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Isochroman and isocoumarin derivatives from hypersaline lake sediment-derived fungus Penicillium sp.
Affiliation:1. Heinrich-Heine-Universität, Institut für Pharmazeutische Biologie und Biotechnologie, Universitätsstrasse 1, Geb. 26.23, 40225 Düsseldorf, Germany;2. Pharmacognosy Department, Faculty of Pharmacy, King Saud University, Riyadh, Saudi Arabia;3. Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura 35516, Egypt;4. Chemistry Department, Faculty of Mathematics and Natural Sciences, Tanjungpura University, Pontianak, West Kalimantan, Indonesia;1. School of Pharmacy, Shenyang Pharmaceutical University, Wenhua Road 103, Shenhe District, Shenyang, 110016, China;2. School of Pharmacy, Jilin Medical College, 5 Jilin Street, Fengman District, Jilin, 132013, China;1. Jiangxi University of Traditional Chinese Medicine, Nanchang 330004, China;2. Jiangzhong Pharmaceutical Group Company Limited, Nanchang 330096, China;3. State Key Laboratory of Bioactive Substances and Functions of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China;4. Graduate School of Medicine and Pharmaceutical Sciences for Research, University of Toyama, Toyama 930-0194, Japan;1. Gansu Provincial Academy of Medical Sciences, Lanzhou, Gansu 730000, China;2. Key Laboratory of TCM Pharmacology and Toxicology of Gansu Province, Lanzhou, Gansu 730000, China;3. State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, Gansu 730000, China;1. CNRS, Institut de Chimie des Substances Naturelles, UPR 2301, Université Paris-Saclay, 1 avenue de la Terrasse, 91198 Gif-sur-Yvette, France;2. Sorbonne Universités, UPMC Univ. Paris 06, CNRS, Laboratoire de Biodiversité et Biotechnologies Microbiennes (LBBM), Observatoire Océanologique, 66650 Banyuls-sur-Mer, France
Abstract:Chromatographic analysis of the ethyl acetate extract of the fungus Penicillium sp., which was isolated from the sediment of the hyper saline lake Wadi El-Natrun in Egypt, afforded two new isochromans (1 and 2) and a new isocoumarin derivative (3), along with six known compounds (49). The planar structures of new compounds were unequivocally elucidated on the basis of extensive 1D- and 2D-NMR spectroscopy as well as HRESIMS. The relative configurations of the new compounds were established by analysis of the coupling constants as well as through ROESY experiments, while the absolute configurations were determined by comparison of the [α]D values and by plausible biosynthetic considerations. Compounds (16) were found to share (3S) configuration. All compounds demonstrated a weak to moderate cytotoxic activity against the murine lymphoma L5178Y cell line.
Keywords:Sediment  Isochroman  Isocoumarin
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