Synthesis of oxochlorins from the red blood pigment heme and their transformation into potentially biologically active chlorin derivatives

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Abstract
The hydroxychlorinrac‐3was prepared from the readily accessible chlorinsrac‐5a, b. The alcohol function ofrac‐3could be used to attach an estrogen residue28and the hydroquinone19to yield the chlorin estrogen ethers32a, band the chlorin hydroquinone etherrac‐30respectively. The prepared chlorin estrogen derivatives might be useful as sensitizers and fluorescence markers for photodynamic therapy and other diagnostic/therapeutic applications. The chlorin hydroquinone ether is of interest as a potential artificial photosynthesis system, which contains a „natural”︁ chlorin as a structural subunit in contrast to previously synthesized model systems based on porphyrins.