TAILIEUCHUNG - Synthesis of n-alkyl amino lactam derivatives

The main structural variation is located on the 3- aminocaprolactam moiety, and displays a wide range of biological activities, including antitumor, antibiotic, and anthelmintic properties. | Journal of Science and Technology 54 (2C) (2016) 291-298 SYNTHESIS OF N-ALKYL AMINO LACTAM DERIVATIVES Phi Thi Dao1, Vu Van Loi1, Nguyen Thi Bich2, Doan Thi Mai Huong1, *, Nguyen Hien2, Chau Van Minh1, Pham Van Cuong1 1 Institute of Marine Biochemistry, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Hanoi 2 Hanoi National University of Education, 136 Xuan Thuy, Cau Giay, Hanoi * Email: doanhuong7@ Received: 15 May 2016; Accepted for publication: 15 October 2016 ABSTRACT Bengamides are sponge-derived natural products of mixed biosynthesis (polyketides and amino acids), the first two members, isolated from Jaspidae sponges in coral surrounding Fiji islands, were reported in 1986. The main structural variation is located on the 3aminocaprolactam moiety, and displays a wide range of biological activities, including antitumor, antibiotic, and anthelmintic properties. These interesting biological activities have made bengamides popular targets for synthesis and biological studies. There have been some reports on diverse modifications of the caprolactame unit, and indication that N-substitution on caprolactam greatly influences the antitumor activity. In this paper, we reported the method for synthesis of 6 amino lactams containing an additional N-alkyl group (4a-4c) and (8a-8c) for further synthesis of new bengamide analogues. Their structures were established by MS and NMR spectroscopies. Keywords: bengamides, amino-lactams, cytotoxic activity. 1. INTRODUCTION Bengamides from natural marine products were first isolated from Jaspis sponges species [1]. So far, 24 bengamide compounds have been isolated and structural elucidated [2 - 4]. Many of these compounds show high bioactivity against several cancer cell lines. Intense cytotoxic studies of the antitumor activities of the bengamides, together with the results provided by the NCI-DTP database, has resulted in their identification as promising new anticancer agents. Thus, IC50 values for .

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