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Licensed Unlicensed Requires Authentication Published by De Gruyter January 11, 2019

Diverse polyketides and alkaloids from Penicillium sp. KHMM: structural elucidation, biological and molecular docking studies

Abdelaaty Hamed , Mohamed Ismail , Mohammad M. El-Metwally , Marcel Frese , Tarek M.A. Ibrahim , Atef F. El-Haddad , Norbert Sewald and Mohamed Shaaban ORCID logo EMAIL logo

Abstract

As a continuation of our earlier research concerning the investigation of microbial bioactive secondary metabolites from the terrestrial Penicillium sp.KH Link 1809 isolate KHMM, the fungus was re-cultivated on a large scale to explore its bioactive compounds intensively. Fifteen compounds, including seven alkaloids (1–7), one sesquiterpene (8), an acetylenic system (9), two sterols, and sphengolipid, were identified. Their structures were established on the bases of extensive one- and two-dimensional nuclear magnetic resonance and mass measurements, and by comparison with literature data. The antimicrobial activity of the fungal extract and the corresponding compounds were studied using a panel of pathogenic microorganisms, and their in vitro cytotoxicity against the human cervix carcinoma cell line (KB-3-1) was reported as well. The molecular docking of the isolated compounds showed promising affinities for the alkaloidal compounds 46 towards α, β tubulins.

Acknowledgements

The authors are thankful to the NMR and MS Departments of Bielefeld University for the spectral measurements. We thank Carmela Michalek for the biological activity testing and Marco Wißbrock and Anke Nieß for the technical assistance they extended. This work was financed by the German Academic Exchange Service (DAAD) with funds from the German Federal Foreign Office in the frame of the Research Training Network “Novel Cytotoxic Drugs from Extremophilic Actinomycetes” (Project ID 57166072).

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Supplementary Material:

The online version of this article offers supplementary material (https://doi.org/10.1515/znc-2018-0145).


Received: 2018-09-23
Revised: 2018-11-19
Accepted: 2018-12-15
Published Online: 2019-01-11
Published in Print: 2019-05-27

©2019 Walter de Gruyter GmbH, Berlin/Boston

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