HIV-1 Inhibitory Compounds from Calophyllum brasiliense Leaves

Access this Article

Search this Article

Author(s)

Abstract

The hexane, acetone and methanol extracts of <i>Calophyllum brasiliense</i> leaves were fractionated following a three bioassay guide: high HIV-1 RT inhibition, low cytotoxicity on MT2 cells and high inhibition of HIV-1 IIIb/LAV replication. This led to the isolation of three anti HIV-1 dipyranocoumarins: calanolides A and B and soulattrolide. In contrast, other isolated compounds such as apetalic acid, isoapetalic acid, a structural isomer of isoapetalic acid, friedelin, canophyllol and amentoflavone were devoid of HIV-1 RT inhibitory activity. Calanolide C was also obtained as a natural product and showed moderate inhibitory properties.

Journal

  • Biological and Pharmaceutical Bulletin

    Biological and Pharmaceutical Bulletin 27(9), 1471-1475, 2004-09-01

    The Pharmaceutical Society of Japan

References:  32

  • <no title>

    STEVENS P. F.

    J. Arnold Arbor. 61, 117-171, 1980

    Cited by (1)

  • <no title>

    PENNINGTON T. D.

    Manual para la Identificacion de Campo de los Principales Arboles Tropicales de Mexico, 1998

    Cited by (1)

  • <no title>

    AHMAD V. U.

    Pentacyclic Triterpenoids. Handbook of Natural Products Data 2, 1994

    Cited by (1)

  • <no title>

    HORHAMMER L.

    Naturwissenschaften 52, 161, 1965

    Cited by (1)

  • <no title>

    TAN G. T.

    J. Nat. Prod. 54, 143-154, 1991

    Cited by (2)

  • <no title>

    PLATTNER R. D.

    Phytochemistry 13, 2597-2602, 1974

    Cited by (2)

  • <no title>

    SHAO X.

    Antivir. Chem. Chemother. 8, 149-159, 1997

    Cited by (2)

  • <no title>

    CURRENS M. J.

    J. Pharmacol. Exp. Ther. 279, 652-661, 1996

    Cited by (2)

  • <no title>

    KASHMAN Y.

    J. Med. Chem. 35, 2735-2743, 1992

    Cited by (7)

  • <no title>

    PATIL A. D.

    J. Med. Chem. 36, 4131-4138, 1993

    DOI Cited by (3)

  • <no title>

    GUNASEKERA S. P.

    J. Chem. Soc., Perkin Trans. I 1977, 1505-1511, 1977

    Cited by (1)

  • <no title>

    PENGSUPARP T.

    J. Nat. Prod. 59, 839-842, 1996

    DOI Cited by (2)

  • <no title>

    DA SILVA K. L.

    Therapie 56, 431-443, 2001

    Cited by (3)

  • <no title>

    SAMARAWEERA U.

    J. Chem. Soc. Perkin Trans. I 1983, 703-706, 1983

    Cited by (2)

  • <no title>

    MCKEE T. C.

    J. Nat. Prod. 58, 916-920, 1995

    Cited by (1)

  • <no title>

    ITO C.

    J. Nat. Prod. 66, 368-371, 2003

    Cited by (1)

  • <no title>

    GUSSIO R.

    J. Med. Chem. 39, 1645-1660, 1996

    Cited by (1)

  • <no title>

    BUCKHEIT W. R.

    Virology 210, 186-193, 1995

    Cited by (1)

  • <no title>

    YANG S. S.

    J. Nat. Prod. 64, 265-277, 2001

    DOI Cited by (5)

  • <no title>

    RICHMAN D. D.

    Proc. Natl. Acad. Sci. U.S.A. 88, 11241-11245, 1991

    Cited by (4)

  • <no title>

    MCKEE T. C.

    J. Nat. Prod. 59, 754-758, 1996

    DOI Cited by (2)

  • <no title>

    ISHIKAWA T.

    Tetrahedron 53, 14915-14928, 1997

    Cited by (1)

  • Anti HIV-1 Active Calophyllum Coumarins:Distribution,Chemistry,and Activity

    ISHIKAWA T.

    Heterocycles 53(2), 453-474, 2000-02

    Cited by (2)

  • <no title>

    FLAVIN M. T.

    J. Med. Chem. 39, 1303-1313, 1996

    Cited by (2)

  • <no title>

    NISHIZAWA M.

    J. Nat. Prod. 52, 762-768, 1989

    DOI Cited by (3)

  • <no title>

    NAKANE H.

    J. Nat. Prod. 53, 1234-1240, 1990

    Cited by (1)

  • <no title>

    KASHIWADA Y.

    J. Pharm. Sci. 82, 487-492, 1993

    Cited by (3)

  • <no title>

    COLLINS R. A.

    Life Sci. 60, 345-351, 1997

    Cited by (4)

  • <no title>

    AU T. K.

    Life Sci. 68, 1687-1694, 2001

    Cited by (1)

  • <no title>

    MCKEE T. C.

    J. Nat. Prod. 61, 1252-1256, 1998

    DOI Cited by (3)

  • <no title>

    REYES-CHILPA R.

    Life Sci. 75, 1635-1647, 2004

    DOI Cited by (1)

  • HIV-1 Inhibition by Extracts of Clusiaceae Species from Mexico

    HUERTA-REYES Maira , BASUALDO Maria del Carmen , LOZADA Lucio , JIMENEZ-ESTRADA Manuel , SOLER Carmen , REYES-CHILPA Ricardo , ,

    Biological and Pharmaceutical Bulletin 27(6), 916-920, 2004-06-01

    J-STAGE Ichushi Web References (32) Cited by (1)

Codes

  • NII Article ID (NAID)
    110003609000
  • NII NACSIS-CAT ID (NCID)
    AA10885497
  • Text Lang
    ENG
  • Article Type
    NOT
  • ISSN
    09186158
  • NDL Article ID
    7056723
  • NDL Source Classification
    ZS51(科学技術--薬学)
  • NDL Call No.
    Z53-V41
  • Data Source
    CJP  NDL  NII-ELS  J-STAGE 
Page Top