A　new　series　of　silicon(IV)　phthalocyanines　(SiPcs)　axially　di-substituted　with　piperidinyl　moieties　(compounds　1,　2a,　and　3a)　and　their　N-methylated　derivatives　(compounds　2b　and　3b)　have　been　synthesized　and　characterized.　Meanwhile,　an　analogue　di-substituted　with　cyclohexyl　groups　(compound　4)　has　also　been　prepared　as　a　control.　The　antifungal　photoactivities　of　these　SiPcs　toward　Candida　albicans　were　found　to　follow　the　order:　2b　＞　3a　approximate　to　3b　＞　1　approximate　to　2a　＞　4.　The　structure　activity　relationship　of　these　phthalocyanines　has　been　discussed　by　investigating　their　photophysical　and　photochemical　properties,　partition　coefficient,　and　cellular　uptake.　The　cationic　phthalocyanine　2b　shows　the　highest　photodynamic　activity　against　C　albicans　causing　4　logo　reduction　of　this　fungus　at　100　mu　M,　which　could　be　attributed　to　its　high　singlet　oxygen　yields,　less　aggregation　in　aqueous　media,　and　relatively　efficient　cellular　uptake.　(C)　2014　Elsevier　Ltd.　All　rights　reserved.