• Home
  • Search Results
  • Design, synthesis, and evaluation of thiol-activated sources of sulfur dioxide (SO₂) as antimycobacterial agents.

Design, synthesis, and evaluation of thiol-activated sources of sulfur dioxide (SO₂) as antimycobacterial agents.

Journal of medicinal chemistry (2011-12-02)
Satish R Malwal, Dharmarajan Sriram, Perumal Yogeeswari, V Badireenath Konkimalla, Harinath Chakrapani
ABSTRACT

Here, 2,4-dinitrophenylsulfonamides with tunable cysteine-activated SO(2) release profiles with half-lives of SO(2) release varying from 2 to 63 min are reported. N-Benzyl-2,4-dinitrobenzenesulfonamide (6), which is prepared in one step from commercial sources, had a potency (MIC = 0.15 μM) of inhibiting Mycobacterium tuberculosis (Mtb) higher than the clinical agent isoniazid (MIC = 0.37 μM).

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Sodium sulfite, ≥98%
Sigma-Aldrich
Benzylamine, ReagentPlus®, 99%
Sigma-Aldrich
Sodium sulfite, ACS reagent, ≥98.0%
Supelco
Isoniazid, analytical standard, ≥99% (TLC)
Sigma-Aldrich
N-Benzylmethylamine, 97%
Sigma-Aldrich
Sodium sulfite, BioXtra, ≥98%
Sigma-Aldrich
Sodium sulfite, puriss. p.a., reag. Ph. Eur., anhydrous, 98-100.0% (iodometric)
Sigma-Aldrich
Sodium sulfite, anhydrous, Redi-Dri, reagent grade, ≥98%
Sigma-Aldrich
Sodium sulfite, BioUltra, anhydrous, ≥98% (RT)
Supelco
Benzylamine, for GC derivatization, LiChropur, ≥99.0%
Sigma-Aldrich
Benzylamine, purified by redistillation, ≥99.5%
Sigma-Aldrich
Sodium sulfite, puriss., meets analytical specification of Ph. Eur., BP, NF, anhydrous, 95.0-100.0% (iodometric)