65792-31-6

Upstream product

• 116-53-0 2-Methylbutanoic acid 
• 4463-02-9 2,4-dimethylbenzene-1,3,5-triol 
• 5856-79-1 iso-butyl chloroformate 

Downstream Products

• 87035-86-7 1-[4-(tert-Butyl-dimethyl-silanyloxy)-2,6-dihydroxy-3,5-dimethyl-phenyl]-2-methyl-butan-1-one 
• 87035-88-9 1-(4-hydroxy-2,6-dimethoxy-3,5-dimethylphenyl)-2-methylbutan-1-one 
• 87035-83-4 Acetic acid 2,4-dimethoxy-1,5-dimethyl-3-(2-methyl-butyryl)-6-oxo-cyclohexa-2,4-dienyl ester 
• 87035-87-8 1-(4-tert-butyldimethylsilyloxy-2,6-dimethoxy-3,5-dimethylphenyl)-2-methylbutan-1-one 
• 164079-15-6 5‐amino‐2,6‐dimethyl‐6‐hydroxy‐4‐(2‐methyl‐1‐oxobutyl)‐3‐methoxy‐2,4‐cyclohexadien‐1‐one 

Relevant academic research and scientific papers

Derivatives of Natural Product Agrimophol as Disruptors of Intrabacterial pH Homeostasis in Mycobacterium tuberculosis

This article reports the rational medicinal chemistry of a natural product, agrimophol (1), as a new disruptor of intrabacterial pH (pHIB) homeostasis in Mycobacterium tuberculosis (Mtb). Through the systematic investigation of the structure-activity relationship of 1, scaffold-hopping of the diphenylmethane scaffold, pharmacophore displacement strategies, and studies of the structure-metabolism relationship, a new derivative 5a was achieved. Compound 5a showed 100-fold increased potency in the ability to reduce pHIB to pH 6.0 and similarly improved mycobactericidal activity compared with 1 against both Mycobacterium bovis-BCG and Mtb. Compound 5a possessed improved metabolic stability in human liver microsomes and hepatocytes, lower cytotoxicity, higher selectivity index, and similar pKa value to natural 1. This study introduces a novel scaffold to an old drug, resulting in improved mycobactericidal activity through decreasing pHIB, and may contribute to the critical search for new agents to overcome drug resistance and persistence in the treatment of tuberculosis.

THE SYNTHESIS OF ASPERSITIN

Aspersitin, a new metabolite produced by Aspergillus parasiticus, was synthesized in racemic form by a six step sequence starting with dimethylphloroglucinol.