A Novel β‐Amino Acid in Cytotoxic Peptides from the Cyanobacterium  Tychonema  sp. | Zendy

Mehner Christian | Zendy; Müller Daniela | Zendy; Krick Anja | Zendy; Kehraus Stefan | Zendy; Löser Reik | Zendy; Gütschow Michael | Zendy; Maier Armin | Zendy; Fiebig HeinzHerbert | Zendy; Brun Reto | Zendy; König Gabriele M. | Zendy

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A Novel β‐Amino Acid in Cytotoxic Peptides from the Cyanobacterium Tychonema sp.

Author(s) -

Mehner Christian,

Müller Daniela,

Krick Anja,

Kehraus Stefan,

Löser Reik,

Gütschow Michael,

Maier Armin,

Fiebig HeinzHerbert,

Brun Reto,

König Gabriele M.

Publication year - 2008

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200701033

Subject(s) - chemistry , antiprotozoal , clonogenic assay , cytotoxic t cell , amino acid , stereochemistry , cytotoxicity , biochemistry , cell , in vitro

The cyclic dodecapeptides tychonamide A ( 1 ) and B ( 2 ) isolated from the methanolic extract of the cyanobacterium Tychonema sp. contain the novel β‐amino acid 3‐amino‐2,5,7‐trihydroxy‐8‐phenyloctanoic acid (Atpoa). Compounds 1 and 2 have cytotoxic activity towards cancer cell linesin a monolayer assay with mean IC 50 values of 0.9 and 3.3 μg mL –1 , respectively. Compound 2 was shown to be active against tumor cell suspensions derived fromsolid tumor xenografts in a clonogenic assay (mean IC 50 2.4 μg mL –1 ). Additionally, antiprotozoal activity was observed ( Trypanosoma b. rhodesiense , IC 50 0.1 μg mL –1 ) for compound 1 . (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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