Time compression on. I suppose, then, that Malfoy did not attack the first round.
Malfoy hits with all four claws (worst roll 19), dealing out 22 points of damage. The plant has 64 HP remaining.
Round 427: The plant hovers and its spike bounces off Malfoy's hide (rolled 10).
Malfoy hits with rear claws only (best missing roll 17) for 10. The plant has 54 HP.
Round 428: The plant fires 6 spikes at Malfoy, hitting with only two, but one hits Malfoy in the neck. Malfoy tries to grapple for his AoO, but the plant skewers him to stop such nonsense with its AoO (rolled 22) for 9 piercing and 4 electrical damage. Malfoy takes 15 points of piercing and 9 points of electrical damage from the spikes. Malfoy dies when he hits the ground for an additional 10 points of damage.
The plant is at 110N90E20Z and has 54 HP.
Next in round 428 for Chaotic Evil is a very young shadow dragon (Draconomicon). It has the feats Hover, Improved Initiative, and Weapon Focus (claw). It has the following maxed-out skills: Diplomacy, Escape Artist, Knowledge (dungeoneering and religion), Listen, Search, Sense Motive, Spot, and Use Magic Device. It knows nothing about the plant other than what it has observed.