Novel and Bioactive Natural Products from the Marine-Derived Endophytic Fungi: Coniothyrium cereale, Phaeosphaeria spartinae and Auxarthron reticulatum [Elektronische Ressource] / Mahmoud Fahmi Elsebai Moustafa. Mathematisch-Naturwissenschaftliche Fakultät

Mahmoud Fahmi Elsebai Moustafa

Sujets

• Biologie

Informations

• Publié par: rheinische_friedrich-wilhelms-universitat_bonn
• Publié le: 01 janvier 2011
• Nombre de lectures: 83
• Langue: Deutsch
• Poids de l'ouvrage: 2 Mo

Extrait

Novel and Bioactive Natural Products from the
Marine-Derived Endophytic Fungi
Coniothyrium cereale, Phaeosphaeria
spartinae and Auxarthron reticulatum







Dissertation
zur
Erlangung des Doktorgrades (Dr. rer. nat.)
der
Mathematisch-Naturwissenschaftlichen Fakultät
der
Rheinischen Friedrich-Wilhelms-Universität Bonn







vorgelegt von
Mahmoud Fahmi Elsebai Moustafa
aus
Mansoura, Ägypten

Bonn, 2011














Angefertigt mit Genehmigung der Mathematisch-Naturwissenschaftlichen Fakultät
der Rheinischen Friedrich-Wilhelms-Universität Bonn








1. Referentin: Prof. Dr. G. M. König
2. Referent: Priv.-Doz. W. Knöss
3. Fachnahes Mitglied: Prof. Dr. H.-G. Sahl
4. Fachangrenzendes Mitglied: Prof. Dr. R. Galensa


Erscheinungsjahr: 2011
Tag der Promotion: 21-10- 2011
II





































III
Vorveröffentlichungen der Dissertation/In Advance Publications of the
Dissertation

Teilergebnisse aus dieser Arbeit wurden mit Genehmigung der Mathematisch-
Naturwissenschaftlichen Fakultät, vertreten durch die Mentorin/Betreuerin der Arbeit,
in folgenden Beiträgen vorab veröffentlicht:
Parts of this study have been published in advance by permission of the
Mathematisch-Naturwissenschaftlichen Fakultät, represented by the supervisor of
this study:
Publikationen/Research Papers and Manuscripts
1- Elsebai M. F., Kehraus S., Gütschow M., and König G. M. (2009), “New
polyketides from the marine-derived fungus Phaeosphaeria spartinae”, Nat.
Prod. Commun., 4, 11, 1463-1468.

2- Elsebai M. F., Kehraus S., Gütschow M., and König G. M. (2010),
“Spartinoxide, a new enantiomer of A82775C with inhibitory activity toward
HLE from the marine-derived Fungus Phaeosphaeria spartinae”, Nat. Prod.
Commun., 5, 7, 1071-1076.

3- Elsebai M. F., Kehraus S., Lindequist U., Sasse F., Shaaban S., Gütschow
M., Josten M., Sahl H. G., and König G. M. (2011), “Antimicrobial
phenalenone derivatives from the marine-derived fungus Coniothyrium
cereale”, Org. Biomol. Chem., 9, 3, 802-808.

4- Elsebai M. F., Natzeem L., Kehraus S., Schnakenburg G., Mohamed I. E.,
Sasse F., Shaaban S., Gütschow M., and König G. M. (2011), “HLE-
inhibitory alkaloids with a polyketide skeleton from the marine-derived fungus
Coniothyrium cereale” (J. Nat. Prod., online).
5- Elsebai M. F., Rempel V., Schnakenburg G., Kehraus S., Müller C. E., and
König G. M. (2011), “Metabolites from the marine-derived fungus Auxarthron
reticulatum: Identification of a potent and selective cannabinoid CB receptor 1
antagonist” (Medicinal. Chem. Lett., online).
IV




6- Unusual phenalenone derivatives from the marine-derived fungus
Coniothyrium cereale (to be submitted).
7- Novel dioxa-benzoazulene derivative with a polyketide skeleton from
the marine-derived fungus Coniothyrium cereale (to be submitted).
8- Novel steroidal compound from the marine-derived fungus Phaeosphaeria
spartinae (to be submitted).
9- Novel bicyclo-spartinols from the marine-derived fungus Phaeosphaeria
spartinae (to be submitted).























V
Tagungsbeiträge und Lehrgänge /Research Presentations and Training
courses
Country and city Title Date
th
Sweden, 7 European Conference on Marine Natural August
Strömstad Products (oral presentation and travel grant) 14-18,
2011
Italy, Acquafredda ESF-COST High-Level Research September
di Maratea (near Conference on “Natural Products Chemistry, 5-10,
Naples) Biology and Medicine III” (oral presentation) 2010
th
Germany, Berlin 58 International Congress and Annual August 29-
Meeting of the Society for Medicinal Plant September 2,
and Natural Product Research (oral 2010
presentation)
thPoland, Lublin 7 International Symposium on June
Chromatography of Natural Products 14-17,
th
joined with 6 International Symposium of 2010
International Society for the Development of
Natural Products (oral presentation)
thSwitzerland, 57 International Congress and Annual August
Geneva Meeting of the Society For Medicinal Plant 16-20,
and Natural Product Research (poster 2009
presentation)
th
Portugal, Porto 6 European Conference on Marine Natural July 19-23,
Products (poster presentation) 2009
Germany, Bonn Jahrestagung 2009, DPhG, Deutsche October
Pharmazeutische Gesellschaft 8-11, 2008
thGreece, Athens 7 Joint Meeting of AFERP, ASP, GA, PSE August
& SIF on natural products with 3-8,
pharmaceutical, nutraceutical, cosmetic and 2008
agrochemical interest (poster presentation)
Italy, Trieste “RNA structure and function” by ICGEB and April
co-sponsored by CEI (Central European 7-10,
Initiative) 2008
VI




Acknowledgements

I wish to express my sincere gratitude to Prof. Dr. Gabriele M. König for supervising
this study, suggesting the research project, expert guidance and sponsoring this
work. I thank her for encouragement and kind support during the course of this
project and also for providing excellent both scientific advice and working facilities
and I am very lucky being one of her students. I thank her for the invitation for eating
with the all work group in her nice villa. I thank her scientific personality and the
second personality which is the merciful big heart she has.
I would like to express my deep thanks to Prof. Dr. Werner Knöss for accepting the
co-examination and to Prof. Dr. Hans-Georg Sahl and Prof. Dr. Rudolf Galensa for
participating in the examination committee.
I would like to express my deep thanks to Dr. Stefan Kehraus for guiding me in the
first step of the spectroscopic interpretation, helping in structural elucidation fruitful
and also effective cooperation for proofreading manuscripts.
For achievement of the biological activities, my sincere thanks go to: Prof. Dr.
Michael Gütschow (Pharmaceutical Institute, Pharmaceutical Chemistry I, Bonn
University, Germany); Prof. Dr. Ulrike Lindequist (Institute of Pharmacy, Ernst-
Moritz-Arndt-University Greifswald, Germany); Prof. Dr. Florenz Sasse and Dr.
Saad Shaaban (Department of Chemical Biology, Helmholtz Centre for Infection
Research, Braunschweig, Germany); and Prof. Dr. Hans-Georg Sahl and Michaele

Josten (Institute for Medical Microbiology, Immunology and Parasitology,
Pharmaceutical Microbiology Section, Bonn University, Germany); Prof. Dr. Christa
E. Müller and Mr. Viktor Rempel (Pharmaceutical Institute, Pharmaceutical
Chemistry I, University of Bonn, Germany); Prof. Dr. Hermann Stuppner (Institute
for Pharmacy/Pharmacognosy, Innsbruck University, Austria).
My sincere thanks go to Prof. Dr. Muhammad Saleem (Department of Chemistry,
Baghdad-ul-Jadeed Campus, The Islamia University of Bahawalpur, Pakistan) and
Dr. Harrald Gross (Institute for Pharmaceutical Biology, University of Bonn,
Germany) for their valuable discussion and advices. My thanks go to Dr. M. Koch for
the security informations and Dr. C. Drewke for being a good friend.
I would like to extend my thanks to Dr. Gregor Schnakenburg (Department of X-ray
Crystallography, Institute of Inorganic Chemistry, Bonn University, Germany) for
VII
performing the single crystal X-ray analysis; Dr. C. Sondag and her working group
(Department of Chemistry, University Bonn, Germany) for mass measurements; and
Carsten Siering (Kekulé-Institute for Organic Chemistry and Biochemistry, Bonn
University, Germany) for the kind help of CD (circular dichroism) measurements.
I would like to express my deep thanks to Prof. Dr. Jean-Luc Wolfender and his
team work members Dr. Karine Ndjoko and Dr. Laurence Marcourt (School of
Pharmaceutical Sciences, University of Geneva, Switzerland) for giving me a chance
to get trained on capNMR and UHPLC instruments.
Many specific tasks involved in this study were performed in cooperation with other
members of the Institute for Pharmaceutical Biology, University of Bonn. For this
work cordial thanks go to: Edith Neu for being such a friendly person and Ekaterina
Eguereva for recording LC-MS spectra. Also many thanks go to Mr. Thomas
Kögller for hause keeping and his kind technical support. My deep thanks are to
Ietidal E. Muhamed and Ronak Elmasry for their kind friendship, valuable help,
encouragement and cooperation during the first months of my stay in Germany. My
deep thanks are also to my new and old colleagues at the Institute for
Pharmaceutical Biology, Univer