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Communication | Special issue | Vol 72, No. 1, 2007, pp.145-150
Published online, 12th January, 2007
DOI: 10.3987/COM-06-S(K)31
Synthesis and Biological Activities on Batzelladine Derivatives

Jun Shimokawa, Yumi Iijima, Yuichi Hashimoto, Harumi Chiba, Haruo Tanaka, and Kazuo Nagasawa*

*Division of Biotechnology and Life Science, Institute of Symbiotic Science and Technology, Tokyo University of Agriculture and Technology, 2-24-16 Nakamachi, Koganei, Tokyo 184-8588, Japan

Abstract

Structure-activity relationship studies on batzelladines A and D were examined. Seven batzelladine derivatives, including 24-epi-batzelladine A (3) and 7-epi-batzelladine D (4), were synthesized. The inhibitory activity of these derivatives on binding of gp120 with CD4 was evaluated by the use of ELISA-based assay method. For the potent biological activities of batzelladines, tricyclic guanidine moiety, a common structure of batzelladine A and D, and side chain bearing guanidine functional group were found to be mandatory.