Premium
Synthesis and Biological Activities of Azalamellarins
Author(s) -
Boonyaudtayan Sasiwadee,
Yotapan Nattawut,
Woo Christina,
Bruns Carson J.,
Ruchirawat Somsak,
Thasaopporn
Publication year - 2010
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201000237
Subject(s) - cytotoxicity , biological activity , amide , stereochemistry , chemistry , cancer cell lines , cell culture , molecule , combinatorial chemistry , cancer cell , biology , biochemistry , in vitro , cancer , organic chemistry , genetics
Abstract The synthesis of azalamellarins, a new series of lactam analogues of biologically active lamellarins, was achieved using Cu I ‐mediated and microwave‐assisted CN amide bond formation. Seventeen azalamellarins, including N ‐allylazalamellarins and N ‐propylazalamellarins χ‐D, L ‐N, and J‐dehydro J, were synthesized and evaluated for their cytotoxicity against the cancer cell lines HuCCA‐1, A‐549, HepG2, and MOLT‐3. The results showed that certain azalamellarins exhibited good activities in the micromolar IC 50 value range (IC 50 =the drug concentration that causes 50 % of cell‐growth inhibition after 72 h of continuous exposure to the test molecule), comparable to their parent lamellarin analogue.