코스넷:::::화장품원료:::::

 ▣ 천연물에서 분리된 개별유효성분 레코드 등록정보

성 분 명 

(+)-Chelidonine

다른이름들 

(+)-Stylophorine

함유 천연물 

Chelidonium majus L.[]()

분 자 식 

C₂₀H₁₉NO₅

화학족 분류 

알칼로이드(alkaloid);

분 자 량 

353.378

녹 는 점 

135-136°C EtOH

생리학적효과 

Shows mod. in vivo cytotoxic activity vs. P388 leukaemia and Walker carcinosarcoma cells. Strong spasmolytic agent, smooth muscle antispasmodic and relaxant, hypotensive, cholagoguic and choleretic agent. Has been used against cholecystitis and hepatitis and as bile duct antiseptic. Has also been used, together with .alpha.-allocryptopine in treating exanthemas in infants. C. majus is a major European folk remedy against papillomas and warts. Toxicity: Toxic, a CNS depressant. LD50 in mice (mg/kg): 34.6 +/-2.44 i.v. (Anderson, Chen).

굴 절 율 

[α]23 D = +115° (C 0.5,EtOH)

UV_CHART 

(λmax, nm) (EtOH):206(4.85), 238(3.96), 289(3.90)

HNMR_CHART 

(CDCl3,360 MHz) δ:6.66(1H, s, H1), 6.64(1H, s, H4), 3.21, 3.08(2H, ea. d, 17.5, H5), 4.23(1H, br s, H6), 3.43, 4.08(2H, ea. d, 15.7, H8), 6.76, 6.73(2H, ea. d, 7.9, H11,12), 2.27(3H, s, NMe), 5.95(1H, d, 1.3, OCH2O), 5.99(1H, d, 1.5, OCH2O), 5.927(1H, d, 1.5, OCH2O), 5.934(1H, d, 1.5, OCH2O)

CNMR_CHART 

(CDCl3,22.6 MHz) δ: 39.7, 42.1, 42.4, 53.9, 62.9, 72.4, 101.1, 107.4, 109.6, 111.9, 120.4, 117.1, 125.8, 128.9, 131.4, 143.1, 145.3, 145.6, 148.2

MASS_CHART 

M+= 353, m/z= 352, 336, 335(base)

참고문헌 

· RHF. Manske, Can. J. Res., Sect. B, 20, 53, 1942 · N. Takao et al., Chem. Pharm. Bull., 26, 1880, 1978 · BD. Krane et al., J. Nat. Prod., 47, 1, 1984 · S. De Rosa et al., Phytochemistry, 31, 3, 1085, 1992 · J. Slavik, Coll. Czech. Chem. Comm., 22, 279, 1957; 24, 3141, 3601, 1959; 25, 1344, 1960; 26, 2933, 1961; 30, 3697, 1965 · F. Santavy et al., Coll. Czech. Chem. Comm., 25, 1344, 1960 · L. Slavikova, Coll. Czech. Chem. Comm., 33, 635, 1968 · V. Novak et al., Coll. Czech. Chem. Comm., 39, 3352, 1974 · AR. Battersby et al., J. Chem. Soc. Perkin Trans. 1, 1147, 1975 · A. Ghanbarpour et al., J. Nat. Prod., 41, 472, 1978 · M. Szaufer et al., Phytochemistry, 17, 1446, 1978 · N. Takao et al., Tetrahedron Lett., 495, 1979 · M. Cushman et al., J. Org. Chem., 45, 5067, 1980 · SU. Karimova et al.,Khim. Prir. Soedin., 16, 224, 1980; Chem. Nat. Compd. (Engl. Transl.), 16, 177, 1980 · W. Oppolzer et al., Helv. Chim. Acta, 66, 1119, 1983 · M. Hanaoka et al., Chem. Lett., 739, 1986 · O. Blanco et al., Phytochemistry, 30, 2071, 1991