코스넷:::::화장품원료:::::

 ▣ 천연물에서 분리된 개별유효성분 레코드 등록정보

성 분 명 

Febrifugine; (+)-form

다른이름들 

Dichroine B beta-Dichroine gamma-Dichroine 3-[3-(3-Hydroxy-2-piperidinyl)-2-oxopropyl]-4(3H)-quinazolinone

함유 천연물 

Dichroa febrifuga Lour.[상산나무](상산(常山))

분 자 식 

C₁₆H₁₉N₃O₃

화학족 분류 

알칼로이드(alkaloid);

분 자 량 

301.348

녹 는 점 

139-140°C EtOH

생리학적효과 

High degree of antimalarial activity (ca. 100 times as active as Quinine) but use limited by toxicity. Also shows antipyretic and emetic activities; an effective coccidiostat. Various synthetic analogues show similar activities and much lower toxicity. Antineoplastic agent. Possesses schizonticide props.. Toxicity: LD50(mus, orl) 2.74 mg/kg. LD50(mus, ivn) 10mg/kg.

굴 절 율 

[α]25 D = +6° (C 0.5,CHCl3)

UV_CHART 

(λmax, nm) (EtOH):225, 266, 275, 302

HNMR_CHART 

(D2O,100 MHz) δ:(as acetate dihydrochloride): 1.5-2.4(4H, m, CH2CH2), 2.20(1H, s, CH3CO), 3.0-3.6(2H, m, NCH2), 3.43(2H, d, 7, CH2CO), 3.98(1H, q, 7, NCH), 4.75(1H, s, OH or NH), 5.0(1H, m, OCH), 5.26(2H, s, NCH2CO), 7.65-8.24(4H, m, aromatic protons), 8.91(1H, s, N= CHN)

참고문헌 

· JB. Koepfli et al., J. Am. Chem. Soc., 69, 1837, 1947(uv) · DF. Barringer et al., J. Org. Chem., 38, 1933, 1937, 1973(pmr) · FA. Kuehl et al., J. Am. Chem. Soc., 70, 2091, 1948 · F. Ablondi et al., J. Org. Chem., 17, 14, 1952 · BR. Baker et al., J. Org. Chem., 20, 136, 1955 · S. Johne, Alkaloids (N.Y.), 29, 129, 1986 · LE. Burgess et al., Tetrahedron Lett., 37, 3255, 1996