118974-79-1Relevant academic research and scientific papers
2-(2-Hydroxyaryl)cinnamic amides: a new class of axially chiral molecules
Marelli, Chiara,Monti, Chiara,Galli, Simona,Masciocchi, Norberto,Piarulli, Umberto
, p. 8943 - 8951 (2006)
The syntheses of several differently substituted amides formally derived from a chiral amine, either E-2-(2-hydroxyphenyl)cinnamic acid or both E- and Z-2-(2-hydroxynaphthyl)cinnamic acid, are reported. These molecules display a restricted rotation about
Inhibitory activities against topoisomerase I and II by isoaurostatin derivatives and their structure-activity relationships
Suzuki, Keitarou,Okawara, Tadashi,Higashijima, Tatuya,Yokomizo, Kazumi,Mizushima, Tohru,Otsuka, Masami
, p. 2065 - 2068 (2007/10/03)
Isoaurostatin A (IAS-A) isolated from Thermomonospora alba showed weak inhibition against topoisomerase (topo) I (IC50 = 307 μM). To get more strong inhibition, derivatives of IAS-A were prepared and their structure-activity relationships against topo I and II were investigated. The addition of hydroxyl group on aromatic rings increased the activities, 3-(3,4,5-trihydroxybenzylidene)-5-hydroxy-3H-benzofuran-2-one (IAS-9) showed strong inhibition (IC50 = 3 μM) against topo I. And also, the increasing of hydroxyl group increased growth inhibition against a variety of cancer cells, and IAS-9 showed most potent inhibition. Unlike camptothecin and etoposide, IAS-9 neither stabilized DNA-topo cleavable complex nor intercalated into DNA, and it inhibited topo I and II noncompetitively. The inhibitory activities also increased by opening of lactone ring in the molecule of IAS-9.
REMOTE INDUCTION OF THE CONDENSATION OF p-NITROBENZALDEHYDE ON THE METHYLENE GROUP OF 5-HYDROXY-2-COUMARANONE
Barbier, Michel
, p. 955 - 960 (2007/10/02)
(Z)-5-Hydroxy-3-(p-nitrobenzylidene)-2-coumaranone ((Z)-p-nitromarginalin) is obtained in 92percent yield by reaction of p-nitrobenzaldehyde with 5-hydroxy-2-coumaranone.The same condensation carried out with 2-coumaranone gives a mixture of (Z)- and (E)-
