Phenolic glucosides and chromane analogs from the insect fungus Conoideocrella krungchingensis BCC53666 |
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| Affiliation: | 1. Integrated Applied Chemistry Research Unit, Faculty of Science, King Mongkut''s Institute of Technology Ladkrabang, Chalongkrung Road, Ladkrabang, Bangkok, 10520, Thailand;2. Department of Chemistry, Faculty of Science, King Mongkut''s Institute of Technology Ladkrabang, Chalongkrung Road, Ladkrabang, Bangkok, 10520, Thailand;3. National Center for Genetic Engineering and Biotechnology (BIOTEC), National Science and Technology Development Agency (NSTDA), Thailand Science Park, Phaholyothin Road, Klong Luang, Pathumthani, 12120, Thailand;1. Grupo de Bioquímica y Biología celular, Instituto Nacional de Salud, Bogotá, Colombia;2. Grupo de Parasitología, Instituto Nacional de Salud, Bogotá, Colombia;1. School of Physics and Electronic Science, Fuyang Teachers College, Fuyang, Anhui 236037, China;2. School of Chemical and Chemical Engineering, Fuyang Teachers College, Fuyang, Anhui 236037, China;1. Key Laboratory of Computational Chemistry-Based Natural Antitumor Drug Research & Development, Liaoning Province, School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, People’s Republic of China;2. School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, People’s Republic of China;3. Chinese People′s Liberation Army Logistics Support Force No.967 Hospital, Dalian 116021, People’s Republic of China;1. Dipartimento di Scienze Chimiche, Università di Napoli Federico II, Complesso Universitario Monte Sant''Angelo, Via Cintia 4, 80126 Napoli, Italy;2. Department of Plant and Wildlife Sciences, Brigham Young University, Provo, UT 84601, USA;3. US Forest Service Rocky Mountain Research Station, Shrub Sciences Laboratory, 735 North 500 East, Provo, UT 84606, USA;1. Department of Pharmacognosy, Cairo University, Cairo, Egypt;2. Department of Pharmacognosy, Heliopolis University, Cairo, Egypt;3. Institute of Natural Medicine, University of Toyama, Japan |
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| Abstract: | Six new compounds, named conoideoglucosides A − C and conoideochromanes A − C, together with eight known compounds, including eutypinic acid, 2,2-dimethyl-2H-1-chromene-6-carboxylic acid, (−)-luteoskyrin, (−)-4a-oxyluteoskyrin, chrysophanol, islandicin, catenarin, and (22E)-5α,8α-epidioxyergosta-6,22-dien-3β-ol were isolated from the insect fungus Conoideocrella krungchingensis BCC53666. (−)-Luteoskyrin exhibited a broad range of antimicrobial activity such as antimalarial (IC50 0.51 μg/mL), antitubercular (MIC 6.25 μg/mL), antibacterial (both Gram positive; MIC 0.39–1.56 μg/mL and Gram negative; MIC 3.13–12.50 μg/mL), and antifungal (against various plant pathogens; MIC 3.13–50.00 μg/mL) activities, while (−)-4a-oxyluteoskyrin and catenarin showed weaker antibacterial activity. Moreover, eutypinic acid, (−)-luteoskyrin, (−)-4a-oxyluteoskyrin, and catenarin showed cytotoxicity against NCI-H187 cells with IC50 in a range of 0.16–17.99 μg/mL, while eutypinic acid and catenarin had no cytotoxicity against non-cancerous (Vero) cells at maximum tested concentration (50 μg/mL). The complete NMR spectral data and biological activity of the known (−)-4a-oxyluteoskyrin was also reported for the first time. |
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| Keywords: | Conoideoglucosides Conoideochromanes (−)-4a-oxyluteoskyrin Biological activity |
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