Bhattacharjee, Apurba K. published the artcileIn Silico Stereo-Electronic Analysis of PMD (p-Menthane-3-8-Diol) and its Derivatives for Pharmacophore Development May Aid Discovery of Novel Insect Repellents, Formula: C10H20O2, the main research area is menthanediol derivative electrostatic potential model insect repellent.
PMD (p-menthane-3-8-diol) is an insect repellent that can be synthesized chem. or derived from a steam distillate residue of the leaves of lemon eucalyptus, Corymbia citriodora. It is one of the few natural product endorsed by the Center for Disease Control (USA) for topical application to protect against mosquitoes though it is not as effective as the common repellent DEET (N,N-diethyl-1,3-toluamide). However, DEET has several undesirable side effects and toxicity too. Thus, although PMDs are comparatively safer than DEET, no quant. structure activity relationship (QSAR) and pharmacophore modeling studies have been reported in literature to improve efficacy and aid further development of more effective PMD analogs. In this study, we report results of quantum chem. anal. of stereoelectronic properties and pharmacophore modeling of PMD and eight of its synthetic derivatives to aid discovery and design of more effective PMD analogs. Stereo-electronic anal. indicates that lower aqueous stabilization (favorable lipophilicity) and larger separation of electrostatic potential energy together with a large localized neg. electrostatic potential region by the oxygen atom play important roles for repellent activity. Consistent to these properties, the generated pharmacophore model of the PMDs showed two aliphatic hydrophobic and a hydrogen-bond donor features for potent activity. These results aided us to design more effective PMD repellents which are currently under further investigations.
Current Computer-Aided Drug Design published new progress about Corymbia citriodora. 42822-86-6 belongs to class alcohols-buliding-blocks, name is 2-(2-Hydroxypropan-2-yl)-5-methylcyclohexanol, and the molecular formula is C10H20O2, Formula: C10H20O2.
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