Automatically generating questions from text for educational purposes is an active research area in natural language processing. The automatic question generation system accompanying this dissertation is MARGE, which is a recursive acronym for: MARGE automatically reads generates and evaluates. MARGE generates questions from both individual sentences and the passage as a whole, and is the first question generation system to successfully generate meaningful questions from textual units larger than a sentence. Prior work in automatic question generation from text treats a sentence as a string of constituents to be rearranged into as many questions as allowed by English grammar rules. Consequently, such systems overgenerate and create mainly trivial questions. Further, none of these systems to date has been able to automatically determine which questions are meaningful and which are trivial. This is because the research focus has been placed on NLG at the expense of NLU. In contrast, the work presented here infuses the questions generation process with natural language understanding. From the input text, MARGE creates a meaning analysis representation for each sentence in a passage via the DeconStructure algorithm presented in this work. Questions are generated from sentence meaning analysis representations using templates. The generated questions are automatically evaluated for question quality and importance via a ranking algorithm.