69877-38-9Relevant articles and documents
Tailoring 3,3'-dihydroxyisorenieratene to hydroxystilbene: Finding a resveratrol analogue with increased antiproliferation activity and cell selectivity
Kang, Yan-Fei,Yan, Wen-Jing,Zhou, Ting-Wen,Dai, Fang,Li, Xiu-Zhuang,Bao, Xia-Zhen,Du, Yu-Ting,Yuan, Cui-Hong,Wang, Hai-Bo,Ren, Xiao-Rong,Liu, Qiang,Jin, Xiao-Ling,Zhou, Bo,Zhang, Jie
, p. 8904 - 8908 (2014/07/22)
Four novel compounds were designed by "tailoring" 3,3'-dihydroxyisorenieratene (a natural carotenoid) based on an isoprene unit retention truncation strategy. Among them, the smallest molecule 1 (2,3,6,2',3',6'-hexamethyl-4,4'-dihydroxy-trans-stilbene) was concisely synthesized in a one-pot Stille-Heck tandem sequence, and surfaced as a promising lead molecule in terms of its selective antiproliferative activity mediated by blocking the NCI-H460 cell cycle in G1 phase. Additionally, theoretical calculations and cell uptake experiments indicate that the unique polymethylation pattern of compound 1 significantly induces a conformational change shift out of planarity and increases its cell uptake and metabolic stability. The observation should be helpful to rationally design resveratrol-inspired antiproliferative agents. Four novel compounds were designed by "tailoring" 3,3'-dihydroxyisorenieratene (a natural carotenoid) based on an isoprene unit retention truncation strategy. Among them, the smallest molecule 1 was concisely synthesized by a one-pot Stille-Heck tandem sequence, and surfaced as a promising lead molecule in terms of its selective antiproliferative activity (see figure).
A new stereoselective synthesis of acitretin (=Soriatane, Neotigason)
Andriamialisoa, Zo,Valla, Alain,Cartier, Dominique,Labia, Roger
, p. 2926 - 2929 (2007/10/03)
A new synthesis of acitretin via a C15 + C5 route is reported. The C15 unit is the key step, involving a procedure that provides the required (all-E)-C15-aldehyde with high stereoselectivity.
STEREOSELECTIVE SYNTHESIS OF 5-ARYL-3-METHYL-2E,4E-PENTADIENALS
Makin, S. M.,Mikerin, I. E.,Dobretsova, E. K.,Shavrygina, O. A.
, p. 572 - 575 (2007/10/02)
A series of 5-aryl-3-methyl-2E,4E-pentadienals were synthesized stereoselectively from 4-aryl-3E-buten-2-ones and methylmagnesium iodide followed by formylation of the obtained tertiary dimethylstyrylcarbinols by the formylating complex produced from dimethylformamide and phosphorus oxychloride.A synthesis of 2,3,6-trimethyl-4-methoxybenzaldehyde, starting from pseudocumene, is proposed.
