Synthesis and brine shrimp lethality test of some benzoxazine and aminomethyl derivatives of eugenol

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Abstract

The specific objective of this research is to synthesize novel 1,3-benzoxazine and aminomethyl compounds from eugenol and study their biological activity. Eugenol was reacted with formaldehyde and primary amines following Mannich reactions. The obtained 1,3-benzoxazine compounds were then hydrolyzed to give the aminomethyl derivatives. All the obtained 1,3-benzoxazine and aminomethyl compounds were tested for biological activity using brine shrimp lethality test (BST). It was found that 6-allyl-8-methoxy-3-phenyl-3,4-dihydro-2H-benzo[e][1,3]oxazine, 6-allyl-3-benzyl- 8-methoxy-3,4-dihydro-2H-benzo[e][1,3]oxazine,4-allyl-2-methoxy-6-phenylaminomethylphenol, 4-allyl-2-(benzylaminomethyl)-6-methoxyphenol, and 4-allyl-2-{[(furan-2-ylmethyl)-amino]-methyl}-6-methoxyphenol show toxicity on BST, and therefore potential to be further studied for their bioactivity.

Original languageEnglish
Pages (from-to)465-467
Number of pages3
JournalInternational Journal of Pharmacy and Pharmaceutical Sciences
Volume6
Issue numberSUPPL. 2
Publication statusPublished - 2014

Keywords

  • Aminomethyl
  • BST
  • Benzoxazines
  • Eugenol
  • Mannich reaction
  • Synthesis

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