Exploring a pocket for polycycloaliphatic groups in the CXCR3 receptor with the aid of a modular synthetic strategy.
A CXCR3 pocket capable of accommodating polycycloaliphatics was explored using a modular synthetic strategy. The systematic studies reveal that the tricyclic 2-adamantane and bicyclic (iso)bornyl group are efficiently recognized by CXCR3.
Wijtmans
Maikel
M
Division of Medicinal Chemistry, Faculty of Sciences, Leiden/Amsterdam Center for Drug Research, VU University Amsterdam, Amsterdam, The Netherlands.
Verzijl
Dennis
D
van Dam
Cindy M E
CM
Bosch
Leontien
L
Smit
Martine J
MJ
Leurs
Rob
R
de Esch
Iwan J P
IJ
D000218:Adamantane / Q000737:chemistry; D000586:Amination; D001665:Binding Sites / Q000502:physiology; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis; D001892:Camphanes / Q000737:chemistry; D002460:Cell Line; D006801:Humans; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000378:metabolism*; D054367:Receptors, CXCR3 / Q000737:chemistry / Q000378:metabolism*; D013329:Structure-Activity Relationship
D019086:Bridged Bicyclo Compounds, Heterocyclic; C515187:CXCR3 protein, human; D001892:Camphanes; D011083:Polycyclic Compounds; D054367:Receptors, CXCR3; C067796:camphane; D000218:Adamantane