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

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1 No.10 p Constituents of Representative And Estimation of species in Health Foods AKESHI MASUO, AKIE OYOA, HISAYUKI KANAMORI, KAZUO NAKUMURA, SHIGEKI KASUKI, SESUKO SEKIA and MOOYOSHI SAAKE (Received Oct. 30, 2002) Constituents analysis for making matter the principal constituents and contents in typical by high performance liquid chromatography() and gas chromatography-mass spectrometry(-) were conducted on Six species of Rhizomes of (Zingiberaceae) cultivated plants in Japan, such as C.longa L.(Indoneshia), C.longa L.(anegashima), C.aromatica Salisb., C. xanthorrhiz Roxb., C. zedoaria Roscoe and C. petiolata Roxb.. As the result, each species of cultivated contains some characteristic constituents. hree s (monodemethoxycurcumin( ),didemethoxycurcumin( ), curcumin( )) and seven sesquiterpenoids (three s:ar-(+)-( ), -( ), -( ) and four s: -( ),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. It was made possible to estimate species of by conducting quantitative analysis of these major components by and capillary gas chromatography(), and conducting constituents analysis of essential oil in six species of cultivated by -. 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 by, and - were conducted on their commodities. here were more than eight out of the sixteen health foods that whose indication contradicts the species of 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. he 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.(anegashima). Key words: (Zingiberaceae), C.longa L., C.aromatica Salisb., Curcuminoids, Sesquiterpenoids, High performance liquid chromatography(), Capillary gas chromatography(), Gas chromatography-mass spectrometry(-), Health foods. turmeric( ( longa L.=C.domestica Valeton) (1989) [ ] 13 National Institute of Health Sciences Japan Pharmacists Education Center

2 (monodemethoxycurcumin( didemethoxycurcumin( curcumin( )) ((ar-(+)-( - ( -( )) curcumen ( - ( zingiberene( -bisabolene( - sesquiphellandrene( )) [ ] [ ] [ ] [ ] [ ] [ ] A Silica gel 60(230mesh) 15A( m ADVANEC Merck ( C. aromatica Salisb. ( C. xanthorrhiz Roxb. ( [12] [13], () () (-) - n-,, Chart,,, Chrat n-,, Chart,,, HP-1100(Hewlett Packard ) -3800(GL Sciences ) - J-AX505(JEOL ) C. longa L.( ) C. longa L.( ) C. aromatica Salisb. C. xanthorrhiz Roxb. C. zedoaria Roscoe C. petiolata Roxb. 16 G C - YMC- Pack ODS- AM 302(4.6 I.D. 150 ) CH 3 CN : 0.1%H 3 PO 4 (50:50) 1mL/min L 420nm DB- (30m 0.25 I.D.( :0.25 m) J&W ( min) (10 /min) He( ml/min) (100: ) L FID DB- (30m 0.25 I.D.( :0.25 m) J&W

3 Chart (10 /min) He( ml/min) (100 1) L 70eV Chart 2 20mg mL 2,5 65mg 20mL 30 25mL 10 L C. petiolata Roxb.) - - Fig.1 Fig.3 B C 65mg n- n- 25mL mg n- 10mL 15 (3,000rpm) L 1 L - - Fig.1 Fig.2 50mg/g 60mg/g 7.3mg/g, urmerone,, 13mg/g 23mg/g /3 1/ 59.7mg/g, Curcuminoid,

4 Fig. 1 Chromatograms of the Methanol Extract of Various Cultivated Plants : didemethoxycurcumin : monodemethoxycurcumin : curcumin condition column : YMC-Pack ODS-AM302(4.6I.D. 150 mm, 5 m,120a), column temp.: 40, mobile phase : CH 3 CN : 0.1%H 3 PO 4 (50:50), flow rate : 1mL/min, detector : 420nm, injection volume : 10 L Fig. 3 - Chromatograms of the Hexane Extracts of Various Cultivated Plants :ar-(+)- : - : - : - :zingiberene : -bisabolene : -sesquiphellandrene - Condition column : DB-1 fused silica capillary(30m 0.25 I.D., film thickness 0.25 m, J&W SCIENIFIC), carrier gas : He(1mL/min), injection temp.: 200, injection port : split injection(100:1), column temp.: (10 /min), ionization Volt : 70eV, injection volume :1 L Contents(mg/g) of Curcuminoids, urmerones and Curcumenes in Various Cultivated Plants Fig. 2 Chromatograms of the Hexane Extracts of Various Cultivated Plants :ar-(+)- : - : - : - :zingiberene : -bisabolene : -sesquiphellandrene - Condition column : DB-1 fused silica capillary(30m 0.25 I.D., film thickness 0.25 m, J&W SCIENIFIC), carrier gas:he(1ml/min), injection temp.: 200, injection port : split injection(100:1), column temp.: Programmed 2min at 150, (10 /min), injection Volume :1 L, detector : FID

5 1.4mg/g 1/40 curdione curcumerone germacrone -elemene [14] [15] 0.7mL/min C. petiolata Roxb.,,,,,,,, (Fig.3) (,, ),, curcumen,,, 7.2mg/g 3/5 urmerone curcumen 29.7mg/g 27.8mg/g, (Fig.1) 0.7mL/min,,,, UV - curcumen Estimated and Contents(mg/g) of Curcuminoids, urmerones, Curcumenes in Health Foods

6 11 No.2 No.3 No.6 No.1 No.3 No.18 No.17, UV 0.6% - B orange yellow 16 No.7 No.7 Estimated C. longa and Contents(mg/g) of Curcuminoids, urmerones, Curcumenes No.10,, No No.16 No.1 curzerenone 16 I 17

7 C. petiolata Roxb.) -,, sesquiterpenoid,,,,, ,(1989) (1986) (1970) A.C.Viasan, A.N.Menon, J.M.Rao, C.S.Narayanan, A.G.Mathew, J.Food Sci. echnol., 26, 293(1989) (1959) Y.Kiso, Y.Suzuki, Y.Oshima, H.Hikino, Phytochemistry, 22, 596(1983) M.Oshiro, M.Kuroyanagi, A.Ueno, Phytochemistry, 29, 2201(1990) Y.Nakamura, Y.Ohto, A.Murakami,.\Osawa & H. Ohigashi : J.Cancer res., 89, 361(1998).Osawa, Y.Sugiyama, M.Inayoshi & S.Kawakishi : Biosci. Biotech. Biochem., 59, 1609(1995) (1999) (1999 ) (2000) 13 A.Asai, K.Nakazawa &.Miyazawa : Biosci. Biotech. Biochem., 63, 2118(1999) 14 M.Kuroyanagi, A.ueno, K.Ujiie & S.Sato : Chem. Pharm. Bull., 35, 53 (1987) 15 H.Kojima,.Yanai & A.oyota : Planta Med., 64, 380 (1998) 16 A, 373(1981) (1992)

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