Naturalproductman’s Blog

Hey, is that a natural product?!

Archive for the ‘Medicinal Chemistry’ Category

Enhancing water solubility of a drug (triptolide)

Posted by naturalproductman on November 25, 2015

Gunda Georg and co-workers at the University of Minnesota reported in the Journal of Medicinal Chemistry on the addition of a phosphonooxymethyl group onto triptolide to increase its water solubility by greater than 3,580 times. (slight mistake: Scheme 2 in the paper has the use of benzoyl peroxide shown as “Bn2O2” when it should be “Bz2O2” – Bn2O2 would be benzyl peroxide). Another interesting point from this paper is that this natural product has multiple modes of action where it can covalently attach to proteins (XPB, xeroderma pigmentosum B) or non-covalently (DCTPP1, dCTP pyrophosphatase). Other modified attempts to form soluble prodrugs of this natural product (e.g. carboxylic acid, amino acid esters) resulted in difficult removal of the prodrug group.

11.25.2015 Naturalproductman

J. Med. Chem. paper

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Posted in Alzheimer's, Cancer, Diterpene, Epoxides, Medicinal Chemistry, Prodrug | 1 Comment »

What kind of heterocycles are in drugs?

Posted by naturalproductman on July 22, 2015

This is a good review by Jon Njardarson and co-workers in Journal of Medicinal Chemistry on the analysis of heterocycles in FDA approved drugs.
heterocycles
JMC paper

Posted in Medicinal Chemistry | Leave a Comment »

MAP4K4 for neurodegenerative diseases

Posted by naturalproductman on April 26, 2015

Herbert Waldmann and co-workers at Technische Universität Dortmund have reported in ACIE on MAP4K4 as a target for neurodegenerative diseases.

MAP

ACIE paper

Posted in Diseases, Medicinal Chemistry, Neurodegenerative, Protein Targets, Proteins | Leave a Comment »