TY - JOUR
T1 - Synthesis and brine shrimp lethality test of some benzoxazine and aminomethyl derivatives of eugenol
AU - Rudyanto, Marcellino
AU - Ekowati, Juni
AU - Widiandani, Tri
AU - Honda, Toshio
PY - 2014
Y1 - 2014
N2 - 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.
AB - 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.
KW - Aminomethyl
KW - BST
KW - Benzoxazines
KW - Eugenol
KW - Mannich reaction
KW - Synthesis
UR - http://www.scopus.com/inward/record.url?scp=84896447915&partnerID=8YFLogxK
M3 - Article
AN - SCOPUS:84896447915
SN - 0975-1491
VL - 6
SP - 465
EP - 467
JO - International Journal of Pharmacy and Pharmaceutical Sciences
JF - International Journal of Pharmacy and Pharmaceutical Sciences
IS - SUPPL. 2
ER -