Synthesis and anti-rhinovirus activity of novel 3-[2-(pyridinyl)vinyl]substituted -2H-chromenes and -4H-chromen-4-ones

Quantitative Structure-cytotoxicity Relationship of 3-Benzylidenechromanones

“…Since compound [17] showed very week tumor-specificity (1.2) and PSE (0.37) (Table II), we performed QSAR analysis with compounds [1~16]. More than 3,000 kinds of feature values with or without each functional group were calculated, based on chemical structures.…”

“…(3E)-2,3-Dihydro-3-(phenylmethylene)-4H-1-benzopyran-4-one [1], (3E)-2,3-dihydro-3-[(4-hydroxyphenyl) methylene]-4H-1-benzopyran-4-one [2], (3E)-2,3-dihydro-3-[(3,4-dihydroxyphenyl)methylene]-4H-1-benzopyran-4-one [3], (3E)-2,3-dihydro-3-[(4-methoxyphenyl)methylene]-4H-1-benzopyran-4-one [4], (3E)-2,3-dihydro-3-[(3,4-dimethoxyphenyl)methylene]-4H-1-benzopyran-4-one [5], (3E)-2,3-dihydro-3-[(4-dimethylaminophenyl)methylene]-4H-1-benzopyran-4-one [6], (3E)-2,3-dihydro-3-[(4-fluorophenyl)methylene]-4H-1-benzopyran-4-one [7], (3E)-3-[(4-chlorophenyl)methylene]-2,3-dihydro-4H-1-benzopyran-4-one [8], (3E)-2,3-dihydro-7-hydroxy-3-[(4-hydroxyphenyl)methylene]-4H-1-benzopyran-4-one [9], (3E)-2,3-dihydro-3-[(3,4-dihydroxyphenyl)methylene]-7-hydroxy-4H-1-benzopyran-4-one [10], (3E)-2,3-dihydro-7-hydroxy-3-[(4-methoxyphenyl)methylene]-4H-1-benzopyran-4-one [11], (3E)-2,3-dihydro-3-[(4-dimethylaminophenyl)methylene]-7-hydroxy-4H-1-benzopyran-4-one [12], (3E)-2,3-dihydro-7-methoxy-3-(phenylmethylene)-4H-1-benzopyran-4-one [13], (3E)-2,3-dihydro-3-[(4-hydroxyphenyl)methylene]-7-methoxy-4H-1-benzopyran-4-one [14], (3E)-2,3-dihydro-3-[(3,4-dihydroxyphenyl)methylene]-7-methoxy-4H-1-benzopyran-4-one [15], (3E)-2,3-dihydro-7-methoxy-3-[(4-methoxyphenyl)methylene]-4H-1-benzopyran-4-one [16] and (3E)-2,3-dihydro-3-[(4-dimethylaminophenyl)methylene]-7-methoxy-4H-1-benzopyran-4-one [17] (structures shown in Figure 1) were synthesized by base-catalyzed condensation of appropriate 4-chromanone with substituted benzaldehyde derivatives according to previous methods (19,20). All compounds were dissolved in DMSO at 40 mM and stored at -20˚C before use.…”

Zinc Triflate Promoted General Synthetic Protocol for the Facile Construction of Chromenes and Pyrimidines Bearing N-Allyl Quinolone Nucleus

“…From last few decades these compounds are gaining increasingly importance due to their therapeutic and pharmacological properties. Fused chromenes compounds possesses wide spectrum of activities such as antibacterial [1], anticancer agents [2], anti-rhinovirus activity [3], antipyretic, analgesic, anti-inflammatory and antioxidant activities [4]. Pyrimidines are an important class of the heterocyclic compounds possesses various therapeutic and pharmacological properties, like anti-inflammatory and antimicrobial agents [5], anticancer agents [6], antitubercular and antimicrobial activities [7] and antimalarial activity [8].…”

A One-Pot Synthesis of Functionalized Tetrahydro-4HChromenes and Tetrahydro-4H-Thiopyrans Derivatives

“…Benzaldehyde (2.15 g, 0.02 mol) and 2-propanol (50.0 cm 3 ) was taken in a three-necked round bottomed flask fitted with a reflux condenser, a pressure equalizing dropping funnel and a magnetic stirrer. The whole setup was placed in an oil bath.…”

“…Chromene derivatives have attracted increasing attention from synthetic chemists due to their diverse biological activities, including antitumor [1] , antibacterial [2] , antiviral [3] , antioxidative [4] , antidepressant [5] , antihypertensive [6] , antidiabetic [7] , fungicidal [8] , and insecticidal properties [9] . Tetrahydro-4H-thiopyrans are a class of important heterocycles that have been used as analgesics and anti-inflamatory [10] , insecticides, herbicides [11] , sensitizers [12] , fireresistant polymers [13] .…”