Putin probably lost all respect for Obama at that point.
I'm pretty sure Putin knew long before that that he could count on Obama to bend over and help Russia to reemerge as a major superpower. I suspect Russia helped get Obama elected. Bill Ayers had a lot of friends in the KGB. Both Obama and Ayers were loyal supporters of the Soviet Union when they attended college mere blocks away from each other during the 80s. Ayers at Bank Street College, Obama at Columbia College, an undergrad portion of Columbia University. The two schools are within 4 or 5 blocks of each other (Bank St and Colmb Col). Both were very active in the communist-led anti-nuke movement.