Panapophenanthrin, a Rare Oligocyclic Diterpene from Panus strigellus

Author:

Llanos-López Natalia A.12ORCID,Ebada Sherif Saeed13ORCID,Vasco-Palacios Aída M.4ORCID,Sánchez-Giraldo Laura M.5,López Lina6,Rojas Luisa F.6,Mándi Attila7ORCID,Kurtán Tibor7ORCID,Marin-Felix Yasmina12ORCID

Affiliation:

1. Department of Microbial Drugs, Helmholtz Centre for Infection Research (HZI) and German Centre for Infection Research (DZIF), DZIF Partner Site Hannover-Braunschweig, Inhoffenstrasse 7, 38124 Braunschweig, Germany

2. Institute of Microbiology, Technische Universität Braunschweig, Spielmannstraße 7, 38106 Braunschweig, Germany

3. Department of Pharmacognosy, Faculty of Pharmacy, Ain Shams University, Cairo 11566, Egypt

4. Grupo de Microbiología Ambientaland Grupo BioMicro, Escuela de Microbiología, Universidad de Antioquia, Calle 70 No. 52-21, 050010 Medellin, Colombia

5. Grupo de Investigación de Biotecnología Industrial, Facultad de Ciencias, Universidad Nacional de Colombia Sede Medellín, Calle 59A No. 63-20, 050034 Medellin, Colombia

6. Grupo de Biotransformación, Escuela de Microbiología, Universidad de Antioquia, Calle 70 No. 52-21, 050010 Medellin, Colombia

7. Department of Organic Chemistry, University of Debrecen, P.O. Box 400, 4002 Debrecen, Hungary

Abstract

During the course of our search for biologically active secondary metabolites from fungal cultures, a new oligocyclic diterpenoidal derivative, panapophenanthrin (1), was isolated from Panus strigellus. In addition, two known metabolites, panepophenanthrin (2) and dihydrohypnophilin (3), were also obtained. The chemical structures of the isolated compounds were elucidated based on extensive 1D and 2D NMR spectral analyses together with high-resolution electrospray ionization mass spectrometry (HR-ESI-MS). The absolute configuration was determined through TDDFT-ECD calculations. All of the compounds were assessed for their antimicrobial and cytotoxic activities. Compounds 1 and 3 showed moderate to weak activities in the performed antimicrobial assays, while compound 1 exhibited potent cytotoxic activity against the mammalian cell lines mouse fibroblast (L929) and human endocervical adenocarcinoma (KB3.1).

Funder

German Academic Exchange Service

Deutsche Forschungsgemeinschaft

Alexander von Humboldt Foundation

Exploration of Collections of Colombian producers for new biologically active secondary metabolites with a focus on scalable and reproducible fermentation processes

Ministerio de Ciencia Tecnología e Innovación

Ministerio de Ambiente y Desarrollo Sostenible de la República de Colombia

National Research Development and Innovation Office

Fondo Primer Proyecto Universidad de Antioquia, Project: Exploración de la capacidad antimicrobiana de especies de macrohongos nativas de la Amazonía Colombiana

Publisher

MDPI AG

Subject

Molecular Biology,Biochemistry,Endocrinology, Diabetes and Metabolism

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