A Bio-Chemosynthetic Approach to Superparamagnetic Iron Oxide–Ansamitocin Conjugates for Use in Magnetic Drug Targeting
- authored by
- Liang Liang Wang, Asha Balakrishnan, Nadja Carola Bigall, David Candito, Jan Frederick Miethe, Katja Seidel, Yu Xie, Michael Ott, Andreas Kirschning
- Abstract
A combination of mutasynthesis using a mutant strain of A. pretiosum blocked in the biosynthesis of amino-hydroxybenzoic acid (AHBA) and semisynthesis relying on a Stille cross-coupling step provided access to new ansamitocin derivatives of which one was attached by a thermolabile linker to nanostructured iron oxide particles. When exposed to an oscillating electromagnetic field the resulting iron oxide/ansamitocin conjugate 19 heats up in an aqueous suspension and the ansamitocin derivative 16 is released by means of a retro-Diels–Alder reaction. It exerts strong antiproliferative activity (IC50=4.8 ng mg−1) in mouse fibroblasts. These new types of conjugates have the potential for combating cancer through hyperthermia and chemotherapy using an electromagnetic external trigger.
- Organisation(s)
-
Institute of Organic Chemistry
Institute of Physical Chemistry and Electrochemistry
- External Organisation(s)
-
Hannover Medical School (MHH)
- Type
- Article
- Journal
- Chemistry - a European journal
- Volume
- 23
- Pages
- 2265-2270
- No. of pages
- 6
- ISSN
- 0947-6539
- Publication date
- 16.02.2017
- Publication status
- Published
- Peer reviewed
- Yes
- ASJC Scopus subject areas
- Catalysis, Organic Chemistry
- Sustainable Development Goals
- SDG 3 - Good Health and Well-being
- Electronic version(s)
-
https://doi.org/10.1002/chem.201604903 (Access:
Closed)
