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  • (Curcuma longa L.=C.domestica Valeton)

    turmeric(

    (1989) [ ]

    13

    No.10 p7 13 2002

    Constituents of Representative Curcuma And Estimation of Curcuma species in Health Foods

    TAKESHI MATSUO, AKIE TOYOTA, HISAYUKI KANAMORI, KAZUO NAKUMURA,

    SHIGEKI KATSUKI , SETSUKO SEKITA and MOTOYOSHI SATAKE

    (Received Oct. 30, 2002)

    Constituents analysis for making matter the principal constituents and contents in typical Curcuma by high performance liquid chromatography(HPLC) and gas chromatography-mass spectrometry(GC-MS) were conducted on Six species of Rhizomes of Curcuma (Zingiberaceae) cultivated plants in Japan, such as C.longa L.(Indoneshia), C.longa L.(Tanegashima), C.aromatica Salisb., C. xanthorrhiz Roxb., C. zedoaria Roscoe and C. petiolata Roxb..

    As the result, each species of cultivated Curcuma contains some characteristic constituents. Three curcuminoids (monodemethoxycurcumin( ),didemethoxycurcumin( ) , curcumin( )) and seven

    sesquiterpenoids (three turmerones:ar-(+)-turmerone( ), -turmerone( ), -turmerone( ) and four curcumenes: -curcumene( ),zingiberene( ), -bisabolene( ) and -sesquiphellandrene( )) as the major components of C. longa L. proved to be characterized by contents and constituents. It was also proven that their major components were the indicators for estimating six species of Curcuma.

    It was made possible to estimate species of Curcuma by conducting quantitative analysis of these major components by HPLC and capillary gas chromatography(GC), and conducting constituents analysis of essential oil in six species of cultivated Curcuma by GC-MS.

    Quantitative analysis of the major components of C. longa L. and constituents analysis of essential oil in the commodities of health foods and the commodities on the market as manufacturing medicinal materials for estimating six species of Curcuma by HPLC, GC and GC-MS were conducted on their commodities.

    There were more than eight out of the sixteen health foods that whose indication contradicts the species of Curcuma estimated.

    It was conjectured that health foods are widely used with confusion. And there was some vagueness in indications of raw materials of commodity.

    It was considered that C.longa L. and C.aromatica Salisb. are used by oversight as same species. The commodities on the market as manufacturing medicinal materials, were estimated that C.longa

    L.(Indonesia) was using in five commodities expect a commodity was using C.longa L.(Indonesia) and C.longa L.(Tanegashima).

    Key words:Curcuma (Zingiberaceae), C.longa L., C.aromatica Salisb., Curcuminoids, Sesquiterpenoids, High performance liquid chromatography(HPLC), Capillary gas chromatography(GC), Gas chromatography-mass spectrometry(GC-MS), Health foods.

    National Institute of Health Sciences Japan Pharmacists Education Center

  • c u r c u m i n o i d ( m o n o d e m e t h o x y c u r c u m i n (

    didemethoxycurcumin( curcumin( ))

    turmerone ((ar-(+)-turmerone( -

    turmerone( -turmerone( )) curcumen ( -

    curcumene( zingiberene( -bisabolene( -

    sesquiphellandrene( )) [ ] [ ]

    [ ] [ ] [ ] [ ]

    10 11 [12] [13]

    (Curcuma C. aromatica Salisb. (

    C. xanthorrhiz Roxb. (

    Curcuma

    (HPLC)

    (GC)

    (GC-MS)

    Curcuma

    HPLC GC GC-MS

    Curcuma

    (1)

    C. longa L.( )

    C. longa L.( )

    C. aromatica Salisb.

    C. xanthorrhiz Roxb.

    C. zedoaria Roscoe

    C. petiolata Roxb.

    (2)

    16

    (1)

    (2) A

    ADVANTEC

    15A(15 0.45 m

    Merck

    Silica gel 60(230mesh)

    (1) curcuminoid

    , (1)

    , , Chart

    (2) turmerone

    , (1)

    n-

    , , Chart

    (3) curcumene

    , , (1)

    n-

    , , ,

    Chrat

    (1) HPLC HP-1100(Hewlett Packard )

    (2) GC GC-3800(GL Sciences )

    (3) GC-MS JMS-AX505(JEOL )

    (1) HPLC

    YMC- Pack ODS- AM 302(4.6 I.D. 150 )

    CH3CN : 0.1%H3PO4(50:50) 1mL/min

    40 10 L 420nm

    (2) G C

    DB- (30m 0.25 I.D.( :0.25 m) J&W

    200 300

    150 ( min) 150-300 (10 /min)

    He( mL/min) (100: )

    L FID

    (3) GC-MS

    DB- (30m 0.25 I.D.( :0.25 m) J&W

    No.10 2002

  • 200 50 -300 (10 /min)

    He( mL/min)

    (100 1) L 70eV

    (1) 20mg

    20mL 2,5

    10 20

    65mg

    20mL 30

    25mL

    10 L

    HPLC

    curcuminoid

    B C

    65mg n-

    n-

    25mL 10

    200mg n-

    10mL 15

    (3,000rpm)

    L GC

    turmerone curcumene

    1 L GC-MS

    GC-MS

    Curcuma

    C. petiolata

    Roxb.) HPLC GC-MS

    HPLC GC-MS Fig.1

    Fig.3 Curcuma

    curcuminoid

    turmerone

    curcumene

    Curcuma

    HPLC GC

    HPLC GC Fig.1 Fig.2 HPLC

    GC Table

    HPLC GC

    curcuminoid 50mg/g

    turmerone 60mg/g curcumene 7.3mg/g

    curcuminoid

    ,

    Turmerone ,

    curcumene

    ,

    HPLC GC

    curcuminoid

    13mg/g turmerone 23mg/g

    /3 1/ curcumene

    59.7mg/g ,

    Curcuminoid

    ,

    HPLC curcuminoid

    No.10 2002

    Chart 1

    Chart 2

  • No.10 2002

    Fig. 1 HPLC Chromatograms of the Methanol Extract of Various Cultivated Plants

    : didemethoxycurcumin : monodemethoxycurcumin : curcumin

    HPLC condition column : YMC-Pack ODS-AM302(4.6I.D. 150 mm, 5 m,120A), column temp.: 40 , mobile phase : CH3CN : 0.1%H3PO4 (50:50), flow rate : 1mL/min, detector : 420nm, injection volume : 10 L

    Fig. 3 GC-MS Chromatograms of the Hexane Extracts of Various Cultivated Plants

    :ar-(+)-turmerone : -turmerone : -turmerone : -curcumene :zingiberene : -bisabolene : -sesquiphellandrene

    GC-MS Condition column : DB-1 fused silica capillary(30m 0.25 I.D., film thickness 0.25 m , J&W SCIENTIFIC), carrier gas : He(1mL/min), injection temp.: 200 , injection port : split injection(100:1), column temp.: 50-300 (10 /min), ionization Volt : 70eV, injection volume :1 L

    Fig. 2 GC Chromatograms of the Hexane Extracts of Various Cultivated Plants

    :ar-(+)-turmerone : -turmerone : -turmerone : -curcumene :zingiberene : -bisabolene : -sesquiphellandrene

    GC-MS Condition column : DB-1 fused silica capillary(30m 0.25 I.D., film thickness 0.25 m, J&W SCIENTIFIC), carrier gas:He(1mL/min), injection temp.: 200 , injection port : split injection(100:1), column temp.: Programmed 2min at 150 ,150-300 (10 /min), injection Volume :1 L, detector : FID

    Table Contents(mg/g) of Curcuminoids, Turmerones and Curcumenes in Various Cultivated Plants

  • 1.4mg/g 1/40

    T

    GC turmerone

    curcumene GC MS

    curdione curcumerone germacrone -elemene

    [14] [15]

    HPLC

    curcuminoid 7.2mg/g

    3/5

    GC Turmerone

    curcumen

    GC MS

    29.7mg/g 27.8mg/g

    HPLC ,

    (Fig.1)

    0.7mL/min , ,

    , , UV

    HPLC

    0.7mL/min

    C. petiolata Roxb. curcuminoid

    , , , turmerone , , curcumene ,

    , ,

    (Fig.3)

    curcuminoid ( , , ) turmerone

    , , curcumen , , ,

    Curcuma

    HPLC GC GC-

    MS Curcuma

    (1)

    HPLC GC

    curcuminoid turmerone curcumen

    GC MS

    Curcuma

    GC HPLC Curcuma

    Table

    No.10 2002

    Table Estimated Curcuma and Contents(mg/g) of Curcuminoids, Turmerones, Curcumenes in Health Foods

  • Curcuma

    No.2 No.3

    No.3

    No.6 HPLC

    No.1

    turmerone curcumene

    GC MS

    GC-MS

    No.7 HPLC

    GC

    turmerone GC MS

    No.7

    GC MS

    No.10 curcuminoid , ,

    curcumene

    No.11 12

    turmerone curcumene

    No.16 GC MS

    Curcuma

    16

    11

    No.18 No.17 curcuminoid

    HPLC

    , UV

    0.6%

    orange yellow

    16

    B

    HPLC GC GC MS

    curcuminoid turmerone curcumene

    Table

    No.1 HPLC

    curcumene

    GC MS

    curzerenone

    T

    17

    I T

    No.10 2002

    Table Estimated C. longa and Contents(mg/g) of Curcuminoids, Turmerones, Curcumenes

  • Curcuma

    C. petiolata

    Roxb.) HPLC GC GC-MS

    Curcuma

    curcuminoid ,

    , sesquiterpenoid turmerone , ,

    curcumene , , ,

    Curcuma

    HPLC GC GC-

    MS

    Curcuma

    HPLC GC GC-MS

    Curcuma

    Curcuma 16

    T

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