147596-64-3Relevant academic research and scientific papers
Isatin Derived Spirocyclic Analogues with α-Methylene-γ-butyrolactone as Anticancer Agents: A Structure-Activity Relationship Study
Rana, Sandeep,Blowers, Elizabeth C.,Tebbe, Calvin,Contreras, Jacob I.,Radhakrishnan, Prakash,Kizhake, Smitha,Zhou, Tian,Rajule, Rajkumar N.,Arnst, Jamie L.,Munkarah, Adnan R.,Rattan, Ramandeep,Natarajan, Amarnath
supporting information, p. 5121 - 5127 (2016/06/13)
Design, synthesis, and evaluation of α-methylene-γ-butyrolactone analogues and their evaluation as anticancer agents is described. SAR identified a spirocyclic analogue 19 that inhibited TNFα-induced NF-?°B activity, cancer cell growth and tumor growth in an ovarian cancer model. A second iteration of synthesis and screening identified 29 which inhibited cancer cell growth with low-?M potency. Our data suggest that an isatin-derived spirocyclic α-methylene-γ-butyrolactone is a suitable core for optimization to identify novel anticancer agents.
New antifungal scaffold derived from a natural pharmacophore: Synthesis of α-methylene-γ-butyrolactone derivatives and their antifungal activity against Colletotrichum lagenarium
Jun-Tao, Feng,De-Long, Wang,Yong-Ling, Wu,He, Yan,Xing, Zhang
supporting information, p. 4393 - 4397 (2013/07/26)
Thirty new and thirty-four known analogues were designed and synthesized to improve the potential use of the α-methylene-γ-butyrolactone ring, a natural pharmacophore. All structures were confirmed by 1H and 13C NMR, MS, and single-c
Fluorous tagging: An enabling isolation technique for indium-mediated allylation reactions in water
Reid, Carolyn S.,Zhang, Yuhua,Li, Chao-Jun
, p. 3589 - 3591 (2008/09/21)
An efficient method was developed to allylate aldehydes using an aqueous indium-mediated allylation reaction with fluorous-tagged allyl halides, and to directly purify the products by fluorous solid phase extraction (F-SPE). The Royal Society of Chemistry
Synthesis of (E)- and (Z)-α-alkylidene-γ-aryl-γ- butyrolactones via alkenylalumination of oxiranes
Ramachandran, P. Veeraraghavan,Garner, Garrett,Pratihar, Debarshi
, p. 4753 - 4756 (2008/03/14)
(Chemical Equation Presented) Alkenylalumination of substituted styrene oxides with [α-(ethoxycarbonyl)alkenyl]diisobutylaluminum, in the presence of BF3·Et2O, affords the corresponding (Z)-α-alkylidene-γ-aryl-γ-hydroxy esters in 81-
An improved procedure for α-methylenation of lactones
Murta,De Azevedo,Greene
, p. 495 - 503 (2007/10/02)
A variety of γ-butyrolactones, as well as a δ-valerolactone and an ester, have been efficiently converted to their α-methylene derivatives by using an improved decarboxylative methylenation procedure, which is simpler and more general than the previously
Lactones, XXIII: Synthesis and stereochemistry of 'γ-lactonized' butyrophenone-type neuroleptics
Lehmann,Radwansky
, p. 51 - 55 (2007/10/02)
'γ-Lactonized' neuroleptics (1,2a-c) can be obtained by reaction of α-formyl, α-carboxy- and α-methylene-lactones 5-7a,b with amines 8a-c. 6a, 1a-c were cis/trans-mixtures with predominating cis-compounds, 6b, 2a cis/trans-mixtures with predominating tran
