Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 32, Pages 11105-11111Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201905129
Keywords
intersystem crossing; photodynamic therapy; photosensitizers; ultrafast spectroscopy
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Funding
- China Postdoctoral Science Foundation [2018T110488] Funding Source: Medline
- National Basic Research Program of China [2015CB932200] Funding Source: Medline
- National Natural Science Foundation of China [61805118, 21674048] Funding Source: Medline
- Natural Science Foundation of Jiangsu Province of China [BK20171020] Funding Source: Medline
- Shenzhen Basic Research Project of Science and Technology under Grant [JCYJ20170302142433007] Funding Source: Medline
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Photosensitizers (PSs) with stimuli-responsive reversible switching of intersystem crossing (ISC) are highly promising for smart photodynamic therapy (PDT), but achieving this goal remains a tremendous challenge. This study introduces a strategy to obtain such reversible switching of ISC in a new class of PSs, which exhibit stimuli-initiated twisting of conjugated backbone. We present a multidisciplinary approach that includes femtosecond transient absorption spectroscopy and quantum chemical calculations. The organic structures reported show remarkably enhanced ISC efficiency (phi(ISC)), switching from nearly 0 to 90 %, through an increase in the degree of twisting, providing an innovative mechanism to promote ISC. This leads us to propose here and demonstrate the concept of smart PDT, where pH-induced reversible twisting maximizes the ISC rate, and thus enables strong photodynamic action only under pathological stimulus (such as change in pH, hypoxia, or exposure to enzymes). The ISC process is turned off to deactivate PDT ability, when the PS is transferred or metabolized away from pathological region.
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