Synthesis of BRL-37959 and Analogues
Mentor 1
Mahmun Hossain
Location
Union Wisconsin Room
Start Date
24-4-2015 10:30 AM
End Date
24-4-2015 11:45 AM
Description
The benzofuran based compound, BRL-37959, was found to have analgesic properties with low gastric irritancy, but due to an inefficient synthesis research on it was discontinued. In Dr. Hossain’s research group, extensive time has gone into the development of benzofuran based compounds using readily available materials like salicylaldehyde and ethyldiazzoacetate. Using this reaction we have developed a novel, efficient synthesis of BRL-37959 and its analogues. With molecular modeling studies we have determined that these compounds have potential for binding the (cyclooxygenase) COX-2 enzyme selectively over the COX-1. This could make BRL-37959 a possible replacement opiate based drugs, like morphine, which are known to cause gastric distress due to interactions with the COX-1 enzyme. By synthesizing multiple analogues of BRL-37959 we will be able to test them individually for their analgesic efficacy with hopes to find a compound, which very selectively reacts with the COX-2 enzyme while completely disregarding the COX-1. We have already synthesized multiple analogues of BRL-37959 and are partnering with a COX enzyme specialist to test the various compounds for their binding potential to the pair of enzymes. With luck, we will be able to find a novel compound, which works as a potent analgesic agent with low gastric irritancy. This could open up new possibilities for patients who are undergoing treatment and are sensitive to current medications.
Synthesis of BRL-37959 and Analogues
Union Wisconsin Room
The benzofuran based compound, BRL-37959, was found to have analgesic properties with low gastric irritancy, but due to an inefficient synthesis research on it was discontinued. In Dr. Hossain’s research group, extensive time has gone into the development of benzofuran based compounds using readily available materials like salicylaldehyde and ethyldiazzoacetate. Using this reaction we have developed a novel, efficient synthesis of BRL-37959 and its analogues. With molecular modeling studies we have determined that these compounds have potential for binding the (cyclooxygenase) COX-2 enzyme selectively over the COX-1. This could make BRL-37959 a possible replacement opiate based drugs, like morphine, which are known to cause gastric distress due to interactions with the COX-1 enzyme. By synthesizing multiple analogues of BRL-37959 we will be able to test them individually for their analgesic efficacy with hopes to find a compound, which very selectively reacts with the COX-2 enzyme while completely disregarding the COX-1. We have already synthesized multiple analogues of BRL-37959 and are partnering with a COX enzyme specialist to test the various compounds for their binding potential to the pair of enzymes. With luck, we will be able to find a novel compound, which works as a potent analgesic agent with low gastric irritancy. This could open up new possibilities for patients who are undergoing treatment and are sensitive to current medications.
