코스넷:::::화장품원료:::::

 ▣ 천연물에서 분리된 개별유효성분 레코드 등록정보

성 분 명 

Sanguinarine

다른이름들 

psi-Chelerythrine Pseudochelerythrine 13-Methyl[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium

함유 천연물 

Chelidonium majus L.[]()
Papaver somniferum L.[양귀비(Yang-gwi-bi)](앵속각(罌粟殼))

분 자 식 

C₂₀H₁₄NO₄

화학족 분류 

알칼로이드(alkaloid);

분 자 량 

332.339

녹 는 점 

(as Cl) 286-288°C Me2CO/conc.HCl

생리학적효과 

Potent cytotoxic agent functioning by DNA intercalation and uncoupling of oxidative phosphorylation. Inhibitor of alanine aminotransferase and of human plasma diamine oxidase. Antimicrobial and antiinflammatory agent showing antiplaque activity. Anaesthetic, antifungal agent. Has been used in toothpastes and oral rinses. Causes temporary change in intraocular pressure. Toxicity: LD50 (rat, ipr) 18 mg/kg. LD50 in male mice (mg/kg): 15.9 i.v.; in female mice (mg/kg): 102.0 s.c. (Lenfeld). LD50 in rats (mg/kg): 29 i.v.; 1658 orally (Becci).

UV_CHART 

(λmax, nm) (EtOH):(as Cl); 236(4.49), 285(4.53), 328(4.25), 352 sh(3.85), 400(3.07), 476(3.12)

HNMR_CHART 

(TFA-d,60 MHz) δ:(as Cl); 8.05(s, H1), 7.52(s, H4), 8.20(d, 9, H5), 8.47(d, 9, H6), 9.62(s, H8), 8.57(d, 9, H11), 7.94(d, 9, H12), 5.05(s, NMe), 6.28(s, OCH2O), 6.52(s, OCH2O)

MASS_CHART 

M+= (as Cl)347, m/z= 333, 332, 317(100)

참고문헌 

· BD. Krane et al., J. Nat. Prod., 47, 1, 1984(uv,ir,pmr) · G. Blasko et al., Heterocycles, 27, 911, 1988(cmr) · V. Preininger et al., Planta Med., 50, 2, 149, 1984 · E. Spath et al., Ber., 64, 370, 1931 · J. Slavik et al., Coll. Czech. Chem. Comm., 33, 1619, 1968 · L. Hruban et al., Coll. Czech. Chem. Comm., 35, 3420, 1970 · M. Sainsbury et al., J. Chem. Soc.(C), 1797, 1970(uv,ir) · M. Onda et al., Chem. Pharm. Bull., 19, 31, 1971 · AR. Battersby et al., J. Chem. Soc. Perkin 1, 1140, 1147, 1975 · H. Ishii et al., Chem. Pharm. Bull., 26, 864, 1978(pmr) · J. Lenfeld et al., Planta Med., 43, 161, 1981; 48, 111, 1983 · N. Takao et al., Helv. Chim. Acta, 66, 473, 1983 · J. Smidrkal., Coll. Czech. Chem. Comm., 49, 1412, 1984 · Y. Nagao et al., Nucleic Acids Symp. Ser., 16, 37, 1985 · M. Hanaoka et al., Chem. Lett., 739, 1986 · Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, London, 1410, 1993 · C. Vavreckova et al., Chem. Listy, 88, 238, 1994