Antimicrobial properties of Lawsonia inermis (henna): A review

Australian Journal of Medical Herbalism

Volumn 19, Issue 3, 2007, Pages 114-125

  Habbal, O A ^a   Al Jabri, A A ^a   El Hag, A G ^a  

^a SULTAN QABOOS UNIVERSITY   (Oman)

Author keywords

Antibacterial; Antiparasitic; Antiviral; Henna; Lawsonia inermis; Naphthoquinones

Indexed keywords

EID: 41149149829     PISSN: 10338330     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (95)

1. Al-Abri A, Al-Abri H, Al-Hashmi N, Al-Mukhaini N, El-Hag A, Habbal O. Omani henna (Lawsonia inermis) as a natural histological stain. Unpublished.
2. Al-Arnaoutt S, Al-Arnaoutt AK. 1987. In Al-Jozieh IK Prophetic Medicine. Beirut: Al-Risala Publishing.
3. Albesa I, Bogdanov PM, Eraso A, Sperandeo NR, Bertorello MM. 1995. Antibiotic activity of isoxazolilnaphthoquinones imines on mice infected with Staphylococcus aureus. J App Bacteriol 78:373-7.
4. Ali BH, Bashir AK, Tanira MO. 1995. Anti-inflammatory, antipyretic and analgesic effects of Lawsonia inermis L (henna) in rats. Pharmacol 51:356-63.
5. Anand KK, Singh B, Chand D, Chandan BK. 1992. An evaluation of Lawsonia inermis alba extract as hepatoprotective agent. Planta Med 58(1):22-5.
6. Ardley V, Snowdon D, Croft S, Hazra B. 1996. In vitro activity of Diospyrin and derivatives against Leishmania donovani, Trypanosoma cruzi and Trypanosoma brucei. Phytother Res 10(7):559-62.
7. Badri BM, Burkinshaw SM. 1993. Dyeing of wool and nylon 6.6 with henna and lawsone. Dyes & Pigments 22(1):15-25.
8. Balassiano IT, De Paulo SA, Henriques Silva N, Cabral MC, de Gloria da Costa Carvalho M. 2005. Demonstration of the lapachol as a potential drug for reducing cancer metastasis. Oncol Rep 13(2):329-33.
9. Baldwin J, Michnoff CH, Malmquist NA, White J, Roth MG, Rathod PK, Phillips MA. 2005. High throughput screening for potent and selective inhibitors of Plasmodium falciparum dihydroorotate dehydrogenase. J Biol Chem 280(23):21847-53.
10. Ball EG, Anfinsen CB, Cooper O. 1947. The inhibitory action of napthoquinones on respiratory processes. J Biol Chem 168:257-70.
11. Bhandarkar M, Khan A. 2003. Protective effect of Lawsonia alba Lam. against CCI4 induced hepatic damage in albino rats. Indian J Exp Biol 41(1):85-7.
12. Bhavani SM, Ballow CH. 2000. New agents for gram-positive bacteria. Current opinion in Microbiol 3:528-34.
13. Bhuvaneswari K, Gnana Poongathai S, kuruvilla A, Appala Raju A. 2002. Inhibitory concentrations of Lawsonai innermis dry powder for urinary pathogens. Indian J Pharmacol 34:260-3.
14. Binutu OA, Adesogan KE, Okogun JI. 1996. Antibacterial and antifungal compounds from Kigelia pinnata. Planta Med 62:352-3.
15. Bogdanov PM, Albesa I, Sperandeo NR, De Bertorello MM. 1993. Actividad antibacteriana in vitro de isoxazolil-naftoquinonas. Revista Argentina Microbiol 25:119-28.
16. Brueckner R. 2001. A new primaquine analogue, afenoquine (WR238605), for prophylaxis against Plasmodium Falciparum. Malaria 33:1968-74.
17. Chopra I, Hawkey PM, Hinton M. 1992. Tetracyclines, molecular and clinical aspects. J Antimicrob Chemother 29:245-77.
18. Chopra RN (ed). 1958. In: Chopra's Indigenous Drugs of India 2nd edn. Calcutta India: Dhur UN & Sons.
19. Croft SL, Evans AT, Neal RA. 1985. The activity of plumbagin and other electron carriers against Leishmania donovani and Leishmania mexicana amazonensis. Ann Trop Med Parasitol 79;651-3.
20. Cunha SA, Lima ELS, Pinto AC, Esteves-Souza A, Echevarria A, Camara CA, Vargas MD, Torrese JC. 2006. Synthesis of novel naphthoquinone-spermidine conjugates and their effects on DNA-topoisomerases I and II-α. J Braz Chem Soc 17(3):439-42.
21. De Almeida ER, da Silva Filho AA, dos Santos ER, Lopes CA. 1990. Antiinflammatory action of lapachol. Ethnopharmacol 29;239-41.
22. De Arias AR, Inchausti A, Ascurrat M, Fleitas N, Rodriguez E, Fournet A. 1994. In vitro activity and mutagenicity of bisbenzylisoquinolines and quinones against Trypanosoma cruzì trypomastigotes. Phytother Res 8:141-4.
23. De Moura KCG, Emery FS, Neves-Pinto C, Pinto MCFR, Dantas AP, Sulomão K, De Castro SL, Pinto AV. 2001. Trypanocidal activity of isolated naphthoquinones from Tabebuia and some heterocyclic derivatives: a review from an interdisciplinary study. J Braz Chem Soc 12(3):325-38.
24. Didry N, Pinkas M, Dubreil L. 1968. Activitié antibacterienne de naphthoquinones d'origine végetale. Ann Pharmaceut Franç 44:73-8.
25. Dinnen RD, Ebisuzaki K. 1997. The search for novel anticancer agents: a differentiation -based assay and analysis of a folklore product. Anticancer Res 17:1027-33.
26. Docampo R, Cruz FS, Boveris A, Muniz RPA, Esquivel DMS. 1978. Lipid peroxidation and the generation of free radicals, superoxide anion, and hydrogen peroxide in β-lapachone-treated Trypanosoma cruzi epimastigotes. Arch Biochem & Biophys 186:292-7.
27. Emori TG, Gaynes RP. 1993. An overview of nosocomial infections including the role of microbiology laboratory. Clin Microbiol Rev 6:428-42.
28. Endrini S, Rahmat A, Patimah I, Yap Yun Hin T. 2002. Carcinogenic properties and antioxidant activity of henna (Lawsonia inermis). J Med Sci 2(4):194-7.
29. Fesen MR, Kohn KW, Leteurtre F, Pommier Y. 1993. Inhibitors of human immuno-deficiency virus integrase. Proc Nat Acad Sci 90(6):2399-2403.
30. Fessenden RJ, Fessenden JS (eds). 1998. Organic Chemistry 6th edn. Pacific Grove California: Brooks Cole Publishing Co.
31. Fournet A, Angelo Barrios A, Muñoz V, Roblot F, Hocquemiller R, Cavé A. 1992. Biological and chemical studies of Pera benensis, a Bolivian plant used in folk medicine as a treatment of cutaneous leishmaniasis. J Ethnopharmacol 37: 159-64.
32. Fournet A, Ferreira ME, De Arias AR, De Ortz ST, Fuetes S, Nakayama H, Schinini A, Hocquemiller R. 1996. In vivo efficacy of oral and intra-lesional administration of 2-substituted quinolines in experimental treatment of new world cutaneous Leishmaniasis caused by Leishmania amazonensis. Antimicrob Agents Chemother 40(11):2447-51.
33. Fry M, Pudney M. 1992. Site of action of the antimalarial hydroxynaphthoquinone, 2-[trans-4- (4'- chlorophenyl)cyclohexyl]-3-hydroxy-1,4- naphthoquinone (566C80). Biochem Pharmacol 43(7):1545-53.
34. Gafner S, Wolfender JL, Nianga M, Stoeckli-Evans H, Hostettmann K. 1996. Antifungal and antibacterial naphthoquinones from Newbouldia laevis roots. Phytochem 42(5):1315-20.
35. Girard M, Ethier J-C, Kindack D, Dawson BAA, Wang DVC. 1987. Mass spectral characterization of naphthoquinones related lapachol. J Nat Prod 50(6):1149-51.
36. Greshon H, Shanks L. 1975. Fungitoxicity of 1,4-naphthoquinones to Candida albicans and trichophyton menthagrophytes. Canad J Microbiol 21: 57-9.
37. Gujar GT. 1990. Plumbagin, a naturally occurring naphthoquinone. Its pharmacological and pesticidal activity. Fitoterapia 59;387-93.
38. Habbal OA, Al-Jabri AA, El-Hag AH, AL-Mahrooqi ZH, AL-Hashmi NA. 2005. In vitro antimicrobial activity of Lawsonia inermis Linn (henna). A pilot study on the Omani henna. Saudi Med J 26(1):447-50.
39. Hazra B, Ghosh R, Banerjee A, Kirby GC, Warhurst DC, Phillipson JD. 1995. In vitro antiplasmoidial effects of diospyrin, a plant-derived naphthoquinonoid, and a novel series of derivatives. Phytother Res 9:72-4.
40. Heinrich M, Barnes J, Gibbons S, Williamson EM (eds) 2004. In: Fundamentals of Pharmacognosy and Phytotherapy: Important Natural Products and Phytomedicines in Pharmacy and Medicine. London: Elsevier Health Sci.
41. Hudson AT, Dickins M, Ginger CD, Gutteridge WE, Holdich T, Hutchinson DB, Pudney M, Randall AW, Latter VS. 1991. 566C80: a potent spectrum anti-infective agent with activity against malaria and oppurtinistic infections in AIDS patients. Drugs Exp Clin Res 17(9):427-35.
42. Hudson AT, Randall AW, Ginger CID, Hill B, Latter VS, McHardy N, Williams RB. 1985. Novel anti-malarial hydroxynaphthoquinones with potent broad spectrum anti-protozoan activity. Parasitol 90:45-5.
43. Itani ZS. 1973. Henna: the cosmetic antimycotic drug. Hautrzt 24(2):83-5.
44. Kamei H, Koide T, Kojima T, Hashimoto Y, Hasegawa M. 1998. Inhibition of cell growth in culture by quinines. Cancer Biother Radiopharm 13:185-8.
45. Kamei H, Koide T, Kojima T, Hashimoto Y, Hasegawa M. 1998. Inhibition of cell growth in culture by quinines. Cancer Biother Radiopharm 13:185-8.
46. Kandil HH, Al-Ghanem MM, Sarwat MA, Al-Thallab FS. 1996. Henna ( Lawsonia innermis Linn) inducing hemolysis among G6PD deficient newborns. A clinical observation. Ann Trop Paediatr 6:284-91.
47. Kapadia GJ, Balasubramanian V, Tokuda H, Konoshima T, Takasaki M, Koyama J, Tagahaya K, Nishino H. 1997. Anti-tumor promoting effects of naphthoquinone derivatives on short term Epstein-Barr early antigen activation assay and in mouse skin carcinogenesis. Cancer Lett 113(1-2):47-53.
48. Kayser O, Kiderlen AF, Brun R. 2001. In vitro activity of aurones against Plasmodium falciparum strains K1 and NF54. Planta Med 67:718-21.
49. Kayser O, Kiderlen AF, Laatsch H, Croft SL. 2000. In vitro leishmanicidal activity of monomeric and dimeric naphthoquinones. Acta Tropica 77(3):307-14.
50. Kayser O, Masihi KN, Kiderlen AF. 2003. Natural products and synthetic compounds as immunomodulators. Exp Rev Anti-infective Ther 1(2):319-35.
51. Kempt AJ, Lyons SD, Chrisopherson RI. 1986. Effects of Acivicin and dichloroallyl lawsone upon pyrimidine biosynthesis in mouse L1210 leukemia cells. J Biol Chem 261(32):14891-5.
52. Kouznetsov W, Mendez LYV, Gomez CM. 2005. Recent progress in the synthesis of quinolines. Curr Org Chem 9(2):141-61.
53. Koyama J. 2006. Anti-infective quinone derivatives of recent patents. Drug Discovery 1:113-25.
54. Krishnarju AV, Rao TVN, Saundaraju D, Vanisree M, Tsay HS, Subbaraju. 2006. Biological screening of medicinal plants collected from Eastern Ghats of India using Arternia salina (brine shrimp test). Int J Appl Sci Eng 4(2):115-25.
55. Lall N, Das Sarma M, Hazra B, Meyer JJM. 2003. Antimycobacterial activity of diospyrin derivatives and structural analogue of diospyrin against Mycobacterium tuberculosis in vitro. J Antimicrobial Chemother 51:435-8.
56. Madden RM, Pui CH, Hughes WT, Flynn PM, Leung W. 2007. Prophylaxis of Pneumocystis carinii pneumonia with atovaquone in children with leukemia. Cancer in print.
57. Malekzadeh F. 1968. Antimicrobial activity of Lawsonia inermis L. App Microbiol 16:4;663-4.
58. McKelvey EM, Lomedico M, Lu K, Chadwick M, Loo TL. 1979. Dichloroallyl lawsone. Clin Pharmacol Ther 5:1;586-90.
59. Meinhardt J. 1965. On Therapy of Malaria in the 17th Century. Sudhoffs Arch Gesch Med Naturwiss 49:4;431-5.
60. Min BS, Miyashiro H, Hattori M. 2002. Inhibitory effects of quinones on RNase H activity asscociated with HIV-1 reverse transcriptase. Phytother Res 16:S1;57-62.
61. Mofredj A Guerin JM, Leibinger F, Masmoudi R. 2002. Visceral Leishmaniasis with pericarditis in an HIV-infected Patient. Scand. J Infect Dis 34:2;151-3.
62. Mouhajir F, Hudson JB, Rejdali GHN, Towers GHN. 2001. Multiple Antiviral Activities of Endemic Medicinal Plants Used by Berber Peoples of Morocco. Pharmaceut Biol 39:5; 364-74.
63. Muhammad HS and Muhammad S. 2005. The use of Lawsonia inermis Linn. (henna) in the management of burn wound infections. Africa J Biotech 4:9;934-7.
64. Nagata K, Hirai KI, Koyama J, Wada Y and Tamura T. 1998. Antimicrobial activity of novel furanonaphthoquinone analogs. Antimicrob Agents & Chemother 42;700-2.
65. Nawaf AM, Joshi A, Nour-Eldin O. 2003. Acute allergic contact dermatitis due to para-phynylenediamine after temporary henna painting. J Dermatol 30:11;797-800.
66. Oliveira CGT, Miranda FF, Ferreira VF, Freitas CC, Rabello RF, Carballido JM and Correa LCD. 2001. Synthesis and antimicrobial evaluation of 3-hydrazino-naphthoquinone as analogs of lapachol. J Brazillian Chem Soc 12;339-45.
67. Osman AM, Rotteveel S, den Besten PJ, van Noort PC. 2004. In vivo exposure of Dreissena polymorpha mussles to the quinones mendione and lawsone: menadione is more toxic to mussles than lawsone. J Appl Toxicol 24:2; 135-41.
68. Papageorgiou VP, Assimopoulou AN, Couladouros EA, Hepworth D, Nicolaou KC. 1999. The chemistry and biology of alkannin, shikonin, and related naphthazarin natural products. Angewandte Chemie Int 38;270-300.
69. Pink JJ, Planchon SM, Tagliarino C, Varnes ME, Siegel D, Boothman DA. 2000. NAD(P)H:Quinone oxidoreductase activity is the principal determinant of beta-lapachone cytotoxicity. J Biol Chem 275;5416-24.
70. Pinto AV, Pinto MCFR, Gilbert B, Peligrino J, Mello RT. 1977. Trypanocidal Activity Due to the Synergistic effect of β-Lapachone with Taxol in a Great Variety of Crude Natural Extracts. Trans Roy Soc Trop Med Hyg 71;133-5.
71. Prasirst J, Leewatthanakorn T, Piamsawad U, Dejrudee A, Panichayupakaranant P, Teanpaisan R, Nittayananta W. 2004. Antifungal activity of potassium Lawsone methyl ether mouthwash in comparison with Chlorhexidine mouthwash on oral Candida isolated from HIV/AIDS subjects. Abstract from 5th World Workshop on Oral Health and Disease in AIDS, Phuket Thailand July 6-9.
72. Riffel A, Medina LF, Stefani V, Santos RC, Bizani D, Brandelli A. 2002. In vitro antimicrobial activity of a new series of 1,4-naphthoquinones. Braz J Med Biol Res 35;811-18.
73. Sarciron ME, Nebois P, Pautie F, Pétavy AF, Fillion H, Walchshofer N. 2002. Quinonic derivatives active against Toxoplasma gondii. Parasitol Res 88:11;969-71.
74. Schmidt B. 1988. Phenol oxidase (E.1.14.18.1), a marker enzyme for defence cells. Progress in histochemistry and cytochemistry vol 17. New York: Gustav Fischer.
75. Schnur L, Bachrach U, Bar-Ad G, Haran M, Tashma Z, Talmi M, Katzhendler J. 1983. The effect of diaminoalkyl-anthraquinone derivatives on the growth of the promastigotes of Leishmania tropica minor, L. t. major, L. donovani and L. aethiopica. Biochem Pharmacol 2:11;1729-32.
76. Shanks GD, Oloo AJ, Aleman GM, Ohrt C, Klotz FW, Braitman D, Horton J, Sharma VK. 1995. Tuberculostatic Activity of Henna (Lawsonia inermis Linn). Tubercle 71;293-5.
77. Sieber SM, Mead JA, Adamson RH. 1976. Pharmacology of antitumor agents from higher plants. Cancer Treat Rep 60;1127-39.
78. Singh A, Singh DK. 2001. Molluscicidal activity of Lawsonia inermis and its binary and tertiary combinations with other plant derived molluscicides. Indian J Exp Biol 39:3;263-8.
79. Singh VK, Pandey DK. 1989. Fungitoxic studies on bark extract of Lawsonia inermis against ringworm fungi. Hindustani Antibiot Bull 31:1;32-5.
80. SÖker M, DeveciogluC, Haspolat K, Dikicl B, Dugru Ö. 2000. Henna induced acute hemolysis is a G6PD-deficient patient: A case report. Int Paediatrics 15:2;114-16.
81. Srivastava IK, Vaidya AB. 1999. A mechanism for the synergistic antimalarial action of atovaquone and proguanil. Antmicrob Agents Chemother 43:6;1334-9.
82. Stern JL, Hagerman AE, Steinberg PD, Mason PK. 1996. Phlorotannin-protein interactions. J Chem Ecol 22;1887-99.
83. Stockwell C. 1988. Nature's Pharmacy. London: Century Huchinson Ltd.
84. Sundar S. 2003. Indian kala-azar--better tools needed for diagnosis and treatment. J PostGrad Med 49:1;29-30.
85. Tazi J, Bakkour N, Soret J, ZekriL, Hazra B, Laine W, Baldeyrou B, Lansiaux A, Bailly C. 2005. Selective Inhibition of Topoisomerase I and Various Steps of Spliceosome Assembly by Diospyrin Derivatives. Mol Pharmacol 67;1186-94.
86. Thastrup O, Knudsen JB, Lemmich JL and Winther K. 1985. Inhibition of human platelet aggregation by dihydropyrano- and dihydrofurano-coumarins, a new class of cAMP phosphodiesterase inhibitors. Biochem Pharmacol 34;2137-40.
87. Thompson WAR (ed). 1978. In: Medicines from the Earth. Maidenhead UK: McGraw-Hill Book Company.
88. Thomson RH. 1991. Distribution of naturally occurring quinones. Pharm World & Sci 13:2; 70-3.
89. Tripathi RD, Srivastava HS, Dixit SN. 1978. A fungitoxic principle from the leaves of Lawsonia inermis Linn. Experientia 15:34; 51-2.
90. Veereshkumar SS. 2005. Staining properties of Extract Lawsonia alba. J Anatomical Soc India 54;1 abstract.
91. Vijaya KS, Ananthan S, Nalini R. 1995. Antibacterial effect of theaflavin, polyphenon 60 (Camellia sinensis) and Euphorbia hirta on Shigella spp - a cell cultures study. J Ethnopharmacol 49;115-18.
92. Villanueva JL, Alarcón A, Bernabeu-Wittel, Cordero E, Prados D, Regordán C, Avlar. 2000. Prospective Evaluation and Follow-up of European Patients with Visceral Leishmaniasis and HIV-1 Coinfection in the Era of Highly Active Antiretroviral Therapy. Eur J Clin Microbiol Inf Dis 19:10;798-801.
93. Wendel WB. 1946. The influence of naphthoquinones upon the respiratory and carbohydrate metabolism of malaria parasites. Fed Proc 5; 406-7.
94. Wolfson F. 1941. Avian Hosts for Malaria Research. Quarterly rev Biol 16:4;462-73.
95. Wright CW, Phillipson JD. 1990. Natural products and development of selective antiprotozoal drugs. Phytother Res 4;127-39.