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Total synthesis and cytotoxic activities of longamide B, longamide B methyl ester, hanishin, and their analogues.

Abstract：

:The marine alkaloids, longamide B (1), longamide B methyl ester (2), hanishin (3), and a series of non-naturally occurring analogues were synthesized in an efficient manner from inexpensive commercially available dl-aspartic acid dimethyl ester. The cytotoxicities of these natural products (1-3) and their analogues (9-15) were evaluated against human lung adenocarcinoma (A549) and human prostate cancer (PC3) cells. This is the first evaluation of the cytotoxicities of these alkaloids in these cancer cell lines and it revealed that analogue 15 had comparable cytotoxic activity to its natural parent compound, (±)-hanishin (3). This study provides useful information for further structural modification of these alkaloids in order to develop novel antitumor agents.

journal_name

Bioorg Med Chem Lett

journal_title

Bioorganic & medicinal chemistry letters

authors

Zhao DG,Ma YY,Peng W,Zhou AY,Zhang Y,Ding L,Du Z,Zhang K

doi

10.1016/j.bmcl.2015.11.069

subject

Has Abstract

pub_date

2016-01-01 00:00:00

pages

6-8

issue

1

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(15)30277-8

journal_volume

26

pub_type

杂志文章

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