New coumestan and coumaronochromone derivatives from Dalbergia boehmii Taub. (Fabaceae) |
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| Institution: | 1. Department of Organic Chemistry, Faculty of Science, University of Yaounde I, P.O. Box 812, Yaounde, Cameroon;2. Centre for Research on Medicinal Plants and Traditional Medicine (CRPMT), Institute of Medical Research and Medicinal Plants Studies (IMPM), P.O. Box 13033 Yaounde, Cameroon;3. Department of Chemistry, Faculty of Science, University of Ngaoundere, P.O. Box 454, Ngaoundere, Cameroon;4. H E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences (ICCBS), University of Karachi, Karachi 75270, Pakistan;1. G.B. Elyakov Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, Pr. 100-let Vladivostoku 159, 690022, Vladivostok, Russian Federation;2. Far Eastern Federal University, 8 Sukhanova St., 690090, Vladivostok, Russian Federation;3. Botanical Garden-Institute Far Eastern Branch of the Russian Academy of Sciences, Makovskii Str. 142, 690024, Vladivostok, Russian Federation;4. Laboratory of Experimental Oncology, Department of Oncology, Hematology and Bone Marrow Transplantation with Section Pneumology, Hubertus Wald-Tumorzentrum, University Medical Center Hamburg-Eppendorf, Hamburg, Germany;1. Department of Chemistry, Baghdad-ul-Jadeed Campus, The Islamia University of Bahawalpur, 63100-Bahawalpur, Pakistan;2. Department of Chemistry, Dera Ghazi Khan Campus, University of Education Lahore, 32200-Dera Ghazi Khan, Pakistan;3. Department of Chemistry, Government Sadiq College Women University, Bahawalpur, 63100-Bahawalpur, Pakistan;4. UoN Chair of Oman’s Medicinal Plants and Marine Natural Products, University of Nizwa, P.O. Box 33, Postal Code 616, Birkat Al Mauz, Nizwa, Oman;5. Department of Chemistry, Government College women University, Madina Town, Faisalabad-3800, Pakistan;6. Department of Botany, Baluchistan University Quetta, Pakistan;1. Tianjin Key Laboratory for Modern Drag Delivery & High Efficiency, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, PR China;2. Tianjin Key Laboratory of Chemistry and Analysis of Chinese Materia Medica, Tianjin University of Traditional Chinese Medicine, Tianjin 300193, PR China;3. State Key Laboratory Breeding Base of Dao-di Herbs, National Resource Center for Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, PR China;1. The Research Unit of Natural Product Utilization, School of Science, Walailak University, Thasala, Nakhon Si Thammarat, 80160, Thailand;2. Center of Chemical Innovation for Sustainability (CIS) and School of Science, Mae Fah Luang University, Tasud, Muang, Chiang Rai, 57100, Thailand;3. School of Science, Walailak University, Thasala, Nakhon Si Thammarat, 80160, Thailand;4. Natural Products Research Unit, Department of Chemistry and Center of Excellence for Innovation in Chemistry, Faculty of Science, Khon Kaen University, Khon Kaen, 40002, Thailand;5. Functional Materials and Nanotechnology Center of Excellence, Walailak University, Thasala, Nakhon Si Thammarat, 80160, Thailand;6. Institute of Nanomaterials Research and Innovation for Energy, Khon Kaen University, Khon Kaen, 40002, Thailand;7. Medicinal Plant Innovation Center of Mae Fah Luang University, Chiang Rai, 57100, Thailand |
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| Abstract: | Chemical investigation of leaves and heartwood of Dalbergia boehmii resulted in the isolation of two new phenolic compounds, designated dalbergestan (1) and dalbergichromone (2), along with eleven known compounds, carpachromene (3), proanthocyanidin A-2 (4); piceatannol (5); biochanin A (6); macckiain (7); homopterocarpin (8); angolensin (9); medicarpin (10); 2′,7-dihydroxy-4′,5′-dimethoxyisoflavone (11); 2′-methoxyformononetin (12); and genistein (13). The structures of the new compounds were elucidated on the basis of extensive spectroscopic analyses including, IR, UV, 1D and 2D – NMR as well as HRMS data. Some of the isolated compounds were evaluated for their in vitro insulin secretion activity on isolated mice islets, leishmanicidal activity against L. major (DESTO) promastigotes and in vitro cytotoxicity on MCF-7 cell lines. All tested compounds were inactive on glucose-stimulated insulin secretion at stimulatory glucose (20.0 mM) from MIN6 cells. Compounds 3 (IC50, 70.0 μg/ml), 6 (IC50, 60.3 μg/ml), 7 (IC50, 86.5 μg/ml) and 13 (IC50, 62.6 μg/ml) exhibited low leishmanicidal activity while compound 12 (IC50, 56.8 μg/ml) displayed a moderate activity. Compounds 3 and 5 were found to be active against MCF-7 at 50 μM with IC50 value 33.2 ± 3.79 μg/ml and 42.64 ± 5.05 μg/ml respectively. |
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| Keywords: | Dalbergestan Dalbergichromone Leishmanicidal Cytotoxicity |
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