TAN-1120
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| Category | Mycotoxins |
| Catalog number | BBF-02499 |
| CAS | 131443-34-0 |
| Molecular Weight | 671.7 |
| Molecular Formula | C34H41NO13 |
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Description
TAN-1120 is an anthracycline produced by Streptomyces triangulates subsp. Angiostaticus. It showed remarkably potent angiostatic activity in two conventional angiogenesis assay systems in vivo.
Specification
| Synonyms | TAN 1120 |
| IUPAC Name | 9-acetyl-6,9,11-trihydroxy-7-[[5-hydroxy-2-(2-hydroxypropyl)-4,10-dimethyl-4,5,6,6a,7,8,10,10a-octahydropyrano[3,4-d][1,3,6]dioxazocin-8-yl]oxy]-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione |
| Canonical SMILES | CC1C2C(CC(O1)OC3CC(CC4=C3C(=C5C(=C4O)C(=O)C6=C(C5=O)C(=CC=C6)OC)O)(C(=O)C)O)NC(C(OC(O2)CC(C)O)C)O |
| InChI | InChI=1S/C34H41NO13/c1-13(36)9-22-46-15(3)33(42)35-19-10-23(45-14(2)32(19)48-22)47-21-12-34(43,16(4)37)11-18-25(21)31(41)27-26(29(18)39)28(38)17-7-6-8-20(44-5)24(17)30(27)40/h6-8,13-15,19,21-23,32-33,35-36,39,41-43H,9-12H2,1-5H3 |
| InChI Key | IYMKZHJAGBHDOV-UHFFFAOYSA-N |
Properties
| Appearance | Dark Red Powder |
| Antibiotic Activity Spectrum | neoplastics (Tumor) |
Reference Reading
1. Design of potential angiogenin inhibitors
B J Howlin, N P Tomkinson, J Chen, G A Webb J Comput Aided Mol Des. 1994 Jun;8(3):223-30. doi: 10.1007/BF00126741.
A model of angiogenin has been prepared by homology modelling, based upon the structure of ribonuclease A. This model has been used to postulate an inhibitor based upon the angiostatic agent TAN1120. The complex of ribonuclease A with a dinucleotide has been modelled and used as a guide to the binding orientation of daunomycin--the closest TAN1120 analogue for which the crystal structure and stereochemistry are available.
2. TAN-1120, a new anthracycline with potent angiostatic activity
Y Nozaki, T Hida, S Iinuma, T Ishii, K Sudo, M Muroi, T Kanamaru J Antibiot (Tokyo). 1993 Apr;46(4):569-79. doi: 10.7164/antibiotics.46.569.
A potent angiogenesis-inhibitory compound TAN-1120 was found to be produced by a Streptomyces species isolated from a soil sample. The producing organism was characterized as a new subspecies of S. triangulatus and named S. triangulatus subsp. angiostaticus subsp. nov. due to its specific ability to produce the compound. This substance was isolated as a red powder by a combination of organic solvent extraction, silica gel column chromatography and preparative HPLC using an ODS column. Its structure was elucidated by chemical reactions and spectral analyses to be a new baumycin-group anthracycline. Reduction of TAN-1120 gave two compounds, a deoxy derivative and baumycin A1. TAN-1120 showed remarkably potent angiostatic activity in two conventional angiogenesis assay systems in vivo, while doxorubicin and daunomycin had far weaker activity. It strongly inhibited proliferation of vascular endothelial cells did not prevent capillary cord formation in vitro by the endothelial cells on extracellular matrix-coated plates. TAN-1120 is one of the most potent angiostatic agents reported.
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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
