In 1836, Osceola led a small group of warriors in the Seminole resistance during the Second Seminole War, when the United States tried to remove the tribe from their lands in Florida to Indian Territory west of the Mississippi River. He became an adviser to Micanopy, the principal chief of the Seminole from 1825 to 1849. Osceola led the Seminole resistance to removal until he was captured on October 21, 1837, by deception, under a flag of truce, when he went to a site near Fort Peyton for peace talks. The United States first imprisoned him at Fort Marion in St. Augustine, then transported him to Fort Moultrie in Charleston, South Carolina. He died there a few months later of causes reported as an internal infection or malaria. Because of his renown, Osceola attracted visitors in prison, including renowned artist George Catlin, who painted perhaps the most well-known portrait of the Seminole leader.