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- "Created first Lord Drummond 1487/8, seneschal and coroner of Strathearn, ambassador to England, supported the marriage of the Earl of Angus to Queen Margaret." [The Ancestry of Charles II, citation details below]
From the 1885-1900 Dictionary of National Biography:
He sat in parliament 6 May 1471, under the designation of dominus de Stobhall. On 20 March 1473–4 he had a charter of the offices of seneschal and coroner of the earldom of Strathearn, in which he was confirmed in the succeeding reign. In 1483 he was one of the ambassadors to treat with the English, to whom a safe-conduct was granted 29 Nov. of that year; again, on 6 Aug. 1484, to treat of the marriage of James, prince of Scotland, and Anne de la Pole, niece of Richard III. He was a commissioner for settling border differences nominated by the treaty of Nottingham, 22 Sept. 1484; his safe-conduct into England being dated on the ensuing 29 Nov. He was raised to the peerage by the title of Lord Drummond, 29 Jan. 1487–8. Soon after he joined the party against James III, and sat in the first parliament of James IV, 6 Oct. 1488. In this same year he was appointed a privy councillor and justiciary of Scotland, and was afterwards constable of the castle of Stirling. In 1489 the so-called Earl of Lennox rose in revolt against the king. He had encamped at Gartalunane, on the south bank of the Forth, in the parish of Aberfoyle, but during the darkness of the night of 11 Oct. was surprised and utterly routed by Drummond. As one of the commissioners to redress border and other grievances, Drummond had a safe-conduct into England 22 May 1495, 26 July 1511, 24 Jan. 1512–13, and 20 April 1514. In 1514 Drummond gave great offence to many of the lords by promoting the marriage of his grandson, Archibald Douglas, sixth earl of Angus, with the queen-dowager Margaret. Lyon king-at-arms (Sir William Comyn) was despatched to summon Angus before the council, when Drummond, thinking that he had approached the earl with more boldness than respect, struck him on the breast. In 1515 John, duke of Albany, was chosen regent, but because Drummond did not favour the election he committed him (16 July) a close prisoner to Blackness Castle, upon an allegation that he had used violence towards the herald. He was tried capitally, found guilty, and his estates forfeited. However, he was not long in coming to terms with Albany. With other lords he signed the answer of refusal to Henry VIII, who had advised the removal of Albany, to which his seal is affixed, 4 July 1516, and in October he announced his final separation from the queen's party. He was in consequence released from prison and freed from his forfeiture, 22 Nov. 1516.
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