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I had all sorts of similar problems when I started using a setup like yours - MSP430F449, parallel port JTAG, mspgcc. My target hardware was powered by an external DC supply. When using the JTAG however the board was also getting power through the JTAG connector. I found that if I unplugged the external supply whenever I was using the JTAG then all the problems went away.
With the external power disconnected, and the JTAG connected I use the command:
"msp430-jtag -ep a.out"
to both erase then program the flash. Typing the command causes the board to power up through the jtag connector.
Don't know if this is relevant to your problem but maybe?
Regards, Richard.