Phosmidosine C

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Category Others
Catalog number BBF-02414
CAS
Molecular Weight 376.26
Molecular Formula C11H17N6O7P

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Description

It is produced by the strain of Str. sp. RK-16.

Specification

IUPAC Name 6-amino-9-[(2R,3R,4S,5R)-5-[[amino(methoxy)phosphoryl]oxymethyl]-3,4-dihydroxyoxolan-2-yl]-7H-purin-8-one
Canonical SMILES COP(=O)(N)OCC1C(C(C(O1)N2C3=NC=NC(=C3NC2=O)N)O)O
InChI InChI=1S/C11H17N6O7P/c1-22-25(13,21)23-2-4-6(18)7(19)10(24-4)17-9-5(16-11(17)20)8(12)14-3-15-9/h3-4,6-7,10,18-19H,2H2,1H3,(H2,13,21)(H,16,20)(H2,12,14,15)/t4-,6-,7-,10-,25?/m1/s1
InChI Key RENSJGNFTDPDED-ACFLSSRZSA-N

Properties

Melting Point 230°C (dec.)
Solubility Soluble in Water

Reference Reading

1. Morphology reversion activity of phosmidosine and phosmidosine B, a newly isolated derivative, on src transformed NRK cells
N Matsuura, R Onose, H Osada J Antibiot (Tokyo). 1996 Apr;49(4):361-5. doi: 10.7164/antibiotics.49.361.
An antifungal antibiotic, phosmidosine (1) was previously isolated (J. Antibiotics 44: 375 approximately 381, 1991). Phosmidosine derivatives, phosmidosines B (2) and C (3) were newly isolated as detransforming compounds from the fermentation broth of Streptomyces sp. strain RK-16 which is a producer strain of phosmidosine (1). The structures of 2 and 3 were established by spectroscopic methods, including UV, HRFAB-MS, and NMR. 1 and 2 showed the inhibitory activity of the cell cycle progression and the morphological reversion activity on srcts-NRK cells. On the other hand, 3 had no activity. These results indicate that the prolyl group in phosmidosine derivatives plays an important role in the inhibitory activity against the cell cycle progression and the morphological reversion activity on srcts-NRK cells.

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