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From a Natural Product to Its Biosynthetic Gene Cluster: A Demonstration Using Polyketomycin from Streptomyces diastatochromogenes Tü6028
Published on: January 13, 2017
[Synthetic studies on kinamycin antibiotics].
1Graduate School of Pharmaceutical Sciences, Chiba University, Chiba, Japan. t_kum632@nusashino-u.ac.jp
Yakugaku Zasshi : Journal of the Pharmaceutical Society of Japan
|November 5, 2010
Summary
This study details the synthetic efforts towards kinamycin antibiotics, potent compounds active against gram-positive bacteria. Our work focuses on the total synthesis and structural elucidation of these complex molecules.
Area of Science:
- Natural Product Chemistry
- Organic Synthesis
- Microbiology
Context:
- Kinamycin antibiotics, isolated from Streptomyces murayamaensis, exhibit strong activity against gram-positive bacteria.
- Initial structural determination of kinamycins and prekinamycin as benzo[b]carbazole derivatives was revised.
- Re-examination revealed a benzo[b]fluorene core with a diazoalkane moiety, later revised to benzo[a]fluorene (isoprekinamycin).
Purpose:
- To describe the synthetic approach towards the total synthesis of kinamycin antibiotics.
- To address the structural complexities and revisions of kinamycin and related compounds.
- To contribute to the understanding of benzo[a]fluorene and benzo[b]fluorene natural products.
Summary:
- This review outlines our strategy for the total synthesis of kinamycin antibiotics.
- The synthetic efforts are guided by the ongoing structural determination and revision of these compounds.
- Focus is placed on overcoming challenges in synthesizing the complex benzo[a]fluorene core.
Impact:
- Facilitates further research into the biological activities and mechanisms of kinamycin antibiotics.
- Provides valuable insights into synthetic methodologies for complex polycyclic natural products.
- Contributes to the field of antibiotic discovery and development against resistant bacteria.
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