Aspernolides F and G,new butyrolactones from the endophytic fungus Aspergillus terreus |
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| Institution: | 1. Department of Pharmacognosy and Pharmaceutical Chemistry, College of Pharmacy, Taibah University, Al Madinah Al Munawwarah 30078, Saudi Arabia;2. Department of Pharmacognosy, Faculty of Pharmacy, Assiut University, Assiut 71526, Egypt;3. Department of Pharmacognosy, Faculty of Pharmacy, Al-Azhar University, Assiut Branch, Assiut 71524, Egypt;4. Department of Pharmacognosy, Faculty of Pharmacy, Port Said University, Port Said 42526, Egypt;5. Department of Pharmacognosy, Faculty of Pharmacy, Minia University, 61519 Minia, Egypt;6. Department of Microbiology and Immunology, Animal Reproductive Research Institute, Giza 12561, Egypt;7. National Center for Natural Products Research, Department of Pharmacognosy, School of Pharmacy, The University of Mississippi, University, MS 38677, USA;1. Hefei China Resources Shenlu Pharmaceutical Co., Hefei, 230601, People’s Republic of China;2. Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, People’s Republic of China;3. State Key Laboratory of Phytochemistry and Plant Resources in West China, Chinese Academy of Sciences, Kunming, 650201, People’s Republic of China;4. Department of Medical Oncology, The Third Affiliated Hospital of Kunming Medical University, Kunming, 650118, People’s Republic of China;1. Department of Pharmacognosy, Faculty of Pharmacy, Assiut University, Assiut 71526, Egypt;2. Department of Pharmacognosy, Faculty of Pharmacy, Al-Azhar University, Assiut Branch, Assiut 71524, Egypt;3. Department of Botany & Microbiology, Faculty of Science, Assiut University, Assiut 71526, Egypt;4. Department of Natural Products and Alternative Medicine, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Saudi Arabia;1. School of Biological Science and Technology, University of Jinan, Jinan 250022, China;2. College of Marine Sciences, South China Agricultural University, Guangzhou 510642, China;3. Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China;1. Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao 266071, China;2. University of Chinese Academy of Sciences, Yuquan Road 19A, Beijing 100049, China;1. Department of Pharmacognosy and Pharmaceutical Chemistry, College of Pharmacy, Taibah University, Al Madinah Al Munawwarah 30078, Saudi Arabia;2. Department of Pharmacognosy, Faculty of Pharmacy, Assiut University, Assiut 71526, Egypt;3. Department of Natural Products and Alternative Medicine, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Saudi Arabia;4. Department of Pharmacognosy, Faculty of Pharmacy, Al-Azhar University, Assiut Branch, Assiut 71524, Egypt;5. Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Al-Azhar University, Cairo, Egypt;6. Department of Clinical and Hospital Pharmacy, College of Pharmacy, Taibah University, Al Madinah Al Munawwarah 30078, Saudi Arabia;7. Department of Clinical Pharmacy, Faculty of Pharmacy, Ain-Shams University, Cairo 11566, Egypt;8. National Center for Natural Products Research, Department of Pharmacognosy, School of Pharmacy, The University of Mississippi, University, MS 38677, USA |
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| Abstract: | Two new butyrolactones: aspernolides F (6) and G (7), together with three stigmasterol derivatives: (22E,24R)-stigmasta-5,7,22-trien-3-β-ol (1), stigmast-4-ene-3-one (2), and stigmasta-4,6,8(14), 22-tetraen-3-one (3), two meroterpenoids: terretonin A (4) and terretonin (5), and a butyrolactone derivative: butyrolactone VI (8) have been isolated from the endophytic fungus Aspergillus terreus isolated from the roots of Carthamus lanatus (Asteraceae). Their structures were determined by spectroscopic means (1D, 2D NMR, and HRESIMS), as well as optical rotation measurement and comparison with literature data. The isolated compounds were evaluated for their anti-microbial, anti-malarial, anti-leishmanial, and cytotoxic activities. Compound 1 displayed a potent activity against MRSA and C. neoformans with IC50 values of 0.96 μg/mL and 4.38 μg/mL, respectively compared to ciprofloxacin (IC50 0.07 μg/mL) and amphotericin B (IC50 0.34 μg/mL), respectively. While, 6 showed good activity against C. neoformans (IC50 5.19 μg/mL) and mild activity against MRSA (IC50 6.39 μg/mL). Moreover, 1 and 2 exhibited very good anti-leishmanial activity towards L. donovani with IC50 values of 4.61 and 6.31 μg/mL, respectively and IC90 values of 6.02 and 16.71 μg/mL, respectively. |
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| Keywords: | Butyrolactones Aspernolides Meroterpenoids Stigmasterol derivatives Anti-microbial Anti-malarial Anti-leishmanial |
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