02288nas a2200301   4500008004100000022001400041245007900055210006900134260009500203300001100298490000700309520124200316653003201558653003101590653001601621653001601637653002601653653002001679100002001699700001601719700001901735700001901754700002001773700002001793700002701813700003301840856011301873       2016                        eng d  a0045-206800aSynthesis and tyrosinase inhibition activity of trans-stilbene derivatives0 aSynthesis and tyrosinase inhibition activity of transstilbene de  a525 B ST, STE 1900, SAN DIEGO, CA 92101-4495 USAbACADEMIC PRESS INC ELSEVIER SCIENCEcFEB  a97-1020 v643 a<p>Synthesis of a focussed library of trans-stilbene compounds through Wittig and other base catalysed condensation reactions is presented. The synthesized stilbenes were screened for their inhibitory potential against murine tyrosinase activity to explore the structure activity relationship (SAR). Presence of electron withdrawing group (-CN) at the double bond and hydroxyl group or halogen atom especially at para-position on the aromatic rings was found to significantly elevate the inhibitory activity. Among all the compounds screened, compounds 2, 6, 8, 10, 11, 15 and 21 were found to exhibit appreciable inhibitory activity. Compound 21 ((E)-2,3-bis(4-Hydroxyphenyl) acryonitrile) was found to be the most active with an IC50 value of 5.06 mu M which is less than half of the value 10.78 mu M observed for resveratrol (common standard used in murine tyrosinase activity studies) under similar conditions. The results obtained from the present study reveal structural/functional group sensitivity for the tyrosinase inhibitory activity of stilbenoid moieties and are expected to be very helpful for the design and synthesis of novel, selective and effective tyrosinase inhibitors. (C) 2016 Elsevier Inc. All rights reserved.</p>10aElectron withdrawing groups10aMurine tyrosinase activity10aResveratrol10aStilbenoids10aTyrosinase inhibitors10aWittig reaction1 aIsmail, Tabasum1 aShafi, Syed1 aSrinivas, Jada1 aSarkar, Dhiman1 aQurishi, Yasrib1 aKhazir, Jabeena1 aAlam, Mohammad, Sarwar1 aKumar, Halmuthur, Mahabalara  uhttps://library.ncl.res.in/content/synthesis-and-tyrosinase-inhibition-activity-trans-stilbene-derivatives-0