10172-73-3Relevant academic research and scientific papers
Antitumor activities of biscoumarin and dihydropyran derivatives
Zhou, Hai-Yu,Dong, Feng-Quan,Du, Xin-Liang,Zhou, Zhi-Kun,Huo, Hai-Ru,Wang, Wei-Hao,Zhan, Hong-Dan,Dai, Yi-Fei,Meng, Jing,Sui, Yun-Peng,Li, Jing,Sui, Feng,Zhai, Yun-Hui
, p. 3876 - 3880 (2016)
Rising worldwide cancer incidence and resistance to current anti-cancer drugs necessitate the need for new pharmaceutical compounds and drug delivery system. Two novel series of biscoumarin (1–4) and dihydropyran (5–16) derivatives were synthesized via a one-pot multicomponent condensation reaction and evaluated for their antitumor activity in vitro. The X-ray crystal structure analysis of four representative compounds 2, 7, 10 and 13 confirmed the structures of these compounds. Compounds 1–4 showed the most potent antitumor activity among the total 16 derivatives. More interestingly, preliminary mechanism studies revealed that the most potent compound 4 induced apoptosis and arrested the cell cycle at the S phase in HUTU80 cells. Additionally, the increased accumulation of HUTU80 cells in the sub G1 peak further pointed to the occurence of the cell apoptosis. The selectivity index analysis demonstrated that all the biscoumarin compounds (SI?=?3.1–7.5) possess higher selectivity towards intestinal epithelial adenocarcinoma cell line (HuTu80) than positive control drug carboplatin (SI?=?1.6–1.8). The biscoumarin compounds also showed no obvious acute toxicity on mice.
Synthesis, structure, toxicological and pharmacological investigations of 4-hydroxycoumarin derivatives
Manolov, Ilia,Maichle-Moessmer, Caecilia,Danchev, Nicolay
, p. 882 - 890 (2006)
Twenty 4-hydroxycoumarin derivatives were synthesized. Five of them are described for the first time. The X-ray crystal structure analysis of 3,3′-(2,3,4-trimethoxyphenylmethylene)bis-(4-hydroxy-2H-1-benzopyran-2-one) (7) and 3,3′-(3,5-dimethoxy-4-hydroxy
Fast highly efficient 'on-solvent' non-catalytic cascade transformation of benz-aldehydes and 4-hydroxycoumarin into bis(4-hydroxycoumarinyl)arylmethanes
Elinson, Michail N.,Vereshchagin, Anatoly N.,Sokolova, Olga O.
, p. 121 - 129 (2017)
Non-catalytic cascade reaction of benzaldehydes and two equivalents of 4-hydroxycoumarin initiated by reflux in propanol results in the fast (15 min) and efficient formation of substituted tetrahydro-1H-xanthen-1-ones in 93-98% yields. The developed fast
Developing a highly potent anthelmintic: study of catalytic application of l-proline derived aminothiourea in rapid synthesis of biscoumarins and their in vitro anthelmintic essay
Kharrngi, Balamphrang,Dhar, Errini Decruse,Basumatary, Grace,Das, Dharitri,Deka, Ramesh Ch,Yadav, Arun K,Bez, Ghanashyam
, (2021/02/22)
Abstract: Due to serious side effects of benzimidazoles such as apoptosis and mitotic arrest, development of alternative anthelmintic drugs with comparable efficacy to target the acetylcholine receptors of parasites is considered very important to control
Heterogeneous SO3H@Fe3O4 magnetic nanocatalyst as an efficient and reusable medium for the synthesis of 3,3′-(arylmethylene)-bis-(4-hydroxycoumarin), bis-(indolyl)-methane, and 1,8-dioxo-octahydroxanthene derivatives
Wu, Xiaobo,Peng, Wan-Xi
, p. 2129 - 2148 (2020/06/24)
This work aimed to synthesize a new heterogeneous catalyst (SO3H@Fe3O4 magnetic nanoparticles) and the study of its catalytic behavior in synthesizing 3,3′-(arylmethylene)-bis-(4-hydroxycoumarin), bis-(indolyl)-methane, an
The immobilized Ni(II) species on thiourea functionalized copper ferrite: a reusable nanocatalyst for synthesis of biscoumarins under solvent-free conditions
Zeynizadeh, Behzad,Hasanpour Galehban, Morteza,Shokri, Zahra
, p. 1493 - 1505 (2020/02/27)
In this study, nanoparticles of CuFe2O4@SiO2@PTMS@Tu@Ni(II) as the reusable magnetic catalyst were prepared. Synthesis of the Ni(II)–CuFe2O4 system was carried out through a five-step procedure includ
Fabrication and characterization of the immobilized Cu(II) and Ni(II) species on silica-coated copper ferrite: as novel magnetically reusable nanocatalysts toward synthesis of biscoumarins
Zeynizadeh, Behzad,Sadeghbari, Maryam,Noroozi Pesyan, Nader
, p. 73 - 88 (2019/08/13)
In this study, we have synthesized magnetically nanoparticles (MNPs) of CuFe2O4@SiO2@AAPTMS@Ni(II) and CuFe2O4@SiO2@AAPTMS@Cu(II). The prepared nanocomposite systems were characterized usin
Aluminized Polyborate-catalyzed Environmentally Benign Solvent-free Protocol for the Synthesis of Bis-coumarin Derivatives
Aute, Dilip,Kshirsagar, Akshay,Kadnor, Vijay,Uphade, Bhagwat,Gadhave, Anil
, p. 599 - 605 (2021/01/25)
The present work reports, an efficient application of aluminized polyborate as a mild solid acid catalyst for the multicomponent synthesis of biologically important bis-coumarin derivatives. The one-pot synthesis of bis-coumarins involves domino Knoevenag
Porcine pancreas lipase as a green catalyst for synthesis of bis-4-hydroxy coumarins
Bavandi, Hossein,Habibi, Zohreh,Yousefi, Maryam
, (2020/08/06)
4-Hydroxycoumarins represents an important structural motif in life sciences molecules with remarkable biological properties. 4-Hydroxycoumarins are important precursors in the synthesis of organic compounds and critical pharmacophores in medicinal chemis
Efficient synthesis of bis-(4-hydroxycoumarin) using sulfanilic acid as recyclable catalyst in water
SADAT-JALALI, Mozhgan,MANAFI, Mohammadreza,HOMAMI, Seyed Saied,GORJI, Banafsheh,MONZAVI, Amirhossein
, p. 473 - 480 (2020/10/06)
A catalytic reaction between aromatic aldehydes and 4- hydroxycoumarin has been developed to form a decent range of functionalized biscoumarin skeletons in excellent yields using sulfanilic acid as reusable catalyst in aqueous media. The catalytic reactio
