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    Analogs of alpha galactosyceramide and uses thereof
    3.
    发明授权
    Analogs of alpha galactosyceramide and uses thereof 有权
    α半乳糖苷酰胺的类似物及其用途

    公开(公告)号：US08039670B2

    公开(公告)日：2011-10-18

    申请号：US12083673

    申请日：2006-10-25

    申请人： Vincenzo Cerundolo ,  Richard Schmidt ,  Gopal Reddy ,  Rengarajan Balamurugan ,  Gerd Ritter ,  Gurdyal Besra ,  Mariolina Salio ,  Jonathan Silk

    发明人： Vincenzo Cerundolo ,  Richard Schmidt ,  Gopal Reddy ,  Rengarajan Balamurugan ,  Gerd Ritter ,  Gurdyal Besra ,  Mariolina Salio ,  Jonathan Silk

    IPC分类号： C07C233/18 ,  C07C233/20 ,  C07C305/20 ,  C07F9/09 ,  A61K31/66 ,  A61K31/661 ,  A61K31/16

    CPC分类号： C07H15/00

    摘要： There are disclosed compound of formula I, in which R1 represents a hydrophobic moiety adapted to occupy the C′ channel of human CDId, R2 represents a hydrophobic moiety adapted to occupy the A′ channel of human CDId, such that R1 fills at least at least 30% of the occupied volume of the C′ channel compared to the volume occupied by the terminal nC14H29 of the sphingosine chain of α-galactosylceramide when bound to human CDId and R2 fills at least 30% of the occupied volume of the A′ channel compared to the volume occupied by the terminal nC25H51 of the acyl chain of α-galactosylceramide when bound to human CDId R3 represents hydrogen or OH, Ra and Rb each represent hydrogen and in addition, when R3 represents hydrogen, Ra and Rb together may form a single bond, X represents or —CHA(CHOH)nY or —P(=0)(0−)0CH2(CH0H)mY, in which Y represents CHB1B2, n represents an integer from 1 to 4, m represents 0 or 1, A årepresents hydrogen, one of B1 and B2 represents H, OH or phenyl, and the other represents hydrogen or one of B1 and B2 represents hydroxyl and the other represents phenyl, in addition, when n represents 4, then A together with one of B1 and B2 together forms a single bond and the other of B1 and B2 represents H, OH or OSO3H and pharmaceutically acceptable salts thereof; the compounds of formula I are indicted for use in the treatment of a virus, microbial infection, parasite, an autoimmune disease, cancer, allergy or asthma.

    摘要翻译： 公开了式I的化合物，其中R 1表示适于占据人CD1d的C'通道的疏水性部分，R 2表示适于占据人CDId的A'通道的疏水部分，使得R1至少填充至少 比较C'通道的占据体积的30％，与结合人CD1d和R2的α-半乳糖神经酰胺的鞘氨醇链末端nC14H29占据的体积相比，填充了A'通道占据体积的至少30％ 与α-galactosylceramide的酰基链末端nC25H51所占的体积结合到人CDID R3表示氢或OH，Ra和Rb各自表示氢，另外，当R 3表示氢时，R a和R b可以一起形成单 键，X表示或-CHA（CHOH）nY或-P（= O）（0-）0CH 2（CHOH）mY，其中Y表示CHB1B2，n表示1至4的整数，m表示0或1，A 表示氢，B1和B2之一表示H，OH或苯基 另一个代表氢或B1和B2之一表示羟基，另一个表示苯基，另外，当n表示4时，则A与B1和B2中的一个一起形成单键，而B1和B2中的另一个 表示H，OH或OSO 3 H及其药学上可接受的盐; 式I的化合物被指示用于治疗病毒，微生物感染，寄生虫，自身免疫疾病，癌症，变态反应或哮喘。