Literature DB >> 29792433

Hinduchelins A-D, Noncytotoxic Catechol Derivatives from Streptoalloteichus hindustanus.

Fei He1,2, Hitomi Nakamura1, Shotaro Hoshino1, Joyce Seow Fong Chin3, Liang Yang3, Huiping Zhang4, Fumiaki Hayashi4, Ikuro Abe1.   

Abstract

Four new catechol derivatives, hinduchelins A-D (1-4), composed of 2,3- dihydroxybenzoic acid, threonine, and decarboxylated phenylalanine, were isolated from Streptoalloteichus hindustanus. Their structures and absolute configurations were elucidated by interpretation of NMR and HRMS data and quantum chemical ECD calculations. The iron-binding properties of the compounds were evaluated by a pyoverdine production assay in Pseudomonas aeruginosa, and compound 4 showed moderate ability to induce pyoverdine production at 50 μM. None of the compounds were cytotoxic toward HL-20, A549, SMMC-7721, MCF-7, and SW-480 tumor cell lines.

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Year:  2018        PMID: 29792433     DOI: 10.1021/acs.jnatprod.8b00049

Source DB:  PubMed          Journal:  J Nat Prod        ISSN: 0163-3864            Impact factor:   4.050


  1 in total

1.  Total Synthesis of Hinduchelins A-D, Stereochemical Revision of Hinduchelin A, and Biological Evaluation of Natural and Unnatural Analogues.

Authors:  Elizabeth S Childress; Aaron T Garrison; Jessica R Sheldon; Eric P Skaar; Craig W Lindsley
Journal:  J Org Chem       Date:  2019-05-08       Impact factor: 4.354

  1 in total

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