The Introduction of Hydrazone, Hydrazide or Azepane Moieties to the Triterpenoid Core Enhances an Activity Against M. tuberculosis.

CONCLUSIONS: It was revealed that conjugation of lupanes with INH at C3 is more effective than at C28 and lupane skeleton is preferable among oleanane and ursane types. The replacement of native hexacarbocyclic A ring to seven-member azepane ring is favorably for inhibition of both MTB H37RV and SDR-strains. These data could possibly mean that the antitubercular activity against INH-resistant strains (INH-R) came from both triterpenoid and isoniazid parts of the hybrid molecules. Azepanobetulin showed the highest activity against both INH-R strains in comparison with other triterpenoids and INH. Thus, the introduction of hydrazone, hydrazide (dihydrazide) or azepane moieties into triterpenoid core is a promising way for the development of new anti-tubercular agents. PMID: 31939731 [PubMed - as supplied by publisher]

https://www.ncbi.nlm.nih.gov/pubmed/31939731?dopt=Abstract

Source: Medicinal Chemistry - January 14, 2020 Category: Chemistry Authors: Kazakova OB, Medvedeva NI, Smirnova IE, Lopatina TV, Veselovsky AV Tags: Med Chem Source Type: research