24381-12-2Relevant articles and documents
The effect of exchanging various substituents at the 2-position of 2-methoxyestradiol on cytotoxicity in human cancer cell cultures and inhibition of tubulin polymerization
Cushman, Mark,Mohanakrishnan, Arasambattu K.,Hollingshead, Melinda,Hamel, Ernest
, p. 4748 - 4754 (2002)
A new set of estradiol derivatives bearing various substituents at the 2-position were synthesized in order to further elucidate the structural parameters associated with the antitubulin activity and cytotoxicity of 2-substituted estradiols. The potencies
A Novel 1,3 O -> Silyl Shift and Deacylation Reaction Mediated by Tetra-n-butylammonium Fluoride in an Aromatic System
He, Hu-Ming,Fanwick, Phillip E.,Wood, Karl,Cushman, Mark
, p. 5905 - 5909 (1995)
A novel 1,3 O -> C migration of a silyl group accompanied by a deacylation reaction was discovered during the conversion of 2-acetyl-3,17-bis(tert-butyldimethylsilyl)-β-estradiol (4) and 3,17-bis(tert-butyldimethylsilyl)-2-propionyl-β-estradiol (5) to 2,17-bis(tert-butyldimethylsilyl)-β-estradiol (6) in the presence of tetra-n-butylammonium fluoride.A crossover experiment indicated that the transformation is intramolecular.
Olefination estradiol compound as well as preparation method and application thereof (by machine translation)
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Paragraph 0030-0033, (2019/08/12)
The invention relates to an enestradiol compound as well as preparation and application, and provides an optimal alkylenated modification site. The structural formulas (1)~(6). The prostate cancer cell line PC - 3 and the breast cancer cell MCF F F have e
Oxalic Acid Monothioester for Palladium-Catalyzed Decarboxylative Thiocarbonylation and Hydrothiocarbonylation
Zhao, Bin,Fu, Yao,Shang, Rui
supporting information, p. 9521 - 9526 (2019/11/28)
Oxalic acid monothioester (OAM), an easily accessible and storable reagent, was reported herein as a thioester synthetic equivalent for palladium-catalyzed decarboxylative thiocarbonylation of organohalides and hydrothiocarbonylation of unsaturated carbon-carbon bonds at room temperature with high chemo- and regioselectivity. The reaction is applicable to the synthesis of cysteine-derived thioesters, thus allowing chemical modification of cysteine-containing peptides. Decarboxylation of OAM proceeds through oxidative addition of Pd(0) to the acyl-S bond, which accounts for the very mild reaction conditions.
Palladium-catalyzed intramolecular reductive cross-coupling of Csp 2-Csp3 bond formation
Liu, Hui,Wei, Jianpeng,Qiao, Zongjun,Fu, Yana,Jiang, Xuefeng
supporting information, p. 8308 - 8313 (2014/07/08)
A Pd-catalyzed efficient reductive cross-coupling reaction without metallic reductant to construct a Csp2-Csp3 bond has been reported. A PdIV complex was proposed to be a key intermediate, which subsequently went through d
Mild arming and derivatization of natural products via an In(OTf) 3-catalyzed arene iodination
Zhou, Cong-Ying,Li, Jing,Peddibhotla, Satyamaheshwar,Romo, Daniel
supporting information; experimental part, p. 2104 - 2107 (2010/09/15)
Figure presented Iodination of arene-containing natural products employing N-iodosuccinimide catalyzed by In(OTf)3 at ambient temperature is reported as a versatile and mild method for natural product derivatization amenable to small scale. This process facilitates natural product derivatization of arene moieties for SAR studies, homo- and heterodimerization of natural products, and also conjugation with reporters such as biotin via subsequent metal-mediated coupling reactions.
Mild and efficient iodination of aromatic and heterocyclic compounds with the NaClO2/NaI/HCl system
Lista, Liliana,Pezzella, Alessandro,Napolitano, Alessandra,d'Ischia, Marco
, p. 234 - 239 (2008/09/16)
NaClO2/NaI in the presence of HCl is a mild, cheap, and non-toxic reagent for the iodination of phenols, including estradiol and naphthol, aromatic amines, and heterocyclic substrates, e.g., indoles, 8-hydroxyquinoline, imidazole, in fair to excellent yields by a very simple isolation protocol. The scope of the procedure is exemplified by the first iodination of 5-nitroindole to 3-iodo-5-nitroindole in 75% yield.
Intravenous injection of human sex steroid hormone-binding globulin in mouse decreases blood clearance rate and testicular accumulation of orally administered [2-125I]iodobisphenol A
Bendridi, Nadia,Mappus, Elisabeth,Grenot, Catherine,Lejeune, Herve,Yves Cuilleron, Claude,Pugeat, Michel
, p. 637 - 645 (2007/10/03)
Bisphenol A, an environmental compound with estrogenic activity, has been shown to bind human sex steroid hormone-binding globulin (hSHBG), the main plasma transport protein which regulates the metabolism of androgens and estrogens and limits their access
Synthesis, antitubulin and antimitotic activity, and cytotoxicity of analogs of 2-methoxyestradiol, an endogenous mammalian metabolite of estradiol that inhibits tubulin polymerization by binding to the colchicine binding site
Cushman,He,Katzenellenbogen,Lin,Hamel
, p. 2041 - 2049 (2007/10/02)
In order to define the structural parameters associated with the antitubulin activity and cytotoxicity of 2-methoxyestradiol, a mammalian metabolite of estradiol, an array of analogs was synthesized and evaluated. The potencies of the new congeners as inh
Reaction of Benzeneselenyl Halides with Estrogens
Ali, Hasrat,Lier, Johan E. van
, p. 269 - 271 (2007/10/02)
The reaction of estradiol and estrone with benzeneselenyl chloride affords mainly 2-phenylselenyl adducts which are readily converted into the corresponding 2-halogenated estrogens upon treatment with a variety of reagents.
