100940-65-6
Chemical Structure
Sandramycin
- CAS No.: 100940-65-6
- Formula:C60H76N12O16
- Molecular Weight:1221.32
IUPAC Name: N,N'-((7R,11S,19aS,26R,30S,38aS)-11,30-diisopropyl-12,15,31,34-tetramethyl-6,10,13,16,19,25,29,32,35,38-decaoxodotriacontahydro-2H,6H,10H,25H-dipyrido[2,1-b1:2',1'-l][1,17]dioxa[4,7,10,13,20,23,26,29]octaazacyclodotriacontine-7,26-diyl)bis(3-hydroxyquinoline-2-carboxamide)
InChIKey: WXIVYIYCEBUEHL-RTQGILJWSA-N
SMILES: CC(C)[C@@H](C(OC[C@@H](NC(C1=C(O)C=C(C=CC=C2)C2=N1)=O)C3=O)=O)N(C)C(CN(C)C(CNC([C@@H]4CCCCN4C([C@@H](COC([C@H](C(C)C)N(C)C(CN(C)C(CNC([C@H]5N3CCCC5)=O)=O)=O)=O)NC(C6=C(O)C=C(C=CC=C7)C7=N6)=O)=O)=O)=O)=O
Biological Activity: Sandramycin ia a cyclic depsipeptide antibiotic isolated from cultured broth of a Nocardioides sp. Sandramycin is also a DNA intercalator that potently binds DNA and is an ADC cytotoxin. Sandramycin is active against Gram-positive bacteria and has potent antitumor activity[1][2][3].
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Sandramycin | Sandramycin ia a cyclic depsipeptide antibiotic isolated from cultured broth of a Nocardioides sp. Sandramycin is also a DNA intercalator that potently binds DNA and is an ADC cytotoxin. Sandramycin is active against Gram-positive bacteria and has potent antitumor activity. | |||||||||||||||||||||
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References
- [1]. J A Matson, et al. Sandramycin, a Novel Antitumor Antibiotic Produced by a Nocardioides Sp. Production, Isolation, Characterization and Biological Properties. J Antibiot (Tokyo). 1989 Dec;42(12):1763-7. [Content Brief]
- [2]. Katsushi Katayama, et al. Total Synthesis of Sandramycin and Its Analogues via a Multicomponent Assemblage. Org Lett. 2014 Jan 17;16(2):428-31. [Content Brief]
- [3]. D L Boger, et al. DNA Binding Properties of Key Sandramycin Analogues: Systematic Examination of the Intercalation Chromophore. Bioorg Med Chem. 1999 Feb;7(2):315-21. [Content Brief]
