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 ▣ 천연물에서 분리된 개별유효성분 레코드 등록정보

성 분 명 

Protopine

다른이름들 

Fumarine Biflorine Corydalis C Corydinine Macleyine 4,6,7,14-Tetrahydro-5-methylbis[1,3]benzodioxolo-[4,5-c:5',6'-g]azecin-13(5H)-one

함유 천연물 

Caltha palustris L. var. palustris[동의나물(Dong-ui-na-mul)](마제초(馬蹄草))
Chelidonium majus L.[]()
Corydalis decumbens (Thunb.) Pers.[좀현호색(Jom-hyeon-ho-saek)](하천무(夏天無))
Corydalis ternata Nakai[들현호색(Deul-hyeon-ho-saek)](현호색(玄胡索))
Corydalis turtschaninovii Fa yanjusuo[]()
Corydalis yanhusuo W. T. Wang[](연호색(延胡索))
Nandina domestica Thunb.[남천(Nam-cheon)](남천죽자(南天竹子),남천죽엽(南天竹葉),남천죽근(南天竹根))
Papaver somniferum L.[양귀비(Yang-gwi-bi)](앵속각(罌粟殼))

분 자 식 

C20H19NO5

화학족 분류 

알칼로이드(alkaloid);

분 자 량 

353.378

녹 는 점 

207-208°C MeOH

생리학적효과 

Weak spasmolytic, smooth muscle stimulant and weak antineoplastic activity. Exp. coronary vessel dilator. Bactericidal activity. Sedative. Antihypertensive agent. Toxicity: LD50 (gpg, orl) 237 mg/kg. LDLo(rat, ipr) 100mg/kg.

UV_CHART 

(λmax, nm) (EtOH):238 sh(3.68), 288(3.60)

HNMR_CHART 

(CDCl3,100 MHz) δ:6.87(s, H1), 6.60(s, H4), 2.90(m, H5), 2.53(m, H6), 3.54(s, H8), 6.63(s, H11,12), 3.75(s, H13), 1.88(3H, s, NMe), 5.86(s, methylene dioxy), 5.89(s, methylene dioxy)

CNMR_CHART 

(5% C6D6 in CDCl3) δ: 82.15, 119.45, 121.09, 83.46, 109.36, 4.83, 30.93, 24.00, 91.1, 119.11, 118.98, 79.71, 98.19, 102.09, 19.64, 167.69, 105.82, 14.48, 73.86, 74.20

MASS_CHART 

M+= 353, m/z= 338, 336, 325, 322, 310, 309, 295, 281, 267, 251, 205, 190, 163, 148(base), 134

참고문헌 

· H. Guinaudeau et al., J. Nat. Prod., 45, 237, 1982 · A. Kato et al., Shoyakugaku Zasshi, 46, 2, 1436, 1992 · XJ. Li et al., Yao Hsueh T'ung Pao, 16, 6, 7, 1981 · K. Namba et al., Planta Med., 54, 1, 27, 1988 · Aldrich Library of 13C and 1H FT NMR Spectra, 3, 616C (nmr) · Aldrich Library of Infrared Spectra, 3rd edn., 1513F (ir) · RD. Haworth et al., J. Chem. Soc., 1769, 1926 · L. Dolejs et al., Coll. Czech. Chem. Comm., 29, 2479, 1964(ms) · JCN. Ma et al., Can. J. Chem., 43, 1849, 1965(pmr) · L. Hruban et al., Coll. Czech. Chem. Comm., 32, 3414, 1967(uv) · FAL. Anet et al., Tetrahedron Lett., 4881, 1967(pmr) · V. Preininger et al., Pharmazie, 25, 356, 1970 · AR. Battersby et al., J. Chem. Soc. Perkin 1, 1147, 1975 · N. Takao et al., Chem. Pharm. Bull., 24, 2859, 1976 · F. Santavy, Alkaloids (N.Y.), 19, 461, 1981 · K. Iwasa et al., Phytochemistry, 22, 627, 1983 · L. Castedo et al., Heterocycles, 24, 5, 1986 · E. Taborska et al., Coll. Czech. Chem. Comm., 52, 508, 1987 · BK. Kulkarni et al., J. Het. Chem., 27, 623, 1990 · E. Taborska et al., Heterocycles, 41, 799, 1995

 

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