Macrolactonolides: a novel class of anti-inflammatory compounds.

Article Details

Citation

Tomaskovic L, Komac M, Makaruha Stegic O, Munic V, Ralic J, Stanic B, Banjanac M, Markovic S, Hrvacic B, Cipcic Paljetak H, Padovan J, Glojnaric I, Erakovic Haber V, Mesic M, Mercep M

Macrolactonolides: a novel class of anti-inflammatory compounds.

Bioorg Med Chem. 2013 Jan 1;21(1):321-32. doi: 10.1016/j.bmc.2012.10.036. Epub 2012 Oct 30.

PubMed ID
23199485 [ View in PubMed
]
Abstract

A new concept in design of safe glucocorticoid therapy was introduced by conjugating potent glucocorticoid steroids with macrolides (macrolactonolides). These compounds were synthesized from various steroid 17beta-carboxylic acids and 9a-N-(3-aminoalkyl) derivatives of 9-deokso-9a-aza-9a-homoeritromicin A and 3-descladinosyl-9-deokso-9a-aza-9a-homoeritromicin A using stable alkyl chain. Combining property of macrolides to preferentially accumulate in immune cells, especially in phagocyte cells, with anti-inflammatory activity of classic steroids, we designed molecules which showed good anti-inflammatory activity in ovalbumin (OVA) induced asthma in rats. The synthesis, in vitro and in vivo anti-inflammatory activity of this novel class of compounds are described.

DrugBank Data that Cites this Article

Binding Properties
DrugTargetPropertyMeasurementpHTemperature (°C)
DexamethasoneGlucocorticoid receptorEC 50 (nM)9.7N/AN/ADetails
DexamethasoneGlucocorticoid receptorEC 50 (nM)13N/AN/ADetails
DexamethasoneGlucocorticoid receptorEC 50 (nM)3.7N/AN/ADetails