Sadly the fan translations are so poor it's nearly impossible to understand them... Anyhow, it looks like Takasugi probably won't die because Gintama won't kill characters unless they suddenly increase in screentime and Oboro might not die due to being immortal. I suspect either Oboro changes sides or dies sooner or later... or changes sides then dies, which is more likely because his flashbacks probably will make him less of an antagonist.