41999-24-0Relevant academic research and scientific papers
6H-benzopyrano[3,4-b]quinoline compounds as well as preparation method and application thereof
-
, (2021/01/29)
The invention relates to new 6H-benzopyrano[3,4-b]quinoline compounds as well as a preparation method and application thereof in preparation of antitumor drugs. The chemical general formulas of the compounds are shown as structural formulas (I) and (II). In-vitro anti-tumor activity screening results show that the compounds represented by the formula I and the formula II have broad-spectrum anti-tumor activity, and have strong inhibition activity on human colorectal cancer (HCT116), human liver cancer (HepG2), human pancreatic cancer (SW1990), human ovarian cancer (A2780), human breast cancer(MCF7) and human cervical cancer (Hela). Compounds 7h and 7n have relatively strong anti-inhibition activity on a HepG2 cell line, and IC50 of the compounds is 0.58 [mu]M and 1.94 [mu]M respectively and is remarkably superior to that of a control drug irinotecan; a compound 7a has high selectivity on a Hela cell line, and IC50 is 4.37 [mu]M; and compounds 9h and 9i have strong inhibition effects on six tumor cell lines, and the IC50 values are 6.38-21.04 [mu]M and 5.12-23.31 [mu]M respectively. Therefore, the compounds can be used for preparing anti-tumor drugs.
Photoredox halogenation of quinolones: The dual role of halo-fluorescein dyes
Ritu,Kumar, Sharvan,Chauhan, Parul,Jain, Nidhi
, p. 4585 - 4592 (2021/05/31)
An efficient C-3 halogenation of quinolin-4-ones is reported with halogenated fluorescein dyes which serve both as a halogen source and photocatalyst. This reaction shows broad substrate scope and gives good to excellent yields of C-3 brominated/iodinated
Divergent route to access structurally diverse 4-quinolones via mono or sequential cross-couplings
Cross, R. Matthew,Manetsch, Roman
, p. 8654 - 8657 (2011/03/20)
A divergent route was developed to access 3-iodo- and 6-chloro-3-iodo-4(1H) -quinolones for further elaboration via mono and/or sequential Suzuki-Miyaura cross-coupling to generate novel and medicinally important 4(1H)-quinolones. Copper- and palladium-ca
Endochin optimization: Structure-activity and structure-property relationship studies of 3-substituted 2-Methyl-4(1 H)-quinolones with antimalarial activity
Cross, R. Matthew,Monastyrskyi, Andrii,Mutka, Tina S.,Burrows, Jeremy N.,Kyle, Dennis E.,Manetsch, Roman
experimental part, p. 7076 - 7094 (2010/12/25)
Since the 1940s endochin and analogues thereof were known to be causal prophylactic and potent erythrocytic stage agents in avian models. Preliminary screening in a current in vitro assay identified several 4(1H)-quinolones with nanomolar EC50 against erythrocytic stages of multidrug resistant W2 and TM90-C2B isolates of Plasmodium falciparum. Follow-up structure-activity relationship (SAR) studies on 4(1H)-quinolone analogues identified several key features for biological activity. Nevertheless, structure-property relationship (SPR) studies conducted in parallel revealed that 4(1H)-quinolone analogues are limited by poor solubilities and rapid microsomal degradations. To improve the overall efficacy, multiple 4(1H)-quinolone series with varying substituents on the benzenoid quinolone ring and/or the 3-position were synthesized and tested for in vitro antimalarial activity. Several structurally diverse 6-chloro-2-methyl-7-methoxy-4(1H)-quinolones with EC50 in the low nanomolar range against the clinically relevant isolates W2 and TM90-C2B were identified with improved physicochemical properties while maintaining little to no cross-resistance with atovaquone.
Novel Nucleophilic Substitution of Alkyl Bromo-2(1H)-pyridones
Pessolano, A. A.,Witzel, B. E.,Graham, P. M.,Clark, R. L.,Jones, H.,at al.
, p. 265 - 272 (2007/10/02)
Nucleophilic substitution of certain alkyl bromo-2(1H)-pyridones gave some unexpected products where the alkyl group is substituted and the ring bromine is replaced by hydrogen.The expected ring substituted product is also formed, but only as the minor pr
