Microwave assisted synthesis and QSAR study of novel NSAID acetaminophen conjugates with amino acid linkers

Siva S. Panda, Adel S. Girgis

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

Novel, non-steroidal anti-inflammatory drug (NSAID), acetaminophen conjugates 6a-l with amino acid linkers were synthesized utilizing benzotriazole chemistry. Biological data acquired for all the novel bis-conjugates showed (a) some bis-conjugates (6d, 6e, 6h, and 6k) exhibit more potent anti-inflammatory activity than their parent drugs, (b) the potent bis-conjugates show no visible stomach lesions in contrast to parent drugs which are highly ulcerogenic, and (c) that the potent bio-active compounds have no mortality rates or toxic symptoms at 5 fold the applied anti-inflammatory dosage. A statistically significant QSAR model describing the anti-inflammatory properties of 6a-l (N = 15, n = 3, R2 = 0.891, R2cvOO = 0.770, R2cvMO = 0.796, F = 29.904, s2 = 0.011) was obtained employing CODESSA-Pro that validated the observed bio-activity. This journal is

Original languageEnglish (US)
Pages (from-to)7238-7249
Number of pages12
JournalOrganic and Biomolecular Chemistry
Volume12
Issue number37
DOIs
StatePublished - Oct 7 2014

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Quantitative Structure-Activity Relationship
Acetaminophen
Microwaves
amino acids
drugs
Anti-Inflammatory Agents
Amino Acids
microwaves
synthesis
Pharmaceutical Preparations
stomach
mortality
Poisons
Bioactivity
lesions
Stomach
chemistry
dosage
Mortality

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Biochemistry
  • Medicine(all)

Cite this

Microwave assisted synthesis and QSAR study of novel NSAID acetaminophen conjugates with amino acid linkers. / Panda, Siva S.; Girgis, Adel S.

In: Organic and Biomolecular Chemistry, Vol. 12, No. 37, 07.10.2014, p. 7238-7249.

Research output: Contribution to journalArticle

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