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      Cytotoxic Anomoian B and Aplyzanzine B, New Bromotyrosine Alkaloids from Indonesian Sponges

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          Abstract

          Two new bromotyrosine derivatives, anomoian B ( 1) and aplyzanzine B ( 2), were isolated, respectively, from the organic extracts of a Verongida sponge belonging to the Hexadella genus and from a two-sponge association ( Jaspis sp. and Bubaris sp.), both collected off the coast of Indonesia. The planar structure of 1 and 2 was determined by 1D and 2D NMR experiments and by high-resolution mass spectrometry, while their absolute stereochemistry was assigned by comparison with optical rotation values of known bromotyrosines and by chemical degradation. Both compounds showed moderate antiproliferative activity against a panel of different cancer cell lines. Their cytotoxic activity is facilitated through the induction of apoptosis, which is mediated neither by the generation of reactive oxygen species nor by the inhibition of histone deacetylases in these cell lines.

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          Author and article information

          Journal
          ACS Omega
          ACS Omega
          ao
          acsodf
          ACS Omega
          American Chemical Society
          2470-1343
          12 July 2017
          31 July 2017
          : 2
          : 7
          : 3494-3501
          Affiliations
          []Medicinal Chemistry Department, PharmaMar S. A. , Pol. Ind. La Mina Norte, Avenida de los Reyes 1, Colmenar Viejo, Madrid 28770, Spain
          []Departamento de Química, Facultade de Ciencias e Centro de Investigacións Científicas Avanzadas (CICA), Universidade da Coruña , 15071 A Coruña, Spain
          Author notes
          Article
          10.1021/acsomega.7b00417
          6044681
          30023696
          60c71da6-85c9-4f0b-b7ba-fc8b17c50af5
          Copyright © 2017 American Chemical Society

          This is an open access article published under an ACS AuthorChoice License, which permits copying and redistribution of the article or any adaptations for non-commercial purposes.

          History
          : 07 April 2017
          : 27 June 2017
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          Custom metadata
          ao7b00417
          ao-2017-00417z

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