코스넷:::::화장품원료:::::

 ▣ 천연물에서 분리된 개별유효성분 레코드 등록정보

성 분 명 

Papaverine

다른이름들 

6,7-Dimethoxy-1-(3,4-dimethoxybenzyl)isoquinoline Papaveroline tetramethyl ether

함유 천연물 

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

분 자 식 

C₂₀H₂₁NO₄

화학족 분류 

알칼로이드(alkaloid);

분 자 량 

339.395

녹 는 점 

147-148°C EtOH/Et2O

생리학적효과 

Antianginal, anticholinergic agent. Smooth muscle relaxant, vasodilator, antiasthmatic agent. Oral antispasmodic agent which has been used for treating gastrointestinal spasm. Shows anti-HIV activity. Toxicity: Gastrointestinal and other adverse effects reported when used therapeutically, can cause drowsiness and dizziness by ingestion. LD50 (rat, orl) 325mg/kg. LD50 in mice, rats (mg/kg): 27.5, 20 i.v.; 150, 370 s.c. (Levis).

HNMR_CHART 

(CDCl3,90 MHz) δ:8.38(H3), 7.40(H4), 7.03(H5), 7.35(H8), 4.55(H1a), 6.74(H2'), 6.78(H5'), 6.81(H6'), 3.99(6-OMe), 3.91(7-OMe), 3.78(3'-OMe), 3.82(4'-OMe)

CNMR_CHART 

(CDCl3,20 MHz) δ: 157.5(C1), 140.7(C3), 118.4(C4), 113.1(C4a), 105.0(C5), 152.1(C6), 149.5(C7), 103.9(C8), 122.6(C8a), 41.6(C1a), 132.0(C1'), 111.7(C2'), 148.8(C3'), 147.3(C4'), 111.0(C5'), 120.2(C6'), 55.5(6-OMe), 55.5(7-OMe), 55.5(3'-OMe), 55.5(4'-OMe)

참고문헌 

· ZL. Li et al., Sepu., 8, 6, 388, 1990; CA, 114, 129214, Z · P. Wijkens et al., Phytochemistry, 28, 2833, 1989(pmr,cmr) · R. Saferstein, CA, 80, 44458m, 1974(ms) · Aldrich Library of 13C and 1H FT NMR Spectra, 3, 457C (nmr) · Aldrich Library of FT-IR Spectra, 1st edn., 2, 878B (ir) · A. Hofmann, Helv. Chim. Acta, 37, 849, 1954 · DA. Guthrie et al., Can. J. Chem., 33, 729, 1955 · FD. Popp et al., J. Am. Chem. Soc., 79, 3773, 1957 · E. Brochmann-Hanssen et al., J. Chem. Soc. Perkin 1, 1531, 1975 · RHF. Manske, The Alkaloids, Ed., Academic Press, N.Y., 209, 1975 · M. Neuman, Drugs of Today (Barcelona), 12, 278, 1976 · GH. Whipple, Angiology, 28, 737, 1977 · T. Tomimatsu et al., CA, 87, 23573z, 1977(pmr) · AJ. Marsaioli et al., Phytochemistry, 17, 1655, 1978(cmr) · G. Wilen et al., J. Pharm. Pharmacol., 34, 264, 1982 · M. Negwer, Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, Berlin, 5642, 1987 · MS. Hifnawy et al., Anal. Profiles Drug Subst., 17, 367, 1988 · R. Hirsenkorn, Tetrahedron Lett., 32, 1775, 1991