Chemical Constituents of Angelica sinensis

    LU Xin2hua

    2

    , ZHANGJin2juan

    2

    , LIANG Hong

    1 3

    , and ZHAO Yu2ying

    1

    ( 1. Department of Natural Medicines , School of Pharmaceutical Sciences , Peking University , Beijing 100083 , China ;

    2. New Drug Research and Development Center , North China Pharmaceutical Group , Shijiazhuang Hebei 050015 , China)

    Abstract : Aim To investigate the active constituents responsible for the pharmacological activities of Angelica sinensis

    (Oliv) Diels. Methods Chromatography was used to isolate chemical components , and spectroscopy was used to identify

    their structures. Results Seven compounds were isolated and their structures were identified as ferulic acid (1) , conife2

    rylferulate (2) , bis (22ethylhexyl) phthalate (3) , dibutyl phthalate (4) , lignoceric acid (5) , palmitic acid (6) , and Z 26 ,72cis2dihydroxyligustilide (7) . Conclusion Bis (22ethylhexyl) phthalate and dibutyl phthalate were obtained from Angeli2

    ca sinensis for the first time.

    Key words Angelica sinensis ; chemical constituents ; bis (22ethylhexyl) phthalate ; dibutyl phthalate

    CLC number : 284. 1 ; R284. 2 Document code : A Article ID: 100321057 (2004) 12001203

    The roots of Angelica sinensis (Oliv. ) Diels. ( Um2

    bellifeae) , known as Danggui in China , is used quite fre2

    quently in the prescriptions of traditional Chinese medi2

    cine. It has been used for tonifying blood and treating

    anemia , female irregular menstruation and ameno2

    rrhoea

    [1 ]

    . However , the relationship between the chemi2

    cal constituents and pharmacological actions is not very

    clear. We have previously reported the isolation and

    structural elucidation of five ligustilides

    [2 ]

    . We herein re2

    port the isolation and structural elucidation of seven other

    compounds , which were identified as ferulic acid (1) ,coniferylferulate (2) , bis (22ethylhexyl) phthalate (3) ,dibutyl phthalate (4) , lignoceric acid (5) , palmitic acid

    (6) and Z 26 ,72cis2dihydroxyligustilide (7) . Compounds 3

    and 4 were obtained from the plant for the first time.

    Figure 1 Structures of compounds 2 , 3 and 7

    Experimental

    Equipment and reagents

    Melting points were recorded using XT - 4A micro -

    melting instrument , temperature being not corrected.

    1

    H

    NMR and

    13

    C NMR spectra were recorded using INOVA2

    Received date : 2003208215.

    3

    Corresponding author : Tel 010282801592

    E 2mail nmechem@bjmu. edu. cn

    500 NMR instrument . ESI 2MS was recorded using a ZMD

    Micro mass spectrometer , and EI 2MS was recorded using

    AEI 2MS 250 mass spectrometer. High performance liquid

    chromatography ( HPLC) was carried out using Waters

    515 automatic system for preparative HPLC with chroma2

    tographic column : Phenomenex C18 (2112 ×250 mm , 10

    μ, 100 ! , Kromasil ) . Silica gel ( 200 - 300 mesh ,Qingdao Marine Chemical Factory) , Silica gel 60 F254 for

    TLC and Prep TLC (Merck) , Sephadex LH220 (Pharma2

    1 Journal of Chinese Pharmaceutical Sciences 2004 , 13(1)

    ? 1995-2005 Tsinghua Tongfang Optical Disc Co., Ltd. All rights reserved.cia) , respectively , for chromatographic separations.

    Plant material

    The roots of Angelica sinensis (Oliv. ) Diels. ( Um2

    bellifeae) were purchased from Beijing Huairentang Com2

    pany in March 2002. The specimen was identified by Pro2 ......