There are several spells that apply damage over time effects to your opponents, such as Cassiopeia's poisons, Teemo's Toxic Shot and his bombs, and so on. Do these effects activate your spell vamp, since they are begun and technically the effect of an ability?
League-of-legends – Are damage over time effects affected by spell vamp
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So I think that I'm seeing two real questions here:
- Do on-hit effects proc spell vamp?, and
- Can items proc spell vamp?
The first question is a bit of an odd case, because it really depends on what you mean.
On-Hit Abilities
Some abilities, such as Gangplank's or Ezreal's Q are treated exactly like auto-attacks. These trigger on-hit items like Black Cleaver, as well as trigger Life Steal and other effects (depending on the champion).
On-Next-Hit Abilities
The second kind of attacks are "on-next-hit", which modify the champion's next attack and reset the auto-attack timer. These are abilities like Nasus' Siphoning Strike, Blitzcrank's Power Fist, and Garen's Decisive Strike. These also trigger Life Steal and not Spell Vamp.
However, to confuse things, there are also "On-Next-Hit" Abilities that trigger spell vamp, such as Poppy's Devastating Blow, and Mordekaiser's Mace of Spades.
Note that Poppy only has spell vamp in this picture. The 15 damage that is visible is from Malady's proc, which was triggered by Devastating Blow.
The only difference between the two types of abilities is that one adds a bonus to your auto-attack, and the other one replaces your auto-attack. The easiest way to test this is to use the ability against a tower. Since towers are (essentially) immune to abilities, if you use it against a tower, and it does not consume the charge of the ability, it uses spell vamp. If you do manage to deal bonus damage to the tower, it uses life steal.
Physical Damage Abilities
Finally, you have some abilities that deal physical damage, but are not auto attacks. These are things like Garen's Judgement, or Urgot's Acid Hunter. These things deal physical damage, but, because they are abilities, use Spell Vamp instead of Life Steal.
In general, any given ability onlys benefit from Life Steal or Spell Vamp, not both.
So, should you rush a Will of the Ancients? It depends entirely on what champions you have on your team.
Spell Vamp and Items
As to your second question, the answer is much simpler: Item's with on-hit damage effects, such as Wit's End, Madred's Razor (and derivatives), or Malady, never proc Spell Vamp.
Deathfire Grasp or Hextech Gunblade, items with direct activations, however, will.
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Best Answer
Yes all damage over time effects trigger spell vamp immediately, for the entire duration and percentage of damage dealt:
Source: http://leagueoflegends.wikia.com/wiki/Spell_vamp
Source: http://leagueoflegends.wikia.com/wiki/Damage_over_time
The only skills that don't benefit fully from spell vamp are area of effect (AoE), which apply only 1/3 of the spell vamp effect.