THE DESIGN, SYNTHESIS AND EVALUATION OF A,C,D-RING ANALOGS OF THE FUNGAL METABOLITE K-76 AS COMPLEMENT INHIBITORS - A POTENTIAL PROBE FOR THE ABSOLUTE STEREOCHEMISTRY AT POSITION-2

被引:12
|
作者
KAUFMAN, TS
SRIVASTAVA, RPS
SINDELAR, RD
SCESNEY, SM
MARSH, HC
机构
[1] UNIV MISSISSIPPI,SCH PHARM,PHARMACEUT SCI RES INST,UNIVERSITY,MS 38677
[2] T CELL SCI INC,CAMBRIDGE,MA 02139
关键词
D O I
10.1016/0960-894X(95)00061-W
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
In an attempt to synthesize stereochemically pure new A, C, D-ring analogs of the natural product complement inhibitor K-76, compounds (20-24) were prepared and the representative one (23) was evaluated for its ability to inhibit complement-mediated erythrocyte lysis in both the classical and alternative pathways. Compounds synthesized as part of this study suggest that the terpenoid diol component of K-76 may not he essential for complement inhibition.
引用
收藏
页码:501 / 506
页数:6
相关论文
共 7 条
  • [1] DESIGN, SYNTHESIS, AND EVALUATION OF A/C/D-RING ANALOGS OF THE FUNGAL METABOLITE K-76 AS POTENTIAL COMPLEMENT INHIBITORS
    KAUFMAN, TS
    SRIVASTAVA, RP
    SINDELAR, RD
    SCESNEY, SM
    MARSH, HC
    JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (09) : 1437 - 1445
  • [2] DESIGN, SYNTHESIS AND EVALUATION OF C/D-RING ANALOGS OF THE FUNGAL METABOLITE K-76 AS POTENTIAL COMPLEMENT INHIBITORS
    SRIVASTAVA, RP
    ZHU, XY
    WALKER, LA
    SINDELAR, RD
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (15) : 1751 - 1755
  • [3] SYNTHESIS AND EVALUATION OF B/C/D-RING ANALOGS OF THE ANTI-COMPLEMENT NATURAL PRODUCT K-76
    SINDELAR, RD
    KAUFMAN, TS
    MARSH, HC
    SCESNEY, S
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1989, 198 : 35 - MEDI
  • [4] FURTHER STRUCTURE-ACTIVITY-RELATIONSHIP STUDIES ON A/C/D-RING ANALOGS OF COMPLEMENT INHIBITOR K-76
    SRIVASTAVA, RP
    ZHU, XY
    WALKER, LA
    SINDELAR, RD
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1995, 5 (20) : 2429 - 2434
  • [5] SYNTHESIS OF A/C/D-RING ANALOGS OF THE ANTICOMPLEMENT NATURAL PRODUCT-K-76
    KAUFMAN, TS
    SINDELAR, RD
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1988, 196 : 364 - ORGN
  • [6] Synthesis and complement inhibitory activity of B/C/D-ring analogues of the fungal metabolite 6,7-diformyl-3′,4′,4a′,5′,6′,7′,8′,8a′-octahydro-4,6′,7′-trihydroxy-2′,5′,5′,8a′-tetramethylspiro[1′(2′H)-naphthalene-2(3H)-benzofuran]
    Bradbury, BJ
    Bartyzel, P
    Kaufman, TS
    Nieto, MJ
    Sindelar, RD
    Scesney, SM
    Gaumond, BR
    Marsh, HC
    JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (13) : 2697 - 2705
  • [7] Design, synthesis and biological evaluation of novel chromeno[4,3-c] pyrazol-4(2H)-one derivates containing sulfonamido as potential PI3Kα inhibitors
    Yin, Yong
    Hu, Jia-Qin
    Wu, Xu
    Sha, Shao
    Wang, She-Feng
    Qiao, Fang
    Song, Zhong-Cheng
    Zhu, Hai-Liang
    BIOORGANIC & MEDICINAL CHEMISTRY, 2019, 27 (11) : 2261 - 2267