Antifungal sesquiterpenoids and macrolides from an endophytic Lophodermium species of Pinus strobus |
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| Institution: | 1. Division of Infectious Diseases, Mayo Clinic, Rochester, MN;2. Hospital Pharmacy Services, Mayo Clinic, Rochester, MN;1. State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People''s Republic of China;2. Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People''s Republic of China;1. Departamento de Ciências Exatas e Naturais, Universidade Estadual do Sudoeste da Bahia, 45700-000 Itapetinga, BA, Brazil;2. Instituto de Química, Universidade Federal da Bahia, 40170-290 Salvador, BA, Brazil;3. Faculdade de Farmácia, Universidade Federal da Bahia, 40170-290 Salvador, BA, Brazil;4. Instituto Federal da Bahia, Campus Porto Seguro, 45810-000 Porto Seguro, BA, Brazil;5. Departamento de Ciências Exatas, Universidade Estadual de Feira de Santana, 44031-460 Feira de Santana, BA, Brazil;1. Department of Seed Science and Technology, Laboratory of Cereal and Pulses Seed Health and Identity, Plant Breeding and Acclimatization Institute – National Research Institute, Radzików, 05-870 B?onie, Poland;2. Department of Grasses, Legumes and Energy Plants, Laboratory of Nonfodder Grasses and Energy Plants, Plant Breeding and Acclimatization Institute – National Research Institute, Radzików, 05-870 B?onie, Poland;3. Department of Plant Breeding and Genetics, Laboratory of Triticale and Maize, Plant Breeding and Acclimatization Institute – National Research Institute, Radzików, 05-870 B?onie, Poland;1. Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, Jinan University, Guangzhou 510632, PR China;2. JNU-HKUST Joint Laboratory for Neuroscience & Innovative Drug Research, Jinan University, Guangzhou 510632, PR China;3. Department of Pharmacy, School of Medicine, Shenzhen University, Shenzhen 518060, PR China |
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| Abstract: | A needle endophyte of Pinus strobus (eastern white pine) was isolated from a tree near Sussex, New Brunswick and screened for the production of antifungal compounds. This was identified as Lopherdermium nitens, a common endophyte of white pine known to produce potent antifungal compounds. Extracts of culture filtrates of L. nitens DAOM 250027 were antifungal to the biotrophic pathogen Microbotryum violaceum and the yeast Saccharomyces cerevisiae. Natural products representing two distinct chemical classes were characterized from the crude extract: phenolic bisabolane-type sesquiterpenoids (1–6) and macrolides (7–8).(7R)-(?)-methoxysydonol (1) was isolated as a new structure based on interpretation of spectroscopic data (NMR, OR, UV) and HRMS. Notably, this strain produced both (R)-(?)-(3) and (S)-(+)-sydonol (4), a phenomenon reported in some unrelated species. Pyrenophorin (7) significantly reduced the growth of M. violaceum and S. cerevisiae at 5 μM whereas sesquiterpenoids (1–6) were antifungal at 50 μM to both species tested including both (R)-(?)- and (S)-(+)-sydonol. |
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| Keywords: | Endophytic fungi Natural products Antifungal |
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