50848-61-8Relevant academic research and scientific papers
Benzopyrans as selective estrogen receptor β agonists (SERBAs). Part 4: Functionalization of the benzopyran A-ring
Norman, Bryan H.,Richardson, Timothy I.,Dodge, Jeffrey A.,Pfeifer, Lance A.,Durst, Gregory L.,Wang, Yong,Durbin, Jim D.,Krishnan, Venkatesh,Dinn, Sean R.,Liu, Shengquan,Reilly, John E.,Ryter, Kendal T.
, p. 5082 - 5085 (2008/03/14)
Benzopyrans are selective estrogen receptor (ER) β agonists (SERBAs), which bind the ER receptor subtypes α and β in opposite orientations. We have used structure based drug design to show that this unique phenomena can be exploited via substitution at the 8-position of the benzopyran A-ring to disrupt binding to ERα, thus improving ERβ subtype selectivity. X-ray cocrystal structures with ERα and ERβ are supportive of this approach to improve selectivity in this structural class.
Synthesis of Marine Toxins. A Biomimetic Approach to the Novel Spirobenzoquinonefuran Stypoldione
Begley, Michael J.,Fish, Paul V.,Pattenden, Gerald,Hodgson, Simon T.
, p. 2263 - 2271 (2007/10/02)
A synthesis of the spirobenzoquinonefuran unit, i.e. (10), present in stypoldione, a novel marine toxin found in the brown alga Stypopodium zonale which shows pronounced narcotic and hyperactive effects upon reef-dwelling fish, is described.The synthesis uses a strategy, viz (17) -> (18) -> (19) -> (11) -> (10), which has close similarities to the probable biogenesis of this protion of the natural product (Scheme 1).The advanced precursors (30) and (36) for projected syntheses of deoxystypoldione (33) and stypodiol (3) respectively were also prepared, but neither substrate underwent polyene cyclization to the required pentacyclic molecules.
SYNTHESIS AND STRUCTURE REVISION OF BIFURCARENONE, A UNIQOE MONOCYCLIC DITERPENE IN COMBINATION WITH A HYDROQUINONE C7 UNIT AS AN INHIBITOR OF MITOTIC CELL DIVISION
Mori, Kenji,Uno, Tetsuyuki
, p. 1945 - 1958 (2007/10/02)
Bifurcarenone, a C27 hydroquinone isolated from the brown seaweed Bifurcaria galapegensis, was synthesized as its racemate, and shown to be 2.The structure 1, originally proposed for bifurcarenone, was synthesized, and found to be different from the natur
MARINE TOXINS. SYNTHESIS OF THE SPIRO-BENZOQUINONEFURAN UNIT IN STYPOLDIONE
Fish, Paul V.,Pattenden, Gerald
, p. 3857 - 3860 (2007/10/02)
A synthesis of the unusual spiro-benzoquinonefuran unit (13) present in the marine toxin stypoldione (1), using the strategy (9)-(10)-(12)-(13), is described.
