https://doi.org/10.4103/pm.pm_314_16

  22. da Costa HNR, dos Santos MC, de Alcântara AFC et al (2008) Constituintes quimicos e atividade antiedematogênica de Peltodon radicans (Lamiaceae). Quim Nova 31:744–750

  23. da Silva ACR, Lopes PM, de Azevedo MMB et al (2012) Biological activities of α-pinene and β-pinene enantiomers. Molecules 17:6305–6316. https://doi.org/10.3390/molecules17066305

  24. Danh LT, Han LN, Triet NDA et al (2013) Comparison of chemical composition, antioxidant and antimicrobial activity of Lavender (Lavandula angustifolia L.) essential oils extracted by supercritical CO2, hexane and hydrodistillation. Food Bioprocess Technol 6:3481–3489. https://doi.org/10.1007/s11947-012-1026-z

  25. de Jesus NZT, Lima JCDS, Da Silva RM et al (2009) Levantamento etnobotânico de plantas popularmente utilizadas como antiúlceras e anti-inflamatórias pela comunidade de Pirizal, Nossa Senhora do Livramento-MT, Brasil. Braz J Pharmacogn 19:130–139. https://doi.org/10.1590/S0102-695X2009000100023

  26. De Oliveira ADL (2011) Estudo químico e avaliação biológica do óleo essencial de Hyptis martiusii Benth. (Lamiaceae). Tese de Doutorado. Universidade Regional do Cariri (URCA)

  27. Dees WH, Dupre JP, Richard AD et al (2014a) The effects of botanical extracts on mosquito oviposition. La Acad Sci 4:29

  28. Dees WH, Dupre JP, Richard AD et al (2014b) The effects of botanical extracts on adult mosquitoes. La Acad Sci 4:28

  29. Deng Y, Balunas MJ, Kim J et al (2009) Bioactive 5,6-dihydro-a-pyrone derivatives from Hyptis brevipes. J Nat 72:1165–1169

  30. Diniz LRL, Vieira CFX, dos Santos EC et al (2013) Gastroprotective effects of the essential oil of Hyptis crenata Pohl ex Benth. on gastric ulcer models. J Ethnopharmacol 149:694–700. https://doi.org/10.1016/j.jep.2013.07.026

  31. dos Santos KP, Sedano-Partida MD, Sala-Carvalho WR et al (2018) Biological activity of Hyptis Jacq. (Lamiaceae) is determined by the environment. Ind Crops Prod 112:705–715. https://doi.org/10.1016/j.indcrop.2017.12.065

  32. Duarte DP (2009) Process for manufacturing a naturally hydroplastic mask for removal or progressive reduction of hair growth. Patent No. BR 2008000859

  33. Falcão DQ, Fernandes SBO, Menezes FS (2003) Triterpenos de Hyptis fasciculata Benth. Rev Bras Farmacogn 13:81–83. https://doi.org/10.1590/S0102-695X2003000300030

  34. Fernández-Alonso JL, Rivera-Díaz O (2006) Las labiadas (familia Labiatae). Instituto de Ciencias Naturales, Universidad Nacional de Colombia

  35. Fernández-Alonso JL, Vega N, Filgueira JJ, Pérez G (2003) Lectin prospecting in Colombian Labiatae. A systematic-ecological approach. Biochem Syst Ecol 31:617–633. https://doi.org/10.1016/S0305-1978(02)00223-5

  36. Ferreira EC, Faria LC, Santos SC et al (2005) Essential oils of Hyptis conferta Pohl ex Benth. var. conferta and Hyptis conferta Pohl ex Benth. var. angustata (Briq.) Pohl ex Harley from Brazilian Cerrado. J Essent Oil Res 17:145–146. https://doi.org/10.1080/10412905.2005.9698859

  37. Fidyt K, Fiedorowicz A, Strządała L, Szumny A (2016) β-Caryophyllene and β-caryophyllene oxide—natural compounds of anticancer and analgesic properties. Cancer Med 5:3007–3017. https://doi.org/10.1002/cam4.816

  38. Flora do Brasil 2020 under construction (2020) Lamiaceae. In: Jard. Botânico do Rio Janeiro. http://floradobrasil.jbrj.gov.br/reflora/floradobrasil/FB8183. Accessed 15 Sep 2019

  39. Fronza M (2011) Phytochemical investigation of the roots of Peltodon longipes and in vitro cytotoxic studies of abietane diterpenes. Albert-Ludwigs-Universität

  40. Fronza M, Murillo R, Ślusarczyk S et al (2011) In vitro cytotoxic activity of abietane diterpenes from Peltodon longipes as well as Salvia miltiorrhiza and Salvia sahendica. Bioorg Med Chem 19:4876–4881. https://doi.org/10.1016/j.bmc.2011.06.067

  41. Fronza M, Lamy E, Günther S et al (2012) Abietane diterpenes induce cytotoxic effects in human pancreatic cancer cell line MIA PaCa-2 through different modes of action. Phytochemistry 78:107–119. https://doi.org/10.1016/j.phytochem.2012.02.015

  42. González AG, Bazzocchi IL, Moujir L et al (1995) Xanthine oxidase inhibitory activity of some Panamanian plants from Celastraceae and Lamiaceae. J Ethnopharmacol 46:25–29. https://doi.org/10.1016/0378-8741(95)01225-3

  43. Goun E, Cunningham G, Chu D et al (2003) Antibacterial and antifungal activity of Indonesian ethnomedical plants. Fitoterapia 74:592–596. https://doi.org/10.1016/S0367-326X(03)00117-5

  44. Grassi P, Reyes TSU, Sosa S et al (2006) Anti-inflammatory activity of two diterpenes of Hyptis suaveolens from El Salvador. Verlag der Zeitschrift für Naturforsch 61c:165–170

  45. Grayer RJ, Eckert MR, Veitch NC et al (2003) The chemotaxonomic significance of two bioactive caffeic acid esters, nepetoidins A and B, in the Lamiaceae. Phytochemistry 64:519–528. https://doi.org/10.1016/S0031-9422(03)00192-4

  46. Greff D (1998) Cosmetic compositions comprising at least one Hyptis extract. Patent No. WO 9843608

  47. Gupta MP, Monge A, Karikas GA et al (1996) Screening of Panamanian medicinal plants for brine shrimp toxicity, crown gall tumor inhibition, cytotoxicity and DNA intercalation. Int J Pharmacogn 34:19–27. https://doi.org/10.1076/phbi.34.1.19.13180

  48. Harley RM, Pastore JFB (2012) A generic revision and new combinations in the Hyptidinae (Lamiaceae), based on molecular and morphological evidence. Phytotaxa 55:1–55

  49. Harley RM, Atkins S, Budantsev A et al (2004) The families and genera of vascular plants. Vol. II. Flowering plants. In: Kadereit J (ed) The families and genera of vascular plants, vol VII. Springer, Berlin, pp 167–275

  50. Hinneburg I, Damien Dorman HJ, Hiltunen R (2006) Antioxidant activities of extracts from selected culinary herbs and spices. Food Chem 97:122–129. https://doi.org/10.1016/j.foodchem.2005.03.028

  51. Hossain MB, Brunton NP, Barry-Ryan C et al (2008) Antioxidant activity of spice extracts and phenolics in comparison to synthetic antioxidants. Rasayan J Chem 1:751–756

  52. Igwe OU (2014) Chromatographic and spectrometric characterization of bioactive compounds from the leaves of Hyptis lanceolata Poir. Int J Chem Pharm Sci 2:547–553

  53. Kashiwada Y, Wang H-KK, Nagao T et al (1998) Anti-AIDS agents, 30. Anti-HIV activity of oleanolic acid, pomolic acid, and structurally related triterpenoids. J Nat Prod 61:1090–1095. https://doi.org/10.1021/np9800710

  54. Kerdudo A, Njoh Ellong E, Gonnot V et al (2016) Essential oil composition and antimicrobial activity of Hyptis atrorubens Poit. from Martinique (F.W.I.). J Essent Oil Res 28:436–444. https://doi.org/10.1080/10412905.2016.1150217

  55. Kini F, Kam B, Aycard J-P et al (1993) Chemical composition of the essential oil of Hyptis spicigera Lam. from Burkina Faso. J Essent Oil Res 5:219–221. https://doi.org/10.1080/10412905.1993.9698206

  56. Koba K, Raynaud C, Millet J et al (2007) Chemical composition of Hyptis pectinata L., H. lanceolata Poit, H. suaveolens (L) Poit and H. spicigera Lam. essential oils from Togo. J Essent Oil Bear Plants 10:357–364. https://doi.org/10.1080/0972060X.2007.10643567

  57. Kobayashi K, Umishio K, Ota M, et al (2001a) Serine protease inhibitors and skin preparations containing the inhibitors for treatment of rough skin. Patent No. JP 2001240551

  58. Kobayashi K, Umishio K, Ota M, et al (2001b) Antiaging cosmetics comprising gelatinase inhibitors. Patent No. JP 2001172157

  59. Kuhn AW, Tedesco M, Boligon AA et al (2015) Genotoxic and chromatographic analyses of aqueous extracts of Peltodon longipes Kunth ex Benth. (hortelã-do-campo). Braz J Pharm Sci 51:533–540

  60. Kvist LP, Holm-Nielsen LB (1987) Ethnobotanical aspects of lowland Ecuador. Opera Bot 92:107

  61. Leclercq PA, Silva Delgado H, Garcia J et al (2000) Aromatic plant oils of the Peruvian Amazon. Part 2. Cymbopogon citratus (DC) Stapf., Renealmia sp., Hyptis recurvata Poit. and Tynanthus panurensis (Bur.) Sandw. J Essent Oil Res 12:14–18. https://doi.org/10.1080/10412905.2000.9712030

  62. Lee K-H, Lin Y-M, Wu T-S et al (1988) The cytotoxic principles of Prunella vulgaris, Psychotria serpens, and Hyptis capitata: ursolic acid and related derivatives. Planta Med 54:308–311

  63. Li B, Olmstead RG (2017) Two new subfamilies in Lamiaceae. Phytotaxa 313:222–226. https://doi.org/10.11646/phytotaxa.313.2.9

  64. Li XF, Tang L, Zheng NN et al (2014) Determination of antioxidant activity in vitro from Hyptis rhomboidea Mart. et Gal. ethanol extracts. Appl Mech Mater 472:824–828. https://doi.org/10.4028/www.scientific.net/AMM.472.824

  65. Li B, Cantino PD, Olmstead RG et al (2016) A large-scale chloroplast phylogeny of the Lamiaceae sheds new light on its subfamilial classification. Sci Rep 6:34343. https://doi.org/10.1038/srep34343

  66. Lima GC, de Vasconcelos Y, de Santana Souza MT et al (2018) Hepatoprotective efffect of essential oils from Hyptis crenata in sepsis-induced liver dysfunction. J Med Food 21:709–715. https://doi.org/10.1089/jmf.2017.0125

  67. Limachi I, Condo C, Palma C et al (2019) Antiparasitic metabolites from Hyptis brevipes, a tacana medicinal plant. Nat Prod Commun 14:55–58. https://doi.org/10.1177/1934578X1901400115

  68. Lin H (2017) Efficient Chinese medicinal pesticide for garden plant and flower and preparation method thereof. Patent No. CN 106857715

  69. Liu Y (2015) Preparation method of hyptatic acid A and anti-tumor application thereof. Patent No. CN 104945461

  70. Llurba-Montesino N, Schmidt T (2018) Salvia species as sources of natural products with antiprotozoal activity. Int J Mol Sci 19:264. https://doi.org/10.3390/ijms19010264

  71. Luz AIR, Zoghbi MGB, Ramos LS et al (1984) Essential oils of some Amazonian Labiatae, I: genus Hyptis. J Nat Prod 47:745–747. https://doi.org/10.1021/np50034a044

  72. Martínez-Fructuoso L, Pereda-Miranda R, Rosas-Ramírez D et al (2019) Structure elucidation, conformation, and configuration of cytotoxic 6-Heptyl-5,6-dihydro-2 H-pyran-2-ones from Hyptis species and their molecular docking to α-Tubulin. J Nat Prod 82:520–531. https://doi.org/10.1021/acs.jnatprod.8b00908

  73. Matsuse I, Lim Y, Hattori M et al (1998) A search for anti-viral properties in Panamanian medicinal plants. J Ethnopharmacol 64:15–22. https://doi.org/10.1016/S0378-8741(98)00099-3

  74. McNeil M, Facey P, Porter R (2011) Essential oils from the Hyptis genus—a review (1909–2009). Nat Prod Commun Prod Commun 6:1775–1796

  75. Mitani H, Soda M, Oshima K (2000) Hyaluronidase inhibitors for cosmetic and other manufacturing. Patent No. JP 11106311. 2000

  76. Nayak UG, Guha PC (1952) Essential oil from Hyptis suaveolens Poit. J Indian Chem Soc 29:183–186

  77. Ortega HE, Shen YY, Tendyke K et al (2014) Polyhydroxylated macrolide isolated from the endophytic fungus Pestalotiopsis mangiferae. Tetrahedron Lett 55:2642–2645. https://doi.org/10.1016/j.tetlet.2014.03.012

  78. Oshima R, Soda M (2000) Antibacterial agent/highly safe antibacterial agent obtained from plants. Patent No. JP 2000136141. 18

  79. Otero R, Núñez V, Barona J et al (2000) Snakebites and ethnobotany in the northwest region of Colombia: part III: Neutralization of the haemorrhagic effect of Bothrops atrox venom. J Ethnopharmacol 73:233–241. https://doi.org/10.1016/S0378-8741(00)00321-4

  80. Parker C, Caton BP, Fowler L (2007) Ranking nonindigenous weed species by their potential to invade the United States. Weed Sci 55:386–397

  81. Partida M, Santos KP, Loureiro BOSJ, Furlan C (2015) Anti-HIV activity of Hyptis Jacq. (Lamiaceae). Planta Med 81:PM88. https://doi.org/10.1055/s-0035-1565465

  82. Pedersen JA (2000) Distribution and taxonomic implications of some phenolics in the family Lamiaceae determined by ESR spectroscopy. Biochem Syst Ecol 28:229–253

  83. Pereda-Miranda R, Hernández L, Villavicencio MJ et al (1993) Structure and stereochemistry of pectinolides A-C, novel antimicrobial and cytotoxic 5, 6-dihydro-α-pyrones from Hyptis pectinata. J Nat Prod 56:583–593. https://doi.org/10.1021/np50094a019

  84. Perera WH, Bizzo HR, Gama PE et al (2017) Essential oil constituents from high altitude Brazilian species with antimicrobial activity: Baccharis parvidentata Malag., Hyptis monticola Mart. ex Benth. and Lippia origanoides Kunth. J Essent Oil Res 29:109–116. https://doi.org/10.1080/10412905.2016.1210039

  85. Rebelo MM, Da Silva JKR, Andrade EHA, Maia JGS (2009) Antioxidant capacity and biological activity of essential oil and methanol extract of Hyptis crenata Pohl ex Benth. Braz J Pharmacogn 19:230–235. https://doi.org/10.1590/S0102-695X2009000200009

  86. Rocha G, Roughan J, Leach M et al (2009) Traditional use, chemical analysis and antinociceptive effects of Hyptis crenata Pohl. Planta Med 75:PA40. https://doi.org/10.1055/s-0029-1234365

  87. Rocha GS, Roughan J, Leach M et al (2013) Antinociceptive activities of Hyptis crenata Pohl. Acta Hortic 972:105–110

  88. Rodrigues VEG, Carvalho DD (2001) Levantamento etnobotânico de plantas medicinais no domínio do cerrado na região do Alto Rio Grande-Minas Gerais. Ciência e Agrotecnologia 25:102–123

  89. Sakr HH, Roshdy SH (2015) Effect of Hyptis brevipes (Lamiaceae) methanol extract on Spodoptera littoralis (Lepidoptera: Noctuidae) larvae. Res J Pharm Biol Chem Sci 6:651–658

  90. Sakr HH, Roshdy SH, El-Seedi HR (2013) Hyptis brevipes (Lamiaceae) extracts strongly inhibit the growth and development of Spodoptera littoralis (Boisd.) larvae (Lepidoptera: Noctuidae). J Appl Pharm Sci 3:83–88. https://doi.org/10.7324/JAPS.2013.31014

  91. Sala-Carvalho WR, dos Santos KP, Sedano-Partida MD et al (2019) Is Hyptis lacustris A. St.-Hil. ex Benth. (Lamiaceae) extract a good candidate for antibacterial uses? Ind Crops Prod 133:26–32. https://doi.org/10.1016/j.indcrop.2019.02.054

  92. Sales JF, Pinto JEBP, Botrel PP et al (2007) Composition and chemical variability in the essential oil of Hyptis marrubioides Epl. J Essent Oil Res 19:552–556. https://doi.org/10.1080/10412905.2007.9699329

  93. Saslis-Lagoudakis CH, Savolainen V, Williamson L et al (2012) Phylogenies reveal predictive power of traditional medicine in bioprospecting. PNAS 109:15835–15840. https://doi.org/10.1073/pnas.1202242109

  94. Scio E et al (2012) Antimicrobial and antioxidant activities of some plant extracts. Phytochemicals as nutraceuticals—global approaches to their role in nutrition and healt, pp 21–42. 10.5772/27308

  95. Scramin S, Saito ML, Pott A, Marques MOM (2000) Volatile constituents of Hyptis crenata Pohl (Labiatae) native in Brazilian Pantanal. J Essent Oil Res 12:99–101. https://doi.org/10.1080/10412905.2000.9712052

  96. Shan B, Cai YZ, Sun M, Corke H (2005) Antioxidant capacity of 26 spice extracts and characterization of their phenolic constituents. J Agric Food Chem 53:7749–7759. https://doi.org/10.1021/jf051513y

  97. Shen W (2015) Germicidal composition containing thiophanate-methyl and Hyptis rhomboidea extract. Patent No. CN 105165912

  98. Silva RF, Rezende CM, Santana HCD et al (2013) Scents from Brazilian Cerrado: chemical composition of the essential oil from the leaves of Hyptis villosa Pohl ex Benth (Lamiaceae). J Essent Oil Res 25:414–417. https://doi.org/10.1080/10412905.2013.828327

  99. Souza LKH, Oliveira CMAD, Ferri PH et al (2002) Antifungal properties of Brazilian cerrado plants. Braz J Microbiol 33:247–249

  100. Souza LKH, De Oliveira CMA, Ferri PH et al (2003) Antimicrobial activity of Hyptis ovalifolia towards dermatophytes. Mem Inst Oswaldo Cruz 98:963–965. https://doi.org/10.1590/S0074-02762003000700018

  101. Stadnik MJ, Bettiol W, Saito ML (2003) Bioprospecting for plant and fungus extracts with systemic effect to control the cucumber powdery mildew. Z Pflanzenkrankh Pflanzenschutz 110:383–393

  102. Su L (2013) Method for extracting asprellic acid. Patent No. CN 102887935

  103. Suárez-Ortiz GA, Cerda-García-Rojas CM, Hernández-Rojas A, Pereda-Miranda R (2013) Absolute configuration and conformational analysis of brevipolides, bioactive 5,6-dihydro-α-pyrones from Hyptis brevipes. J Nat Prod. https://doi.org/10.1021/np300740h

  104. Suárez-Ortiz GA, Cerda-García-Rojas CM, Fragoso-Serrano M, Pereda-Miranda R (2017) Complementarity of DFT calculations, NMR anisotropy, and ECD for the configurational analysis of brevipolides K-O from Hyptis brevipes. J Nat Prod 80:181–189. https://doi.org/10.1021/acs.jnatprod.6b00953

  105. Tafurt-García G, Calvo AM, Jiménez LF et al (2014) Componentes volátiles de Eriope crassipes, Hyptis conferta, H. dilatata, H. brachiata, H. suaveolens y H. mutabilis (Lamiaceae). Bol Latinoam y del Caribe Plantas Med y Aromat 13:254–269

  106. Tafurt-García G, Jiménez-Vidal L, Calvo-Salamanca A (2016) Antioxidant capacity and total phenol content of Hyptis spp., P. heptaphyllum, T. panamensis, T. rhoifolia, and Ocotea sp. Rev Colomb Química 44:28–33. https://doi.org/10.15446/rev.colomb.quim.v44n2.55217

  107. Tajkarimi MM, Ibrahim SA, Cliver DO (2010) Antimicrobial herb and spice compounds in food. Food Control 21:1199–1218. https://doi.org/10.1016/j.foodcont.2010.02.003

  108. Tang L, Li X, Yang S et al (2014) Chemical constituents of Hyptis rhomboidea and their antifungal activity. Zhongguo Zhongyao Zazhi 39:2284–2288

  109. Taylor P, Arsenak M, Abad MJ et al (2013) Screening of Venezuelan medicinal plant extracts for cytostatic and cytotoxic activity against tumor cell lines. Phyther Res 27:530–539. https://doi.org/10.1002/ptr.4752

  110. Tchoumbougnang F, Zollo PHA, Boyom FF et al (2005) Aromatic plants of tropical Central Africa. XLVIII. Comparative study of the essential oils of four Hyptis species from Cameroon: H. lanceolata Poit., H. pectinata (L.) Poit., H. spicigera Lam. and H. suaveolens Poit. Flavour Fragr J 20:340–343. https://doi.org/10.1002/ffj.1441

  111. Tsai S-FF, Lee S-SS (2014) Neolignans as xanthine oxidase inhibitors from Hyptis rhomboides. Phytochemistry 101:121–127. https://doi.org/10.1016/j.phytochem.2014.01.016

  112. Urones JG, Marcos IS, Diez D, Cubilla LR (1998) Tricyclic diterpenes from Hyptys dilatata. Phytochemistry 48:1035–1038. https://doi.org/10.1016/S0031-9422(97)00997-7

  113. Valadeau C, Pabon A, Deharo E et al (2009) Medicinal plants from the Yanesha (Peru): evaluation of the leishmanicidal and antimalarial activity of selected extracts. J Ethnopharmacol 123:413–422. https://doi.org/10.1016/j.jep.2009.03.041

  114. Velasco V, Williams P (2011) Improving meat quality through natural antioxidants. Chil J Agric Res 71:313–322. https://doi.org/10.4067/s0718-58392011000200017

  115. Violante VI, Maria P, Hamerski L, Garcez WS et al (2012a) Antimicrobial activity of some medicinal plants from the cerrado of the western region of Brazil. Braz J Microbiol 43:1302–1308

  116. Violante IM, Garcez WS, Barbosa SC, Garcez FR (2012b) Chemical composition and biological activities of essential oil from Hyptis crenata growing in the Brazilian cerrado. Nat Prod Commun 7:1387–1389

  117. Wang H, Cao G, Prior RL (1996) Total antioxidant capacity of fruits. J Agric Food Chem 44:701–705. https://doi.org/10.1021/jf950579y

  118. Wang L, Deng D-Y, Tang L, et al (2015) Seed-germination and seedling-growth inhibition by aqueous extracts from Hyptis rhomboidea. In: Proceedings of the 2015 international conference on industrial technology and management science, Atlantis Press, Paris, France

  119. Xu D, Huang Y, Jiang D, Yuan K (2013) The essential oils chemical compositions and antimicrobial, antioxidant activities and toxicity of three Hyptis species. Pharm Biol 51:1125–1130. https://doi.org/10.3109/13880209.2013.781195

  120. Xu J, Wei K, Zhang G et al (2018) Ethnopharmacology, phytochemistry, and pharmacology of Chinese Salvia species: a review. J Ethnopharmacol 225:18–30. https://doi.org/10.1016/j.jep.2018.06.029

  121. Yamagishi T, Zhang DC, Chang JJ et al (1988) The cytotoxic principles of Hyptis capitata and the structures of the new triterpenes hyptatic acid-A and -B. Phytochemistry 27:3213–3216. https://doi.org/10.1016/0031-9422(88)80028-1

  122. Yuasa Y, Yuasa Y (2006) A practical synthesis of d-α-terpineol via Markovnikov addition of δ-limonene using trifluoroacetic acid. Org Process Res Dev 10:1231–1232. https://doi.org/10.1021/op068012d

  123. Yun YS, Fukaya H, Nakane T et al (2014) A new bis-seco-abietane diterpenoid from Hyptis crenata Pohl ex Benth. Org Lett 16:6188–6191. https://doi.org/10.1021/ol503086n

  124. Zappi DC, Ranzato Filardi FL, Leitman P et al (2015) Growing knowledge: an overview of Seed Plant diversity in Brazil. Rodriguesia 66:1085–1113. https://doi.org/10.1590/2175-7860201566411

  125. Zellner BD, Amorim ACL, de Miranda ALP et al (2009) Screening of the odour-activity and bioactivity of the essential oils of leaves and flowers of Hyptis passerina Mart. from the Brazilian Cerrado. J Braz Chem Soc 20:322–332. https://doi.org/10.1590/S0103-50532009000200018

  126. Zhang XA (2016) Composite herbicide. Patent No. CN 105494457

  127. Zhong J-S, Li J, Li L et al (2010) Phylogeny of Isodon (Schrad. ex Benth.) Spach (Lamiaceae) and related genera inferred from nuclear ribosomal ITS, trnL–trnF region, and rps16 intron sequences and morphology. Syst Bot 35:207–219. https://doi.org/10.1600/036364410790862614

  128. Zoghbi MS, Andrade EHA, da Silva MHL et al (2002) Chemical variation in the essential oils of Hyptis crenata Pohl ex Benth. Flavour Fragr J 17:5–8. https://doi.org/10.1002/ffj.1031

  129. Zollo PHA, Biyiti L, Tchoumbougnang F et al (1998) Aromatic plants of tropical Central Africa. Part XXXII. Chemical composition and antifungal activity of thirteen essential oils from aromatic plants of Cameroon. Flavour Fragr J 13:107–114. https://doi.org/10.1002/(SICI)1099-1026(199803/04)13:2%3c107:AID-FFJ701%3e3.0.CO;2-G

Download references

Acknowledgements

Authors thank São Paulo Research Foundation (FAPESP) (Grant #2013/24841-4), Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq), and Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)—Finance Code 001.

Author information

The first draft of the manuscript was written by Martha Dalila Sedano-Partida and all authors commented on previous versions of the manuscript. Claudia M. Furlan was involved in final writing, review, and editing. All authors read and approved the final manuscript.

Correspondence to Claudia M. Furlan.

Ethics declarations

Conflict of interest

The authors declare that they have no conflict of interest.

Additional information

Publisher's Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Rights and permissions

Reprints and Permissions

About this article

Verify currency and authenticity via CrossMark

Cite this article

Sedano-Partida, M.D., dos Santos, K.P., Sala-Carvalho, W.R. et al. A review of the phytochemical profiling and biological activities of Hyptis Jacq.: a Brazilian native genus of Lamiaceae. Braz. J. Bot (2020). https://doi.org/10.1007/s40415-020-00582-y

Download citation

Keywords

  • Essential oils
  • Lamiaceae
  • Nepetoidins
  • Rosmarinic acid