Semi-synthetic modification of nimbolide to 6-homodesacetylnimbin and 6-desacetylnimbin and their cytotoxic studies |
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Authors: | Anitha G Raj J Josepha Lourdu Krishnan V Radha Narasimhan S Solomon K Anand Rajan S S |
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Affiliation: | a Asthagiri Herbal Research Foundation, Chennai, Tamil Nadu, Indiab Department of Crystallography and Biophysics, University of Madras, Chennai, Tamil Nadu, India |
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Abstract: | A new C-seco tetranortriterpenoid named as 6-homodesacetylnimbin 2, has been synthesised for the first time through semi-synthetic modification of nimbolide 1, a potent molecule with anticancer activity. Attempts were made to transesterify the -COOMe moiety in nimbolide using titanium (IV) isopropoxide and ethanol so as to obtain a molecule with -COOEt moiety. However, a novel product was envisaged during the course of the reaction, which was identified as 6-homodesacetylnimbin, a higher homologue of 6-desacetylnimbin 3 through spectroscopic and crystallographic methods. Also, 6-desacetylnimbin has been synthesised through acid hydrolysis of nimbolide. The compounds were screened for their cytotoxic properties through brine shrimp lethality bioassay method using Artemia salina. |
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Keywords: | 6-Homodesacetylnimbin Nimbolide 6-Desacetylnimbin Ti(iOPr)4 Brine shrimp |
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