抗艾滋病药物72. 强效抗HIV先导物双脱氧胞苷（DCK）的生物电子等排体（7-碳-DCKs）
Anti-AIDS agents 72. Bioisosteres (7-carbon-DCKs) of the potent anti-HIV lead DCK.
作者信息
Wang Yang, Huang Shao-Xu, Xia Peng, Xia Yi, Yang Zheng-Yu, Kilgore Nicole, Morris-Natschke Susan L, Lee Kuo-Hsiung
机构信息
Department of Medicinal Chemistry, School of Pharmacy, Fudan University, Shanghai 200032, China.
出版信息
Bioorg Med Chem Lett. 2007 Aug 1;17(15):4316-9. doi: 10.1016/j.bmcl.2007.05.026. Epub 2007 May 16.
Abstract
Three 9,10-di-O-(-)-camphanoyl-7,8,9,10-tetrahydro-benzo[h]chromen-2-one (7-carbon-DCK) analogs (3a-c) were synthesized and evaluated for inhibition of HIV-1 replication in H9 lymphocytes. All three new carbon bioisosteres of the anti-HIV lead DCK showed anti-HIV activity. Compound 3a had an EC(50) value of 0.068 microM, which was comparable to that of DCK in the same assay. The preliminary results indicated that 7-carbon-DCK analogs merit attention as potential HIV-1 inhibitors for further development into clinical trials candidates.
摘要
合成了三种9,10-二-O-(-)-樟脑酰基-7,8,9,10-四氢苯并[h]色烯-2-酮（7-碳-DCK）类似物（3a - c），并评估了它们对H9淋巴细胞中HIV-1复制的抑制作用。抗HIV先导化合物DCK的所有三种新的碳生物电子等排体均显示出抗HIV活性。化合物3a的EC(50)值为0.068微摩尔，在相同试验中与DCK相当。初步结果表明，7-碳-DCK类似物作为潜在的HIV-1抑制剂值得关注，可进一步开发为临床试验候选药物。
相似文献
1
Anti-AIDS agents 72. Bioisosteres (7-carbon-DCKs) of the potent anti-HIV lead DCK.抗艾滋病药物72. 强效抗HIV先导物双脱氧胞苷（DCK）的生物电子等排体（7-碳-DCKs）
Bioorg Med Chem Lett. 2007 Aug 1;17(15):4316-9. doi: 10.1016/j.bmcl.2007.05.026. Epub 2007 May 16.
2
Anti-AIDS agents 66: syntheses and anti-HIV activity of phenolic and aza 3',4'-di-O-(-)-camphanoyl-(+)-cis-khellactone (DCK) derivatives.抗艾滋病药物66：酚类和氮杂3',4'-二-O-（-）-樟脑酰基-（+）-顺式凯拉内酯（DCK）衍生物的合成及抗HIV活性
Bioorg Med Chem. 2007 Nov 1;15(21):6852-8. doi: 10.1016/j.bmc.2006.12.013. Epub 2006 Dec 13.
3
Anti-AIDS agents. Part 58: synthesis and anti-HIV activity of 1-thia-di-O-(-)-camphanoyl-(+)-cis-khellactone (1-thia-DCK) analogues.抗艾滋病药物。第58部分：1-硫杂-二-O-（-）-樟脑酰基-（+）-顺式凯刺内酯（1-硫杂-DCK）类似物的合成及抗HIV活性
Bioorg Med Chem Lett. 2004 Jun 21;14(12):3341-3. doi: 10.1016/j.bmcl.2004.03.051.
4
Anti-AIDS agents. Part 62: anti-HIV activity of 2'-substituted 4-methyl-3',4'-di-O-(-)-camphanoyl-(+)-cis-khellactone (4-methyl DCK) analogs.抗艾滋病药物。第62部分：2'-取代的4-甲基-3',4'-二-O-（-）-樟脑酰基-（+）-顺式凯拉内酯（4-甲基DCK）类似物的抗HIV活性。
Bioorg Med Chem Lett. 2004 Dec 6;14(23):5855-7. doi: 10.1016/j.bmcl.2004.09.032.
5
Anti-HIV agents. Part 55: 3'R,4'R-Di-(O)-(-)-camphanoyl-2',2'-dimethyldihydropyrano[2,3-f]chromone (DCP), a novel anti-HIV agent.抗HIV药物。第55部分：3'R,4'R-二-(O)-(-)-樟脑酰基-2',2'-二甲基二氢吡喃并[2,3-f]色酮（DCP），一种新型抗HIV药物。
Bioorg Med Chem Lett. 2003 May 5;13(9):1575-6. doi: 10.1016/s0960-894x(03)00201-4.
6
Anti-AIDS agents. 33. Synthesis and anti-HIV activity of mono-methyl substituted 3',4'-di-O-(-)-camphanoyl-(+)-cis-khellactone (DCK) analogues.抗艾滋病药物。33. 单甲基取代的3',4'-二-O-（-）-樟脑酰基-（+）-顺式凯拉内酯（DCK）类似物的合成及抗HIV活性
Bioorg Med Chem Lett. 1998 Aug 18;8(16):2151-6. doi: 10.1016/s0960-894x(98)00367-9.
7
Anti-AIDS agents. 52. Synthesis and anti-HIV activity of hydroxymethyl (3'R,4'R)-3',4'-di-O-(S)-camphanoyl-(+)-cis-khellactone derivatives.抗艾滋病药物。52. 羟甲基(3'R,4'R)-3',4'-二-O-(S)-樟脑酰基-(+)-顺式凯刺内酯衍生物的合成及其抗HIV活性
J Med Chem. 2004 Jan 29;47(3):756-60. doi: 10.1021/jm030416y.
8
Anti-AIDS agents 84. Synthesis and anti-human immunodeficiency virus (HIV) activity of 2'-monomethyl-4-methyl- and 1'-thia-4-methyl-(3'R,4'R)-3',4'-di-O-(S)-camphanoyl-(+)-cis-khellactone (DCK) analogs.抗艾滋病药物 84. 2'-单甲基-4-甲基-和 1'-硫代-4-甲基-(3'R,4'R)-3',4'-二-O-(S)-樟脑酰基-(+)-顺式金合欢内酯 (DCK)类似物的合成及抗人类免疫缺陷病毒 (HIV)活性。
Bioorg Med Chem. 2010 Oct 15;18(20):7203-11. doi: 10.1016/j.bmc.2010.08.031. Epub 2010 Aug 19.
9
Anti-AIDS agents. 31. Synthesis and anti-HIV activity of 4-substituted 3',4'-di-O-(-)-camphanoyl-(+)-cis-khellactone (DCK) thiolactone analogs.抗艾滋病药物。31. 4-取代的3',4'-二-O-（-）-樟脑酰基-（+）-顺式凯拉内酯（DCK）硫内酯类似物的合成及抗HIV活性
Bioorg Med Chem Lett. 1998 Jun 16;8(12):1483-6. doi: 10.1016/s0960-894x(98)00254-6.
10
Anti-AIDS agents. 60. Substituted 3'R,4'R-di-O-(-)-camphanoyl-2',2'-dimethyldihydropyrano[2,3-f]chromone (DCP) analogues as potent anti-HIV agents.抗艾滋病药物。60. 作为强效抗HIV药物的取代3'R,4'R-二-O-(-)-樟脑酰基-2',2'-二甲基二氢吡喃并[2,3-f]色酮（DCP）类似物。
J Med Chem. 2004 Jul 29;47(16):4072-82. doi: 10.1021/jm0400505.
引用本文的文献
1
Anti-AIDS agents 87. New bio-isosteric dicamphanoyl-dihydropyranochromone (DCP) and dicamphanoyl-khellactone (DCK) analogues with potent anti-HIV activity.抗艾滋病药物 87. 具有强效抗 HIV 活性的新型生物等排二酰基二氢吡喃色酮 (DCP) 和二酰基香豆素 (DCK) 类似物。
Bioorg Med Chem Lett. 2011 Oct 1;21(19):5831-4. doi: 10.1016/j.bmcl.2011.07.105. Epub 2011 Aug 3.
2
Anti-AIDS agents 86. Synthesis and anti-HIV evaluation of 2',3'-seco-3'-nor DCP and DCK analogues.抗艾滋病药物 86. 2',3'-seco-3'-nor DCP 和 DCK 类似物的合成及抗 HIV 活性评价。
Eur J Med Chem. 2011 Oct;46(10):4924-36. doi: 10.1016/j.ejmech.2011.07.051. Epub 2011 Aug 4.
3
Anti-AIDS agents 82: synthesis of seco-(3'R,4'R)-3',4'-di-O-(S)-camphanoyl-(+)-cis-khellactone (DCK) derivatives as novel anti-HIV agents.抗艾滋病药物 82：新型抗 HIV 药物（S）-樟酰基-(+)-顺式金莲花内酯（DCK）衍生物的全合成。
Bioorg Med Chem. 2010 Jun 15;18(12):4363-73. doi: 10.1016/j.bmc.2010.04.089. Epub 2010 Apr 29.
本文引用的文献
1
Anti-AIDS agents. Part 56: Synthesis and anti-HIV activity of 7-thia-di-O-(-)-camphanoyl-(+)-cis-khellactone (7-thia-DCK) analogs.抗艾滋病药物。第56部分：7-硫杂-二-O-（-）-樟脑酰基-（+）-顺式凯拉内酯（7-硫杂-DCK）类似物的合成及抗HIV活性
Bioorg Med Chem. 2004 Dec 15;12(24):6383-7. doi: 10.1016/j.bmc.2004.09.038.
2
Anti-AIDS agents. Part 62: anti-HIV activity of 2'-substituted 4-methyl-3',4'-di-O-(-)-camphanoyl-(+)-cis-khellactone (4-methyl DCK) analogs.抗艾滋病药物。第62部分：2'-取代的4-甲基-3',4'-二-O-（-）-樟脑酰基-（+）-顺式凯拉内酯（4-甲基DCK）类似物的抗HIV活性。
Bioorg Med Chem Lett. 2004 Dec 6;14(23):5855-7. doi: 10.1016/j.bmcl.2004.09.032.
3
Anti-AIDS agents. Part 58: synthesis and anti-HIV activity of 1-thia-di-O-(-)-camphanoyl-(+)-cis-khellactone (1-thia-DCK) analogues.抗艾滋病药物。第58部分：1-硫杂-二-O-（-）-樟脑酰基-（+）-顺式凯刺内酯（1-硫杂-DCK）类似物的合成及抗HIV活性
Bioorg Med Chem Lett. 2004 Jun 21;14(12):3341-3. doi: 10.1016/j.bmcl.2004.03.051.
4
Anti-AIDS agents. 52. Synthesis and anti-HIV activity of hydroxymethyl (3'R,4'R)-3',4'-di-O-(S)-camphanoyl-(+)-cis-khellactone derivatives.抗艾滋病药物。52. 羟甲基(3'R,4'R)-3',4'-二-O-(S)-樟脑酰基-(+)-顺式凯刺内酯衍生物的合成及其抗HIV活性
J Med Chem. 2004 Jan 29;47(3):756-60. doi: 10.1021/jm030416y.
5
Recent progress in the development of coumarin derivatives as potent anti-HIV agents.香豆素衍生物作为强效抗HIV药物的研发新进展。
Med Res Rev. 2003 May;23(3):322-45. doi: 10.1002/med.10034.
6
Anti-AIDS agents. 37. Synthesis and structure-activity relationships of (3'R,4'R)-(+)-cis-khellactone derivatives as novel potent anti-HIV agents.抗艾滋病药物。37. 新型强效抗HIV药物(3'R,4'R)-(+)-顺式凯刺酮衍生物的合成及其构效关系
J Med Chem. 1999 Jul 15;42(14):2662-72. doi: 10.1021/jm9900624.
7
Anti-AIDS agents. 15. Synthesis and anti-HIV activity of dihydroseselins and related analogs.抗艾滋病药物。15. 二氢水芹素及其相关类似物的合成与抗HIV活性
J Med Chem. 1994 Nov 11;37(23):3947-55. doi: 10.1021/jm00049a014.
Zotero 插件