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 ▣ 천연물에서 분리된 개별유효성분 레코드 등록정보

성 분 명 

Sinomenine

다른이름들 

Cucoline 7,8-Didehydro-4-hydroxy-3,7-dimethoxy-17-methylmorphinan-6-one

함유 천연물 

Menispermum dauricum DC.[새모래덩굴(Sae-mo-rae-deong-gul)](편복갈근(편복葛根),편복갈(편복葛))
Sinomenium acutum (Thunb.) Rehder & E.H.Wilson[방기(Bang-gi)](방기(防己))
Stephania cepharantha Hayata[](백약자(白藥子))

분 자 식 

C₁₉H₂₃NO₄

화학족 분류 

알칼로이드(alkaloid);

분 자 량 

329.4

녹 는 점 

161, 182(double Mp)°C MeOH

생리학적효과 

Abortifacient in large doses. Starting material for synth. of enantiomeric morphine derivs. Immunosuppressant. Analgesic, antiinflammatory, antirheumatic props.. Toxicity:LD50 (mus, orl) 580 mg/kg. LD50 (mus, ipr) 285 mg/kg.

굴 절 율 

[α]21 D = -61° (C 0.163,EtOH)

UV_CHART 

(λmax, nm) (MeOH):260

HNMR_CHART 

(CD3OD,400 MHz) δ:2.43(3H, s, NMe), 3.49(3H, s, OMe), 3.81(3H, s, OMe)

CNMR_CHART 

(CDCl3,15.09 MHz) δ: 117.9, 109.1, 145.2, 144.8, 49.1, 193.4, 152.3, 115.3, 56.6, 24.4, 130.3, 122.7, 40.5, 45.7, 35.8, 47.1, 42.5, 55.8, 54.6

MASS_CHART 

M+= 329

참고문헌 

· JH. Chu et al., Hua Hsueh Hsueh Pao, 30, 265, 1964 · T. Nozaka et al., Chem. Pharm. Bull., 36, 6, 2259, 1988(uv,pmr,ms) · K. Sawa et al., Tetrahedron Lett., 33, 2855, 1975(cmr) · M. Tomita et al., Yakugaku Zasshi, 90, 1182, 1970 · K. Goto et al., Annalen, 485, 247, 1931 · KW. Bentley et al., J. Chem. Soc., 3252, 1955 · V. Vecchietti et al., Tetrahedron Lett., 1631, 1976 · SV. Bjorevag et al., Acta Cryst. C, 39, 1066, 1983 · H. Hojo et al., J. Immunopharmacol., 7, 33, 1985 · L. Liu et al., Arzneim.-Forsch., 44, 1223, 1994 · N. Kashiwaba et al., Chem. Pharm. Bull., 47, 2452, 1994