Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA003314
PROPERTIES
| NPAID | NPA003314 |
|---|---|
| CLUSTER ID | 781 |
| NODE ID | 677 |
| NAME | Marinopyrrole A |
| FORMULA | C22H12Cl4N2O4 |
| MOLECULAR WEIGHT (Da) | 510.1600 |
| ACCURATE MASS (Da) | 507.9551 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | sp. CNQ-418 |
| InChIKey | QYPJBTMRYKRTFG-UHFFFAOYSA-N |
| InChI | InChI=1S/C22H12Cl4N2O4/c23-12-9-13(19(31)10-5-1-3-7-14(10)29)28(22(12)26)18-16(24)21(25)27-17(18)20(32)11-6-2-4-8-15(11)30/h1-9,27,29-30H |
| SMILES | C1=CC=C(C(=C1)C(=O)C2=CC(=C(N2C3=C(NC(=C3Cl)Cl)C(=O)C4=CC=CC=C4O)Cl)Cl)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Hughes, Chambers C.; Kauffman, Christopher A.; Jensen, Paul R.; Fenical, William Structures, reactivities, and antibiotic properties of the marinopyrroles A-F Journal of Organic Chemistry 2010 75 (10) 3240-3250. | ||
|---|---|---|---|
| DOI | 10.1021/jo1002054 | PMID | 20405892 |
SYNTHESES
| CITATION 1 | Nicolaou KC; Simmons NL; Chen JS; Haste NM; Nizet V Total synthesis and biological evaluation of marinopyrrole A and analogues. Tetrahedron Letters 2011 52 (17) 2041-2043. DOI: 10.1016/j.tetlet.2010.09.059 PMID: 21499535 | ||
|---|---|---|---|
| CITATION 2 | Kanakis AA; Sarli V Total synthesis of (±)-marinopyrrole A via copper-mediated N-arylation. Organic Letters 2010 12 (21) 4872-4875. DOI: 10.1021/ol102035s PMID: 20886840 | ||
| CITATION 3 | Cheng C; Pan L; Chen Y; Song H; Qin Y; Li R Total synthesis of (+/-)-marinopyrrole A and its library as potential antibiotic and anticancer agents. Journal of Combinatorial Chemistry 2010 12 (4) 541-547. DOI: 10.1021/cc100052j PMID: 20429575 | ||
