| Title | Biosynthetic O-Methylation Protects Cladoniamides from Self-destruction. |
| Publication Type | Journal Article |
| Year of Publication | 2013 |
| Authors | Du, YLing, Ding, T, Ryan, KS |
| Journal | Organic letters |
| Volume | 15 |
| Start Page | 2538 |
| Pagination | 2538–2541 |
| Date Published | 2013 May 2 |
| ISSN | 1523-7052 |
| Abstract | Bisindole cladoniamides, nanomolar inhibitors of colon cancer cell line HCT-116, contain a rare, indolotryptoline substructure. In this report, the structures of xenocladoniamides A-E (9-13) are described. Compounds 9-13 are generated from a cladoniamide heterologous production system where O-methyltransferase gene claM3 has been inactivated. The results suggest that O-methylation, installed by enzyme ClaM3, is critical to maintaining the structural integrity of the indolotryptoline scaffold. Xenocladoniamides D and E are modestly cytotoxic against colon cancer cell line HCT-116. |
| DOI | 10.1021/ol401036f |
