PD-116152

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PD-116152
Category Antibiotics
Catalog number BBF-03531
CAS 101708-64-9
Molecular Weight 328.28
Molecular Formula C16H12N2O6
Purity >98 %

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Description

PD-116152 is a novel and highly substituted phenazine. It has antitumor activity. It was isolated from the culture broth of a Streptomyces sp.

Specification

Synonyms PD-116,152; PD116,152; PD 116,152; PD116152; PD 116152; 6-Formyl-4,7,9-trihydroxy-8-methyl-1-phenazinecarboxylic acid methyl ester; Methyl 6-formyl-4,7,9-trihydroxy-8-methylphenazine-1-carboxylate
Shelf Life 2 month in rt, long time
Storage -20°C Freezer
IUPAC Name methyl 7-hydroxy-6-(hydroxymethylidene)-8-methyl-4,9-dioxo-10H-phenazine-1-carboxylate
Canonical SMILES CC1=C(C(=C2C(=C1O)NC3=C(C=CC(=O)C3=N2)C(=O)OC)C=O)O
InChI InChI=1S/C16H12N2O6/c1-6-14(21)8(5-19)11-13(15(6)22)18-10-7(16(23)24-2)3-4-9(20)12(10)17-11/h3-5,18,21-22H,1-2H3
InChI Key XISPNJUDHMOMIF-UHFFFAOYSA-N

Properties

Appearance Crystalline Powder
Application PD-116152 has antitumor activity.
Antibiotic Activity Spectrum neoplastics (Tumor)
Boiling Point 670.7±50.0 °C | Condition: Press: 760 Torr
Melting Point 255°C (dec.)
Density 1.599±0.06 g/cm3 | Condition: Temp: 20 °C Press: 760 Torr
Solubility 10 mM in DMSO

Reference Reading

1. PD 116,152, a novel phenazine antitumor antibiotic. Discovery, fermentation, culture characterization and biological activity
S W Mamber, W E Dobson, B D Graham, J B Tunac J Antibiot (Tokyo) . 1986 Feb;39(2):192-7. doi: 10.7164/antibiotics.39.192.
A novel phenazine antitumor antibiotic is described, produced by Streptomyces lomondensis subsp. galanosa NRRL 15738. The antibiotic is selectively active versus the bacterium Streptococcus pneumoniae (MIC less than 0.46 microgram/ml); the antitumor activity versus murine P388 leukemia is T/C 149.
2. PD 116,152, a new phenazine antitumor antibiotic. Structure and antitumor activity
J Clardy, T A Smitka, R H Bunge, J C French, J H Wilton, G C Hokanson, C H He J Antibiot (Tokyo) . 1986 Jun;39(6):800-3. doi: 10.7164/antibiotics.39.800.
A new, highly substituted phenazine with antitumor activity was isolated from the culture broth of a Streptomyces sp. This compound, whose structure was determined by spectroscopic methods and verified by X-ray diffraction analysis, was found to be methyl 6-formyl-4,7,9-trihydroxy-8-methyl-1-phenazinecarboxylate.

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