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▣ 천연물에서 분리된 개별유효성분 레코드 등록정보 |
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성 분 명 |
(+)-Chelidonine |
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다른이름들 |
(+)-Stylophorine |
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함유 천연물 |
Chelidonium majus L.[]() |
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분 자 식 |
C20H19NO5 |
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화학족 분류 |
알칼로이드(alkaloid); |
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분 자 량 |
353.378 |
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녹 는 점 |
135-136°C EtOH |
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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). |
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굴 절 율 |
[α]23 D = +115° (C 0.5,EtOH) |
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UV_CHART |
(λmax, nm) (EtOH):206(4.85), 238(3.96), 289(3.90) |
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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) |
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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 |
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MASS_CHART |
M+= 353, m/z= 352, 336, 335(base) |
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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 |
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