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    • 6. 发明授权
    • Antitumorigenic lactone derivative
    • 抗发炎内酯衍生物
    • US4215049A
    • 1980-07-29
    • US874945
    • 1978-02-03
    • Takeyoshi TakahashiHirozumi EtoOsamu Yoshioka
    • Takeyoshi TakahashiHirozumi EtoOsamu Yoshioka
    • A61K36/28C07D307/93
    • C07D307/93
    • There are disclosed novel compounds which are extracted with an organic solvent from Eupatorium sachalinense belonging to the genus Eupatorium and isolated by normal separating and refining procedures, the compounds being expressed by the general formula: ##STR1## where R is ##STR2## a pale yellowish oily substance having an optical rotation of [.alpha.].sub.D.sup.24 -121.degree. (C=O.75, ethanol), a molecular weight of 420 estimated from peak value in mass spectrum measurement (theoretical value: 420), a molecular formula of C.sub.22 H.sub.28 O.sub.8, an end absorption at 210 mm (.epsilon.:14800) in ultraviolet absorption spectrum, peaks in infrared absorption spectrum by liquid film method at the frequencies (cm.sup.-1) of 3400, 2920, 2845, 1760, 1740, 1705, 1658, 1440, 1370, 1325, 1220-1280, 1180, 1133, 1107, 1070, 1020, 970, 881, 840, 819, 788, 758, 710, 662, 630, 607 and 582, assignments of respective protons in NMR spectrum (.delta.,CDCl.sub.3) at C.sub.6 --H=5.96 (1H, dd, J=11,2), C.sub.4 --CH.sub.3 =1.80 (3H, d, J=1), C.sub.10 --CH.sub.3 =1.84 (3H, s), C.sub.3' --H=6.90 (1H, t, J=5.5), C.sub.4' --H=4.37 (2H, d, J=5.5), C.sub.5' --H=4.31 (2H, s), exo CH.sub.2 =5.79,6.33 (1H, d, J=2), COCH.sub.3 = 2.12 (3H, s); ##STR3## or [III] hydrogen; and a process for the preparation of these compounds. These compounds are found to have not only inhibitive effects, even in a low concentration, against experimental cancer cells (HeLa) but also considerable life prolonging effects in in vitro experiments on mice inoculated with Ehrlich ascites, suggesting similar effects on malignant tumors in humans.
    • 公开了由有机溶剂提取的新颖化合物,该有机溶剂由属于Eupatorium属的Eupatorium sachalinense提取,并通过正常的分离和精制方法分离,化合物由以下通式表示:其中R为[I] 具有旋光度为ΔD24-121°(C = 0.75,乙醇)的淡黄色油状物质,根据质谱测定中的峰值估计的分子量为420(理论值:420),分子式 的C22H28O8,在紫外吸收光谱中在210mm(ε:14800)下的端部吸收,在3400,2920,2845,1760,1740,1705,1658的频率(cm-1)下通过液膜法在红外吸收光谱中的峰值 ,1440,1370,1325,1220-1280,1180,1133,1107,1070,1020,970,881,840,819,788,758,710,662,630,607和582,NMR光谱中各个质子的分配 (1H,dd,J = 11,2),C 4 -CH 3 = 1.80(3H,d,J = 1),C 10 -CH 3 = 1.84(3H, s),C3'-H = 6.90(1H,t,J = 5.5),C4'-H = 4.37(2H,d,J = 5.5),C5'-H = 4.31(2H,s) 5.79,6.33(1H,d,J = 2),COCH 3 = 2.12(3H,s); [II]或[III]氢; 以及这些化合物的制备方法。 发现这些化合物对于实验性癌细胞(HeLa)具有不仅具有低浓度的抑制作用,而且在接种Ehrlich腹水的小鼠的体外实验中具有相当大的寿命延长效应,表明对人类恶性肿瘤具有相似的作用。