2H-Pyranone and isocoumarin derivatives isolated from the plant pathogenic fungus Leptosphaena maculans

• Published in: Journal of asian natural products research Vol. 21; no. 10; pp. 939 - 946
• Main Authors: Liao, Ming-Fang, Wang, Kai, Ren, Jin-Wei, Liu, Li, Cai, Lei, Han, Jun-Jie, Liu, Hong-Wei
• Format: Journal Article
• Language: English
• Published: ABINGDON Taylor & Francis 03.10.2019; Taylor & Francis Ltd
• Subjects: 2H-pyranones; Absolute configuration; Chemistry; Chemistry, Applied; Chemistry, Medicinal; Circular dichroism; Derivatives; Dichroism; Fungi; Glucosidase; inhibition of α-glucosidase; Ionization; Ions; isocoumarins; Leptosphaena maculans; Life Sciences & Biomedicine; NMR; Nuclear magnetic resonance; Pharmacology & Pharmacy; Physical Sciences; Planar structures; Plant Sciences; Science & Technology; α-Glucosidase; isocoumarins; MONOCERIN; 2H-pyranones; inhibition of alpha-glucosidase; INTERMEDIATE; BLACKLEG DISEASE; ALPHA-PYRONE DERIVATIVES; Leptosphaena maculans; PHYTOTOXINS
• ISSN: 1028-6020; 1477-2213
• DOI: 10.1080/10286020.2018.1485661

Two new 2H-pyranones and two new isocoumarin derivatives, maculanslines A-D (1-4), together with seven known compounds (5-11), were isolated from the plant pathogenic fungus Leptosphaena maculans. Their planar structures and absolute configuration were elucidated by comprehensive spectroscopic techniques including high-resolution electrospray ionization mass spectrum, 1D and 2D nuclear magnetic resonance, as well as electronic circular dichroism. All 11 compounds were tested for their inhibitory activity against α-glucosidase. Compound 1 showed moderate inhibitory activity against α-glucosidase with IC 50 of 74.35 μM.