2 research outputs found
Enzyme mediated-transesterification of verbascoside and evaluation of antifungal activity of synthesised compounds
Enzymatic acylation of verbascoside, a polyhydroxylated natural product, has been
reported in this study using five different commercial lipases and taking p-nitrophenyl
alkanoates as acyl donors. Out of these enzymes, the immobilised Candida antarctica
lipase B was found as the enzyme of choice. Mono- and di-acylated products were
formed, with mono as major product indicating high regioselective nature of such
transformations. A series of acyl esters of verbascoside have been synthesised by this
enzymatic transesterification methodology. The lipophilicity of the synthesised
analogues was also checked. The analogues were further subjected to synergistic
antifungal activity with amphotericin B (AmB) against Candida albicans. Fourfold
reduction in minimum inhibitory concentration of AmB was observed with few
synthesised analogues such as verbascoside 400-octanoate (3b), verbascoside 400-
palmitate (3d) and verbascoside 400,40
-dipalmitate (4d) at a concentration of 0.5mg/mL.Integrative Medicine (IIIM) and University of Pretoria.http://www.tandfonline.com/loi/gnpl20hb2017Chemistr
Design and synthesis of ring C opened analogues of α-santonin as potential anticancer agents
Here we describe ring opening reaction of a novel halo triene derivative viz., (3S, 5aS)-8-
chloro-3a, 4, 5, 5a-tetrahydro-3, 5a, 9-trimethylnaphtho [1, 2-b] furan-2(3H)-one of α-
santonin upon nucleophillic attack with alcohols. Halo-triene was synthesized from α-
santonin upon reaction with vilsmeier reagent. The synthesised compounds from ring opening
reaction were evaluated for anticancer activity against a panel of four human cancer cell lines
(A-549, THP-1, HCT-15, and IMR-13). Most of the compounds exhibited promising
anticancer activity against all cancer cells in vitro; however compound. 3d with benzyl
substitution showed most potent anticancer activity with an IC50 value of 0.3 μM, 0.51 μM,
0.6 μM and 0.23 μM against A-549, THP-1, HCT- 116 and IMR-13 cell lines respectively.http://link.springer.com/journal/442017-09-30hb2017ChemistryChemical PathologyGenetic