Name: Collismycin A
Rating: 5 (10 reviews)

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HIT ID:HIT103967052
Cas No:158792-24-6
常用名:Collismycin A
IUPAC:(E)-N-{[4-methoxy-5-(methylsulfanyl)-[2,2'-bipyridin]-6-yl]methylidene}hydroxylamine
IUPAC:(E)-N-{[4-methoxy-5-(methylsulfanyl)-[2,2'-bipyridin]-6-yl]methylidene}hydroxylamine
InChI key:NQGMIPUYCWIEAW-OVCLIPMQSA-N

分子式:C13H13N3O2S
分子量:275.33
氢键供体数 (HBD):1
氢键受体数 (HBA):5
LogP:2.823898
SMILES:COc1cc(nc(\C=N\O)c1SC)-c1ccccn1
SMILES:COc1cc(nc(\C=N\O)c1SC)-c1ccccn1

Collismycin A is a bacterial metabolite originally isolated from Streptomyces that has diverse biological activities, including antibacterial, antiproliferative, and neuroprotective properties. It is active against a variety of bacteria (MICs = 6.25 and 100 μg/ml) and fungi (MICs = 12.5-100 μg/ml). It inhibits proliferation of A549 lung, HCT116 colon, and HeLa cervical cancer cells (IC50s = 0.3, 0.6, and 0.3 μM, respectively) and NIH373 fibroblasts (IC50 = 56.6 μM) but not MDA-MD-231 breast cancer cells (IC50 = >100 μM). Collismycin A forms a complex with Fe(II) and Fe(III) at a 2:1 ratio, and the addition of iron ions inhibits the antiproliferative effect of collismycin A on HeLa cells, an effect that does not occur with the addition of zinc, manganese, copper, or magnesium ions. Collismycin A (1 μM) prevents apoptosis in the brain region of zebrafish larvae by 44% in a model of neuronal cell death induced by all-trans retinoic acid .

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