Advances in Traditional Medicine

Kyung Hee Oriental Medicine Research Center (경희대학교 융합한의과학연구소)
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Inhibitory effects of Korean plant resources on human immunodeficiency virus type 1 protease activity

  • Park, Jong-Cheol (Department of Oriental Medicine Resources and Research Institute of Korean Oriental Medicine, Sunchon National University)
  • Published : 2003.02.28
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Abstract

Some Korean plants were found to inhibit HIV-1 protease activity. The extracts of Acanthopanax koreanum (stem bark), Berchemia berchemiaefolia (stem), Berchemia berchemiaefolia (bark), Distylium racemosum (leaves), Distylium racemosum (stem), Lindera erythrocarpa (leaves), Physalis alkekengi var. francheti (root), Platycarya strobilacea (stem), Rodiola rosea (root), Rosa davurica (stem), Syringa dilatata (leaves), Viburnum awabuki (stem) and Viburnum awabuki (leaves) showed significant inhibitory effect against HIV-1 protease. Camelliatannin H from Camellia japonica and uvaol from Cratagus pinatrifida were potent active inhibitors of HIV-1 protease with $IC_{50}$ values of $0.9\;{\mu}M$ and $5.5\;{\mu}M$, respectively. The cure and prevention of AIDS have been a global challenge since it was discovered in the ealy 1980s. However, the development of anti-HIV agent that can effectively treat or prevent this disease are still demanded.

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References

  1. Barre-Sinoussi F, Chermann JC, Rey F, Nugeyre MT, Chamaret S, Gruest J, Dauguet C, Axler-Blin C, Vezinet-Brun F, Rouzioux C, Rozenbaum W, Montagnier L. (1983) Isolation of a T-Lymphotropic retrovirus from a patient at risk for acquired immune deficiency syndrome (AIDS). Science. 220, 868-871. https://doi.org/10.1126/science.6189183
  2. Chen K, Shi Q, Fujioka T, Nakano T, Hu CQ, Jin JQ, Kilkuskie RE, Lee KH. (1995) Anti-AIDS agents 4. Neotripterifordin, a novel anti-HIV principle from Tripterygium wilfordii: isolation and structural elucidation. Bioorg. Med. Chem. 3, 1345-1348. https://doi.org/10.1016/0968-0896(95)00114-V
  3. Coffin J, Haase A, Levy JA, Montagnier L, Oroszlan S, Teich N, Temin H, Toyoshima K, Varmus H, Vogt P, Weiss R. (1986) Human immunodeficiency viruses. Science. 232, 697.
  4. EI-Meselhy S, Nakamura N, Hattori M, Kawahata T, Otake T. (2000) Anti-HIV-1 phorbol esters from the seeds of Croton tiglium. Phytochemistry. 53, 457-464. https://doi.org/10.1016/S0031-9422(99)00556-7
  5. Farmerie WG, Loeb DD, Casavant NC, Hutchison III CA, Edgell MH, Swanstrom R.m. (1987) Expression and processing of the AIDS virus reverse trascriptase in Escherichia coli. Science. 236, 305-308. https://doi.org/10.1126/science.2436298
  6. Fischl MA, Richman KK, Grieco MH, Gottlieb MS, Volberding PA, Laskin OL, Leedom JM, Groopman JE, Mildvan D, Schooley RT, Jackson GG, Durack KT, Phil K, King D, the AZT Collaborative Working Grop. (1987) The efficacy of azidothymidine (AZT) in the treatment of patients with AIDS and AIDS-related complex. N. Engl. J. Med. 317,185-191. https://doi.org/10.1056/NEJM198707233170401
  7. Fufioka T, Kashiwada Y, Kilkuskie RE, Cosentino LM, Ballas LM, Jiang JB, William, Janzen P, Chen IS, Lee KH. (1994) Anti-AIDS agents, 11. $^1betulinic$ acid and plantanic acid as anti-HIV principles from Syzigium claviflorum, and the Anti-HIV activity of structurally related triterpenoids. J. Nat. Prod. 57, 243-247. https://doi.org/10.1021/np50104a008
  8. Gallo RC, Salahuddin SZ, Popovic M, Shearer GM, Kaplan M, Haynes BF, Palker TJ, Redfield R, Oleske J, Safai B, White G, Foster P, Markham PD. (1984) Frequent detection and isolation of cytopathic retroviruses (HTLV-III) from patients with AIDS and at risk for AIDS. Science. 224, 500-503. https://doi.org/10.1126/science.6200936
  9. Gallo RC, Montagnier L. (1988) AIDS in 1988. Scientific American. 259, 25-32.
  10. Gusfafson KR,Cardellina II JH, McMahon JB, Gulakowski RJ, Ishitoya J, Szallasi Z, Lewin NE, Blumberg PM, Weislow OS, Beutler JA, Buckheit Jr RW, Cragg GM, Cox PA, Bader JP, Boyd MR. (1992) A non-promoting phorbol from the Samoan medicinal plants, Homalanthus nutans, inhibits cell killing by HIV-1. J. Med. Chem. 35,1978-1986. https://doi.org/10.1021/jm00089a006
  11. Hur JM, Park JG, Park JC, Hyun KH, Lee KY, Miyashiro H, Hattori M. (2002) Inhibitory effects of ninety nine Korean plants on human immunodeficiency virus type 1 protease activity, Nutraceuticals and Food. 7, 123-127. https://doi.org/10.3746/jfn.2002.7.2.123
  12. Hussein G, Miyashiro H, Nakamura N, Hattori M, Kawahata T, Otake T, Kakiuchi N, Shimotohno K. (1999) Inhibitory effects of Sudanese plant extracts on HIV-1 replication and HIV-1 protease. Phytother. Res. 13, 31-36. https://doi.org/10.1002/(SICI)1099-1573(199902)13:1<31::AID-PTR381>3.0.CO;2-C
  13. Jacks T, Power MD, Masiarz FR, Luciw PA, Barr PJ, Varmus HE. (1988) Characterization of ribosomal frameshifting in HIV-1 gag-pol expression. Nature. 331,280-283. https://doi.org/10.1038/331280a0
  14. Kakiuchi N, Hattori M, Namba T, Nishizawa M, Yamagishi T, Okuda T. (1985) Inhibitory effect of tannins on reverse transcriptase from RNA tumor virus. J. Nat. Prod. 48, 614-621. https://doi.org/10.1021/np50040a016
  15. Kashiwada Y, Hashimoto F, Cosentino LM, Chen CH, Garrett PE, Lee KH. (1996) Betulinic acid and dihydrobetulinic acid derivatives as potent anti-HIV agents. J. Med. Chem. 39, 1016-1017. https://doi.org/10.1021/jm950922q
  16. Kohl NE, Emini EA, Schleif WA, Davis LJ, Heimbach JC, Dixon RAF, Scolnick EM, Sigal IS. (1988) Active human immunodeficiency virus protease is repuired for viral infectivity. Proc. Natl. Acad. Sci. USA 85, 4686-4690. https://doi.org/10.1073/pnas.85.13.4686
  17. Kusumoto IT, Kakiuchi N, Hattori M, Namba T, Sutardjo S, Shimotohno K. (1992) Screening of some indonesian medicinal plants for inhibitory effects on HIV-1 protease. Shoyakugaku Zasshi. 46, 190-193.
  18. Kusumoto I T, Nakabayashi T, Kida H, Miyashiro H, Hattori M, Namba T, Shimotohno K. (1995) Screening various plant extracts used in ayurvedic medicine for inhibitory effects on human immunodeficiency virus type 1 (HIV-1) protease. Phytother. Res. 9, 180-184. https://doi.org/10.1002/ptr.2650090305
  19. Larder BA, Darby G, Richman DD. (1989) HIV with reduced sensitivity to zidovudine (AZT)isolated during prolonged therapy. Science. 243, 1731-1734. https://doi.org/10.1126/science.2467383
  20. Leis J, Baltimore D, Bishop JM, Coffin J, Fleissner E, Goff SP, Oroszlan S, Robinson H, Skalka AM, Temin HM, Vogt V. (1988) Standardized and simplified nomenclature for proteins common to all retroviruses. J. Virol. 62, 1808-1809.
  21. Lim YA, Kida H, Miyaji M, Kusumoto IT, Miyashiro H, Hattori M, Shimotohno K, Gupta MP, Correa M. (1997) Inhibitory effects of some panamanian plants on human immunodeficiency viral reverse transcriptase and protease. J. Trad. Med. 14, 54-58.
  22. Ma C, Nakamura N, Miyashiro H, Hattori M, Shimotohno K. (1998) Inhibitory effects of ursolic acid derivatives from Cynomorium songaricum, and related triterpenes on human immunodeficiency viral protease. Phytother. Res. 12, s138-142. https://doi.org/10.1002/(SICI)1099-1573(1998)12:1+3.0.CO;2-5
  23. Ma C, Nakamura N, Hattori M, Kakuda H, Qiao JC, Yu HL. (2000) Inhibitory effects on HIV-1 protease of constituents from the wood of Xanthoceras sorbifolia. J. Nat. Prod. 63, 238-242. https://doi.org/10.1021/np9902441
  24. Ma C, Nakamura N, Hattori M. (2001) Inhibitory effectson HIV-1 protease of tri-p-coumaroylspermidine from Artemisia caruifolia and related amides. Chem. Pharm.. Bull. 49, 915-917. https://doi.org/10.1248/cpb.49.915
  25. Mahmood N, Pizza C, Aquino R, De Tommasi N, Piacente S, Colman S, Burke A, Hay AJ. (1993) Inhibition of HIV infection by flavanoids. Antiviral Research. 22, 189-199.
  26. Mayaux JF, Bousseau A, Pauwels R, Huet T, Henin Y, Dereu N, Evers M, Soler F, Poujade C, Clerco ED, Le Pecq JB. (1994) Triterpene derivatives that block entry of human immunodeficiency virus type 1 into cells. Proc. Natl. Acad. Sci. USA 91, 3564-3568. https://doi.org/10.1073/pnas.91.9.3564
  27. Meek TD, Lambert DM, Dreyer GB, Carr TJ, Tomasszek TA, Jr, Moore ML, Strickler JE, Debouck C, Hyland LJ, Matthews TJ, Metcalf BW, Petteway SR.(1990) Inhibition of HIV-1 protease in infected T-Iymphocytes by synthetic peptide analogues. Nature. 343, 90-92. https://doi.org/10.1038/343090a0
  28. Min BS, Bae KH, Kim YH, Shimotohno K, Miyashiro H, Hattori M. (1998) Inhibitory activities of Korean plants on HIV-1 protease. Natural Product Sciences. 4, 241-244.
  29. Min BS, Bae KH, Kim YH, Miyashiro H, Hattori M, Shimotohno K. (1999) Screening of Korean plants against human immunodeficiency virus type 1 protease. Phytother. Res. 13, 680-682. https://doi.org/10.1002/(SICI)1099-1573(199912)13:8<680::AID-PTR501>3.0.CO;2-H
  30. Min BS, Hattori M, Lee HK, Kim YH. (1999a) Inhibitory constituents against HIV-1 protease from Agastache rugosa. Arch. Pharm. Res. 22,75-77. https://doi.org/10.1007/BF02976440
  31. Min BS, Jung HJ, Lee JS, Kim YH, Bok SH, Ma CM, Nakamura N, Hattori M, Bae KH. (1999b) Inhibitory effect of triterpenes from Crataegus pinatifida on HIV-1 protease. Planta Med. 65, 374-375. https://doi.org/10.1055/s-2006-960792
  32. Min BS, Kim YH, Tomiyama M, Nakamura N, Miyashiro H, Otakend T, Hattori M. (2001) Inhibitory effects of Korean plants on HIV-1 activities. Phytother. Res.15, 481-486. https://doi.org/10.1002/ptr.751
  33. Mitsuya H, Yarchoan R, Broder S. (1990) Molecular targets for AIDS therapy. Science. 249, 1533-1544. https://doi.org/10.1126/science.1699273
  34. Okuda T, Yoshida T, Hatano T. (1989) Ellagitannins as active constituents of medicinal plants. Planta Med. 55, 117-122. https://doi.org/10.1055/s-2006-961902
  35. Ono K, Nakane H, Fukushima M, Chermann JC, Fracoise BS. (1990) Differential ingibitory effects of various flavonoids on the activities of reverse transcriptase and cellular DNA and RNA polmerases. Eur. J. Biochem. 190, 469-476. https://doi.org/10.1111/j.1432-1033.1990.tb15597.x
  36. Park JC. Miyashiro H, Hattori M, Yoshida T. (1996) Screening of Korean plants extracts for inhibitory effects on HIV-1 protease, The proceeding of 37th annual meeting of the American Society of Pharmacognosy, p.60, Santa Cruz, USA.
  37. Park JC. Park JG, Park KY, Chung SK, Lee KY, Yu YB, Miyashiro H, Hattori M. (1997) Screening of medicinal plants in Jeju-island for inhibitory effect on HIV-1 protease, The proceeding of Pharmaceutical Society of Korea, p. 499, Seoul, Korea
  38. Park JC. Jang KJ, Kim SK, Min BS, Miyashiro H, Hattori M. (1998) Inhibitory effects of some Korean plant and Rosa davurica against HIV-1 protease, The proceedings of Korean Society of Food Science and Nutrition, p.165, Mokpo, Korea.
  39. Park JG, Park JC, Hur JM, Park SJ, Choi DR, Shin DY, Park KY, Cho HW, Kim MS. (2000a) Phenolic compounds from Orostachys japonicus having anti-HIV-1 protease activity. Natural Product Sciences. 6, 117-121.
  40. Park JC, Kim SN, Chang KJ, Choi JW. (2000b) Anti-HIV-1 protease activity and in vivo anti-lipid peroxidative effect on Rosa davurica. Kor. J. Pharmacogn. 31, 264-267.
  41. Park JC, Hur JM, Park JG, Kim HJ, Kang KH, Choi MR, Song SH. (2000c) Inhibitory effects of various edible plants and flavonoids from the leaves of Cedrela sinenses on human immunodeficiency virus type 1 protease. J. Food Sci. Nutr. 5, 170-173.
  42. Park JC. Hatano T, Yoshida T, Miyashiro H, Min BS, Hattori M. (2002) Inhibitory effects of Korean medicinal plants and camelliatannin H from Camellia japonica on humn immunodeficiency virus type 1 protease. Phytother. Res. in press.
  43. Peng C, Ho BK, Chang TW, Chang NT. (1989) Role of human immunodeficiency virus type 1-specific protease in core protein maturation and viral infectivity. J. Virol. 63, 2550-2556.
  44. Piacente S, Aquino R, De Tommasi N, Pizza C, Lock De Ugaz O, Chevez Orellana H, Mahmood N. (1994) Constituents of Werneria ciliolata and their in vitro anti-HIV activity. Phytochem. 36, 991-996. https://doi.org/10.1016/S0031-9422(00)90477-1
  45. Richman DD, Fischl MA, Crieco MH, Gottlieb MS, Volberding PA, Laskin OL, Leedom JM, Groopman JE, Mildvan D, Hirsch MS, Jackson GG, Durack DT, Phil D, Nusinoff-Lehman S, The AZT Collaborative Working Group. (1987) The toxicity of azidothymidine (AZT) in the treatment of patients with AIDS and AIDS-related complex. N. Engl. J. Med. 317, 192-197. https://doi.org/10.1056/NEJM198707233170402
  46. Sakurai N, Kobayashi M, Shigihara A, Inoue TB. (1992) A novel dimeric vanillic acid glucoside from Berchemia racemosa. Chem.. Pharm. Bull. 40, 851-853. https://doi.org/10.1248/cpb.40.851
  47. Schmitt FA, Bigley JW, Mckinnis R, Logue PE, Evas RW, Drucker JL, The AZT Collaborative Working Group. (1988) Neuropsychological outcome of zidovudine (AZT) treatment of patients with AIDS and AIDS-related complex. N. Engl. J. Med. 319, 1573-1578. https://doi.org/10.1056/NEJM198812153192404
  48. Sun HD, Qiu SX, Lin LZ, Wang ZY, Lin ZW, Pengsuparp T, Pezzuto JM, Fong HHS, Cordell GA, Farnsworth NR. (1996) Nigranoic acid, a triterpenoid from Schisandra sphaerandra that inhibits HIV-1 reverse transcriptase. J. Nat. Prod. 59, 525-527. https://doi.org/10.1021/np960149h
  49. Vlietinck AJ, Bruyne TD, Apers S, Pieters LA. (1998) Plant-derived leadingcompounds for chemotherapy of human immunodeficiency virus (HIV) infection. Planta Med. 64, 97-109. https://doi.org/10.1055/s-2006-957384
  50. Xu HX, Zeng FQ, Wan M, Sim KY. (1996) Anti-HIV triterpene acids from Geum japonicum. J. Nat. Prod. 59, 643-645. https://doi.org/10.1021/np960165e
  51. Yu YB, Miyashiro H, Park JC, Hattori M. (1997) Screening of Korea plants for inhibitory effects on essential enzymes of HIV-1. The proceeding of international sympogium on natural medicine, p.277, Kyoto, Japan.
  52. Yu YB, Park JC, Lee JH, Kim GE, Jo SK, Byun MW, Miyashiro H, Hattori M. (1998) Screening of some plant extracts for inhibitory effects on HIV-1 and its essential enzymes. Kor. J. Pharmacogn. 29,338-346.
  53. Zhao H, Neamati N, Hong H, Mazumder A, Wang S, Sunder S, Milne GWA, Pommier Y, Burke TR, Jr. (1997) Coumarin-based inhibitors of HIV integrase. J. Med. Chem. 40, 242-249. https://doi.org/10.1021/jm960450v