New Benzaldehyde and Benzopyran Compounds from the Endophytic Fungus Paraphaeosphaeria sp. F03 and Their Antimicrobial and Cytotoxic Activities

Author:

de Amorim Marcelo R.1,Hilário Felipe2,dos Santos Fernando M.3,Batista João M.34,Bauab Tais M.2,Araújo Angela R.1,Carlos Iracilda Z.2,Vilegas Wagner5,dos Santos Lourdes C.1

Affiliation:

1. Institute of Chemistry, São Paulo State University (Unesp), Araraquara, SP, Brazil

2. School of Pharmaceutical Sciences, São Paulo State University (Unesp), Araraquara, SP, Brazil

3. Department of Chemistry, Federal University of São Carlos (UFSCar), São Carlos, SP, Brazil

4. Institute of Science and Technology, Federal University of São Paulo (UNIFESP), São José dos Campos, SP, Brazil

5. Institute of Biosciences, São Paulo State University (Unesp), São Vicente, SP, Brazil

Abstract

AbstractThree new benzaldehyde derivatives, sporulosaldeins A – C (1–3), and 3 new benzopyran derivatives, sporulosaldeins D – F (4–6), were discovered from an endophytic fungus, Paraphaeosphaeria sp. F03, which was isolated from Paepalanthus planifolius leaves. Compounds 1–6 were elucidated by 1- and 2-dimensional nuclear magnetic resonance experiments and high-resolution mass spectrometry analysis. The absolute configuration of compound 5 was determined through the comparison of experimental and calculated electronic circular dichroism data. Compounds 1–6 were found to exhibit antifungal activity with minimum inhibitory concentration (MIC) values of 7.8 – 250 µg/mL and racemic mixture of compound 6 exhibited weak cytotoxicity against MCF-7 and LM3 with IC50 values of 34.4 and 39.2 µM, respectively.

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Complementary and alternative medicine,Drug Discovery,Pharmaceutical Science,Pharmacology,Molecular Medicine,Analytical Chemistry

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