your main issue will be hitting max FSB for your motherboard rather than the max speed of the cpu. For a start, drop your ram to below 1333 so you have some room for OC. Now start bumping up the FSB, you should be able to get it to 1450 without atting more voltage to the northbridge or HT. Im not familiar with the motherboard. Its more of a trial and error, and when you start bumping up any voltages you have to be carefull or you will end up with a dead board/cpu. With stock cooling measure your temps under prime 95 load. If its getting past 65C on any of the cores then you need more cooling before attempting any overclock.
if your a noob to OC'ing you should just research it. If you have no basic understanding on what to do then we cant help you. There are hundreds of tutorials about overclocking and core 2 CPU's already on the net. I suggest you use google and start learning about OC'ing. A good start would be by researching the different options in your BIOS and what effect they have. if you dont know what FSB is then you really need to start learning something about computers. Sorry to be a bit harsh, but you wont get far if you have no idea what your doing.
your stock cooler may be a problem. keep an eye on your temperatures. download HWmonitor to monitor temps, and something like prime95 or superpi to put the cpu under load. you want to keep your temps below 70C under load.