Weight gain + Oligomenorrhea --->Cushing syndrome. Coisol inhibits gonadotropin release that explains the amenorrhea. Hypeension in these patients is secondary to increased coisol that has some mineralocoicoid activity also. Excess glucocoicoids also interfere with central regulatory systems, leading to suppression of gonadotropins with subsequent hypogonadism and amenorrhea, and suppression of the hypothalamic pituitary-thyroid axis, resulting in decreased TSH (thyroid-stimulating hormone) secretion. Weight gain + menorrhagia + isolated diastolic hypeension in the question would have prompted thyroid dysfunction as the first answer.