371756-61-5Relevant articles and documents
Analogue based drug design, synthesis, molecular docking and anticancer evaluation of novel chromene sulfonamide hybrids as aromatase inhibitors and apoptosis enhancers
Ghorab, Mostafa M.,Alsaid, Mansour S.,Al-Ansary, Ghada H.,Abdel-Latif, Ghada A.,Abou El Ella, Dalal A.
, p. 946 - 958 (2016)
Twenty novel chromene derivatives carrying different sulfonamide moieties (3–22) were designed and synthesized. All the newly prepared compounds were evaluated for their in?vitro anticancer activity against breast cancer cell line (T47D). Most of the synthesized compounds showed good to moderate activity (IC50?=?8.8–108.9?μM), where compound 16 (IC50?=?8.8?μM) exhibited higher activity compared to doxorubicin (IC50?=?9.8?μM). In order to determine the mechanism of the anticancer activity in T47D cells, the effect of the most potent compounds (5–8, 11–14, and 16–18) on the aromatase activity was tested. Most of the selected compounds showed significant inhibitory effect on the aromatase activity, with compound 18 showing IC50?=?4.66?μM. Furthermore, apoptosis studies were conducted on two of the most potent compounds (8 & 16) to estimate the proapoptotic potential of our compounds. Both induced the levels of active caspase 3, caspase 8 and caspase 9. Moreover, they surprisingly boosted the Bax/Bcl2 ratio 5936 & 33,000 folds, respectively compared to the control. Moreover, they showed mild cytotoxic effect (IC50?=?183.8?μM & 172.04?μM, respectively) in normal breast cells 184A1. Finally, a molecular docking study was performed to investigate the probable interaction with the aromatase enzyme.
L-proline-catalyzed activation of methyl ketones or active methylene compounds and DMF-DMA for syntheses of (2E)-3-dimethylamino-2- propen-1-ones
Kumar, Dinesh,Kommi, Damodara N.,Chopra, Pradeep,Ansari, Md Imam,Chakraborti, Asit K.
, p. 6407 - 6413,7 (2020/09/16)
A cascade organocatalysis is reported for the nucleophilic and electrophilic dual activation taking place in the reaction of methyl ketones or active methylene compounds with DMF-DMA (N,N-dimethylformamide dimethyl acetal). L-Proline serves as an efficient organocatalyst in the covalent and noncovalent synchronous mode for the ambiphilic activation of various aryl, heteroaryl, and styryl methyl ketones, cyclic ketones, and 1,3-diketones with DMF-DMA to achieve the convenient syntheses of the versatile synthons (2E)-1-aryl/ heteroaryl/styryl-3-(dimethylamino)-2-propen-1-ones, (E)-α- [(dimethylamino)formylidene]cycloalkanones, and (E)-2-(dimethylamino) formylidene-1,3-diketones in high yields under solvent-free conditions.
Microwave assisted synthesis, part 1: Rapid solventless synthesis of 3-substituted coumarins and benzocoumarins by microwave irradiation of the corresponding enaminones
Al-Zaydi, Khadijah M.
, p. 541 - 555 (2007/10/03)
The reactivity of enaminones toward a variety of reagents under microwave irradiation is reported. The results are compared with traditional solution methods.
