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Up till now, we have considered minor adjustments of functional groups on the periphery of the morphine skeleton or drastic simplification of the morphine skeleton.If we make the molecule more rigid so that it takes up fewer conformations, we might eliminate the conformations which are recognized by undesirable receptors, and thus restrict the molecule to the specific conformation which fits the desired receptor.In this way, we would hope to eliminate such side-effects as dependence and respiratory depres- sion.The best example of this tactic in the analgesic field is provided by a group of compounds known as the oripavines.


Original text

Up till now, we have considered minor adjustments of functional groups on the periphery of the morphine skeleton or drastic simplification of the morphine skeleton. A completely different strategy is to make the molecule more complicated or more rigid. This strategy is usually employed in an attempt to remove the side-effects of a drug or to increase activity. It is usually assumed that the side-effects of a drug are due to interactions with additional receptors other than the one we interested in. These interactions are probably due to the molecule taking up different conformations or shapes. If we make the molecule more rigid so that it takes up fewer conformations, we might eliminate the conformations which are recognized by undesirable receptors, and thus restrict the molecule to the specific conformation which fits the desired receptor. In this way, we would hope to eliminate such side-effects as dependence and respiratory depres- sion. We might also expect increased activity since the molecule is more likely to be in the correct conformation to interact with the receptor. The best example of this tactic in the analgesic field is provided by a group of compounds known as the oripavines. These structures often show remarkably high activity.


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