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Isolation and biological evaluation of chromone alkaloid dysoline,a new regioisomer of rohitukine from Dysoxylum binectariferum |
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| Authors: | Shreyans K Jain Samdarshi Meena Asif K Qazi Aashiq Hussain Sunil K Bhola Rajendra Kshirsagar Koteppa Pari Anamika Khajuria Abid Hamid R Uma Shaanker Sandip B Bharate Ram A Vishwakarma |
| Institution: | 1. Natural Products Chemistry Division, Indian Institute of Integrative Medicine (CSIR), Canal Road, Jammu 180001, India;2. Academy of Scientific & Innovative Research (AcSIR), Anusandhan Bhawan, 2 Rafi Marg, New Delhi 110001, India;3. Cancer Pharmacology Division, Indian Institute of Integrative Medicine (CSIR), Canal Road, Jammu 180001, India;4. Analytical Sciences–Discovery, Piramal Enterprises Limited, 1 Nirlon Complex, Goregaon (E), Mumbai 400063, India;5. Inflammation Pharmacology Division, Indian Institute of Integrative Medicine (CSIR), Canal Road, Jammu 180001, India;6. Department of Crop Physiology and School of Ecology and Conservation, University of Agricultural Sciences, GKVK, Bangalore 560065, India;g Medicinal Chemistry Division, Indian Institute of Integrative Medicine (CSIR), Canal Road, Jammu 180001, India |
| Abstract: | The chromone alkaloid dysoline (1), a new regioisomer of rohitukine (2) along with rohitukine and rohitukine-N-oxide (3) were isolated from the stem barks of Dysoxylum binectariferum. The structure of dysoline (1) was determined by extensive 2D-NMR studies and the absolute configuration was established by NOESY and CD spectra. Dysoline (1) consisted of a 5,7-dihydroxy-2-methylchromone nucleus substituted with a 2′-hydroxylated N-Me piperidine ring at the C-6 position. Dysoline differs from rohitukine by the position of the piperidine ring on the chromone nucleus. Dysoline displayed promising cytotoxicity in HT1080 fibrosarcoma cells with an IC50 of 0.21 μM, and also displayed significant inhibition of proinflammatory cytokines TNF-α and IL-6. |
| Keywords: | Dysoline Chromone alkaloid Dysoxylum binectariferum Cytotoxicity Anti-inflammatory |
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