| Title: |
Synthesis of a Non-Symmetrical Disorazole C1-Analogue and Its Biological Activity |
| Authors: |
Lizzadro, Luca; Spieß, Oliver; Reinecke, Silke; Stadler, Marc; Schinzer, Dieter |
| Source: |
Molecules, vol 29, iss 5 |
| Publisher Information: |
eScholarship, University of California |
| Publication Year: |
2024 |
| Collection: |
University of California: eScholarship |
| Subject Terms: |
3404 Medicinal and Biomolecular Chemistry (for-2020); 34 Chemical Sciences (for-2020); Cancer (rcdc); Macrolides (mesh); Antineoplastic Agents (mesh); Structure-Activity Relationship (mesh); non-symmetrical disorazole; convergent synthesis; biological activity; SAR (structure-activity-relationship); 0304 Medicinal and Biomolecular Chemistry (for); 0305 Organic Chemistry (for); 0307 Theoretical and Computational Chemistry (for); Organic Chemistry (science-metrix); 3405 Organic chemistry (for-2020) |
| Time: |
1123 |
| Description: |
The synthesis of a novel disorazole C1 analogue is described, and its biological activity as a cytotoxic compound is reported. Based on our convergent and flexible route to the disorazole core, we wish to report a robust strategy to synthesize a non-symmetrical disorazole in which we couple one half of the molecule containing the naturally occurring oxazole heterocycle and the second half of the disorazole macrocycle containing a thiazole heterocycle. This resulted in a very unusual non-symmetrical disorazole C1 analogue containing two different heterocycles, and its biological activity was studied. This provided exciting information about SAR (structure-activity-relationship) for this highly potent class of antitumor compounds. |
| Document Type: |
article in journal/newspaper |
| File Description: |
application/pdf |
| Language: |
unknown |
| Relation: |
qt041716bz; https://escholarship.org/uc/item/041716bz; https://escholarship.org/content/qt041716bz/qt041716bz.pdf |
| DOI: |
10.3390/molecules29051123 |
| Availability: |
https://escholarship.org/uc/item/041716bz; https://escholarship.org/content/qt041716bz/qt041716bz.pdf; https://doi.org/10.3390/molecules29051123 |
| Rights: |
CC-BY |
| Accession Number: |
edsbas.A85A93A0 |
| Database: |
BASE |