Total Synthesis of Pactamycin

Authors

  • Prof. Dr. Stephen Hanessian,

    Corresponding author
    1. Department of Chemistry, Université de Montréal, Station Centre Ville, C.P. 6128, Montreal, Qc, H3C 3J7 (Canada), Fax: (+1) 514-434-5728
    • Department of Chemistry, Université de Montréal, Station Centre Ville, C.P. 6128, Montreal, Qc, H3C 3J7 (Canada), Fax: (+1) 514-434-5728
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  • Dr. Ramkrishna Reddy Vakiti,

    1. Department of Chemistry, Université de Montréal, Station Centre Ville, C.P. 6128, Montreal, Qc, H3C 3J7 (Canada), Fax: (+1) 514-434-5728
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  • Stéphane Dorich,

    1. Department of Chemistry, Université de Montréal, Station Centre Ville, C.P. 6128, Montreal, Qc, H3C 3J7 (Canada), Fax: (+1) 514-434-5728
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  • Dr. Shyamapada Banerjee,

    1. Department of Chemistry, Université de Montréal, Station Centre Ville, C.P. 6128, Montreal, Qc, H3C 3J7 (Canada), Fax: (+1) 514-434-5728
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  • Dr. Fabien Lecomte,

    1. Department of Chemistry, Université de Montréal, Station Centre Ville, C.P. 6128, Montreal, Qc, H3C 3J7 (Canada), Fax: (+1) 514-434-5728
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  • Dr. Juan R. DelValle,

    1. Department of Chemistry, Université de Montréal, Station Centre Ville, C.P. 6128, Montreal, Qc, H3C 3J7 (Canada), Fax: (+1) 514-434-5728
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  • Jianbin Zhang,

    1. Department of Chemistry, Université de Montréal, Station Centre Ville, C.P. 6128, Montreal, Qc, H3C 3J7 (Canada), Fax: (+1) 514-434-5728
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  • Benoît Deschênes-Simard

    1. Department of Chemistry, Université de Montréal, Station Centre Ville, C.P. 6128, Montreal, Qc, H3C 3J7 (Canada), Fax: (+1) 514-434-5728
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  • We are grateful for financial support from NSERC and FQRNT (Québec). We also thank warmly Prof. Taifo Mahmud for having provided us with a precious sample of natural pactamycin.

Abstract

original image

Lest we forget: 50 years after pactamycin was first isolated from a fermentation broth of Streptomyces pactum var pactum, this highly functionalized aminocyclopentitol natural product has finally succumbed to total synthesis. The modular and stereocontrolled introduction of functional groups should lead to the synthesis of less toxic congeners that maintain the antibacterial and cytotoxic activities.

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