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Short Paper | Regular issue | Vol 91, No. 9, 2015, pp.1823-1832
Published online, 27th August, 2015
DOI: 10.3987/COM-15-13293
Design, Synthesis, and Evaluation of Novel 2-Halogenated or Aminated Carbocyclic Oxetanocin a Analogs as Potential Angiogenic Agents

Norikazu Sakakibara,* Junsuke Igarashi, Maki Takata, Ryoji Konishi, Natsuki Suzue, Yoshihisa Kato, Tokumi Maruyama, and Ikuko Tsukamoto

*Kagawa School of Pharmaceutical Sciences, Tokushima Bunri University, 1314-1 Shido, Sanuki City, Kagawa 769-2193, Japan

Abstract

We succeeded in the synthesis of four types of carbocyclic oxetanocin A (2-Chloro-C.OXT-A; COA-Cl) analog: 2-halogenated or aminated carbocyclic oxetanocin A: COA-F, COA-Br, COA-I, and COA-NH2, which were synthesized and evaluated using human umbilical vein endothelial cells. Among these compounds, 100 M COA-Br and COA-I had greater angiogenic activity, with relative tube areas of 2.10 0.32 and 2.01 0.61 (mean SD), respectively, which were comparable to that of COA-Cl (2.30 0.59).