Design and synthesis of novel hydroxyalkylaminomethylchromones for their IL-5 inhibitory activity.
A series of hydroxyalkylaminomethylchromone analogs 3 were prepared and evaluated as inhibitors of interleukin-5. The most active analog 3d inhibited interleukin-5 activity with an IC₅₀ of 17.5 μM. The structural requirements of chromone analogs possessing the inhibitory activity against IL-5 could be summarized as: (i) the cyclohexylmethoxy group at 5th position of the A ring, (ii) the planarity of chromone ring, (iii) hydrophobic unit around the B ring with hydroxyl functional group, (iv) the hydrophobic unit which does not have to be a planar and (v) the length of carbon units between amino and hydroxyl group is limited to two.
Thanigaimalai
P
P
College of Pharmacy and Institute of Drug Research and Development, Chungnam National University, Daejeon 305-764, Republic of Korea.
Lee
Ki-Cheul
KC
Sharma
Vinay K
VK
Yun
Jun-Ho
JH
Kim
Youngsoo
Y
Jung
Sang-Hun
SH
D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002460:Cell Line; D002867:Chromones / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D015195:Drug Design; D006801:Humans; D057927:Hydrophobic and Hydrophilic Interactions; D015848:Interleukin-5 / Q000037:antagonists & inhibitors* / Q000378:metabolism; D013329:Structure-Activity Relationship
C559232:3-((1-cyclohexyl-3-hydroxypropan-2-ylamino)methyl)-5-(cyclohexylmethoxy)-4H-chromen-4-one; D000893:Anti-Inflammatory Agents; D002867:Chromones; D015848:Interleukin-5