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Inhibitory Effects of the Extract of Rhus verniciflua Stokes on the Reverse Transcriptase of AIDS  

Kim, Myong-Jo (College of Agricultural and Life Science, Kangwon National University)
Choi, Won-Cheol (Kwanghyeowon Mediacal Foundation Cancer Center)
Barshinikov, A. M. (Russian N. N., Blocklhin Cancer Center)
Kobayashi, A. (Osaka National University)
Publication Information
Korean Journal of Medicinal Crop Science / v.10, no.4, 2002 , pp. 284-287 More about this Journal
Abstract
Four olefinic catechols, commonly referred to as urushiol were isolated from the sap of Korean Rhus verniciflua Stokes and had the stronger inhibitory effects on the reverse transcriptase of AIDS. The hexane extract with a inhibitory effects on reverse transcriptase was purified by silica and ODS gel column chromatography. The active compounds were identified by MS and $^1H-NMR$ as 3-[8' (Z), 11' (Z), 14' -pentadecatrienyl]catechol, 3-[8' (Z), 11' (Z)-pentadecadienyl]catechol, 3-[8' (Z)-penta- decenyl]catechol, and 3-pentadecylcatechol. All of these compounds showed strong inhibitory effects on reverse transcriptase of AIDS, in which 3-pentadecylcatechol exhibited the highest activity $(IC_{50}\;:\;10.87\;{\mu}g/ml)$.
Keywords
Rhus vernicifera; lacquer tree; urushiol; reverse transcriptase; AIDS;
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1 Xiong Q, Kadota S, Tadata T, Namba T (1996) Antioxidative effects of phenylethanoids from Cistanche deserticola. Biol. Pharm. Bull. 19 : 1580-1585   DOI   ScienceOn
2 Tyman J H P (1979) Non-isoprenoid pong chain phenols. Chem. Soc. Rev. 8 : 499-537   DOI
3 Adawadkar PD, Elsohly MA (1983) An urushiol derivative from poison sumac. Phytochemistry. 22 : 1280-1281   DOI   ScienceOn
4 Yamauchi Y, Oshima R, Kumanotani J (1982) Configuration of the olefinic bonds in the heteroolefinic side-chains of japanese lacquer urushiol. J. Chromatog. 243 : 71-84
5 EISohly M, Adawadkar APD, Ma CY, Turner CE (1982) Separation and characterization of poison ivy and poison oak urushiol components. J. Nat. Prod. 45 : 532-538   DOI
6 Packer L, Glazer AN (1993) In Oxygen Radicals in Biological Systems : Oxygen Radicals and Antioxidants. Academic Press, Inc., San Diego, U. S. A
7 James C, Murphy E, Watson S, Ernest C (1983) Toxicological evaluation of poison oak urushiol and its esterified derivative. Toxicology. 26 : 135-142   DOI   ScienceOn
8 Schinazi RF, Sommadossi JP, Saalmann V, Cannon DL, Xie MY, Hart GC, Smith GA, Hahn EF (1990) Activities of 3'-azido-3'-deoxythymidine nucleotide dimers in primary lymphocytes infected with human immunodeficiency virus type 1. Antimicrob Agents Chemother. 34(6) : 1061-1067   DOI   ScienceOn
9 Majima R (1922) Ber den Hauptbestandteil des Japan lacks, VIII. Mitteilung : Stellung der Doppelbindungen in der Seitenkette des Urushiols und Beweisf hrung, da das Urushiol eine Mischung ist. Chem. Ber. 55B : 172-191   DOI
10 Kim WG, Kim JP, Kim CJ, Lee KH, Yoo ID (1996) Benzastatins A, B, C, and D : New free radical scavengers from Streptomyces nitrosporeus 30643. I. Taxonomy, fermentation. isolation, Physico-chemical properties and biological activities. J. Antibiotics 49 : 20-25   DOI   ScienceOn
11 Lee CB (1982) Illustrated guide to Korean flora. Hyangmunsa
12 Liska V, Khimani AH, Hofmann-Lehmann R, Fink AN, Vlasak J, Ruprecht RM (1999) Viremia and AIDS in rhesus macaques after intramuscular inoculation of plasmid DNA encoding fulllength SIVmac239. AIDS Res Hum Retroviruses. 15(5) : 445-450   DOI   ScienceOn
13 Lin KT, Huang SH, Kao CL, Huang KM, Yu JC, Hung TP, Chou MY, Liu WT, Fang CT, Kuo YT (1987) An autopsy-proved case of AIDS in Taiwan. Asian Pac J Allergy Immunol. 5(1) : 25-31
14 Kenneth H, Charles M, Dawson R (1964) On the isolation of the allergenically active components of the toxic principle of poisonivy. J. Org. Chem. 30 : 1610-1613
15 Zhai H, Willard P, Maibach HI (1999) Putative skin-protective formulations in preventing and/or inhibiting expehmentally-produced irritant and allergic contact dermatitis. Contact Dermatitis. 41(4) : 190-192   DOI   ScienceOn
16 Larder BA (1995) Viral resistance and the selection of antiretroviral combinations. J Acquir Immune Defic Syndr Hum Retrovirol.: 10 Suppl 1 : S28-33   DOI
17 Mok YS (1974) Characteristics and research on lacquer. Science and Technology. 7 : 37-41
18 Kim MJ, Kim CJ, Kwak SS (1997) Antifungal activity of urushiol components in the sap of lacquer tree(Rhus verniciflua). KJPR Korean J. Plant. Res. 10(3) : 231-234
19 Hong DH, Han SB, Lee CW, Park SH, Jeon YJ, Kim MJ,. Kwak SS, Kim HM (1999) Cytotoxicity of urushiols isolated from sap of korean lacquer tree(Rhus verniciflua). Arch Pharm Res. 22 : 638-641   DOI   ScienceOn
20 Soriano V, Gomes P, Heneine W, Holguin A, Doruana M, Antunes R, Mansinho K, Switzer WM, Araujo C, Shanmugam V, Lourenco H, Gonzalez-Lahoz J, Antunes F (2000) Human immunodeficiency virus type 2 (HIV-2) in Portugal : clinical spectrum, circulating subtypes, virus isolation, and plasma viral load.J Med Virol. 61(1) : 111-116   DOI   ScienceOn
21 Hill GA, Mattacotti V, Graham WD (1934) The toxic principle of the poison ivy. Am. Chem. Soc. 56 : 2736-2738   DOI
22 Kim MJ, Choi YH, Kim WG, Kwak SS (1997) Antioxidative activity of urushiol derivatives from the sap of lacquer tree (Rhus verniciflua). KJPR Korean J. Plant. Res. 10(3) : 227-230
23 Jung DK, Song HK, Kim H (1990) the characteristics of allegic materials from Korean lacquer tree sap : Preperative analysis of lacquer tree sap. Res. Rept. RDA 33 : 675-682
24 Markiewitz KH, Dawson CR (1965) On the isolation of the allergenically active components of the toxic principle of poison ivy. J. Org. Chem. 30 : 1610-1613   DOI   PUBMED
25 Du Y, Oshima R, Kumanotani J (1984) Reversed-phase liquid chromatographic separation and identification of constituents of urushiol in the sap of the lac tree, Rhus vernicifera. J. Chrornatog. 284 : 463-473
26 Tantillo C, Ding J, Jacobo-Molina A, Nanni RG, Boyer PL, Hughes SH, Pauwels R, Andries K, Janssen PA, Amold E (1994) Locations of anti-AIDS drug binding sites and resistance mutations in the three-dimensional structure of HIV-l reverse transcriptase. Implications for mechanisms of drug inhibition and resistance. J Mol Biol. 243(3) : 369-387   DOI   ScienceOn
27 Ohkawa H, Ohishi N, Ygi K (1979) Assay for lipid peroxides in animal tissues by thiobarbituric acid reaction. Anal. Biochem. 95 : 351-358   DOI   ScienceOn