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Quantitative structure-agonist activity relationship of capsaicin analogues.

作者信息

Klopman G, Li J Y

机构信息

Department of Chemistry, Case Western Reserve University, Cleveland, OH 44106-7078, USA.

出版信息

J Comput Aided Mol Des. 1995 Jun;9(3):283-94. doi: 10.1007/BF00124458.

DOI:10.1007/BF00124458
PMID:7561979
Abstract

The MULTIple Computer Automated Structure Evaluation (MULTICASE) methodology has been used to study the quantitative structure-agonist activity relationship of a series of capsaicin agonists. A number of substructures and physiochemical properties of capsaicin analogues were identified as being responsible for high agonist potency. The optimal log P value for the agonist potency as estimated from QSAR analysis is 5.12. It was also found that a cluster of inactive molecules in the database have lipophilicity values below 2.94. Molecular modeling was employed to elucidate the detailed structural features of the pharmacophore of capsaicin analogues. Systematic conformational analysis has shown that the activity of capsaicin analogues strongly depends upon their ability to reach the required conformational profile. Based upon these observations, a three-dimensional pharmacophore model for the capsaicin-receptor interactions is proposed.

摘要

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Vanilloids. 1. Analogs of capsaicin with antinociceptive and antiinflammatory activity.香草酸类。1. 具有抗伤害感受和抗炎活性的辣椒素类似物。
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Analogues of capsaicin with agonist activity as novel analgesic agents; structure-activity studies. 3. The hydrophobic side-chain "C-region".具有激动剂活性的辣椒素类似物作为新型镇痛药；构效关系研究。3. 疏水侧链“C区域”。
J Med Chem. 1993 Aug 6;36(16):2381-9. doi: 10.1021/jm00068a016.
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J Med Chem. 1993 Aug 6;36(16):2362-72. doi: 10.1021/jm00068a014.
7
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