Über Senecio‐Alkaloide, II. Mitteil.: Zur Kenntnis des Platyphyllins

New Aloperine–Isoflavone Conjugates

“…In continuation of research on the synthesis of alkaloid-flavonoid conjugates, it seemed interesting to study the possibility of using a hydroxypropane linker to conjugate 7-hydroxyisoflavones and aloperine, which was isolated as a minor constituent from seeds and leaves of Sophora alopecuroides L. [12][13][14][15][16].…”

“…Furthermore, several 7-(3-amino-2-hydroxypropoxy) flavonoid derivatives exhibited antihypertensive [5][6][7], antihyperglycemic [8], and antiproliferative [9] activity. Isoflavones containing an aminopropanol fragment showed anti-osteoporosis activity, an estrogen effect [10], and anticancer activity [11].In continuation of research on the synthesis of alkaloid-flavonoid conjugates, it seemed interesting to study the possibility of using a hydroxypropane linker to conjugate 7-hydroxyisoflavones and aloperine, which was isolated as a minor constituent from seeds and leaves of Sophora alopecuroides L. [12][13][14][15][16].Modification of this alkaloid was interesting because of its valuable biological properties. Aloperine exhibits antiinflammatory, anti-allergic [17,18], and antiviral activity [19]; inhibits proliferation of HCT116 cancer cells; initiates apoptosis; and interrupts the cell cycle [20].…”

Synthesis of Aloperine-Containing Mannich Bases of Isoflavones

“…In continuation of research on the ability of quinolizidine alkaloids to undergo electrophilic substitution on a chromone ring of flavonoids [1-3], we studied the alkaloid aloperine (1) isolated as a minor constituent from seeds and leaves of Sophora alopecuroides L. [4][5][6][7][8] or synthesized by the published methods [9][10][11][12].…”

“…A series of 8- (aloperin-12-yl)methyl-substituted isoflavone derivatives were synthesized.In continuation of research on the ability of quinolizidine alkaloids to undergo electrophilic substitution on a chromone ring of flavonoids [1-3], we studied the alkaloid aloperine (1) isolated as a minor constituent from seeds and leaves of Sophora alopecuroides L. [4][5][6][7][8] or synthesized by the published methods [9][10][11][12].Aloperine exhibits anti-inflammatory and antiallergic activity [13], which is responsible for its therapeutic effect in treating allergic contact dermatitis and eczema [14]. Furthermore, aloperine is a promising chemotherapy agent with significant antiproliferative activity against HCT116 cancer cells.…”

Highly efficient construction of a bridged pentacyclic skeleton via a six-component domino reaction under microwave irradiation

“…9 Among them, aloperine and sparteine (Figure 1) which contain a bridged tetracyclic skeleton are useful 35 quinolizidine alkaloids. 10 This alkaloid family has attracted significant attention because these compounds display potent anti-inflammatory, antipyretic, anticancer and antiviral activities. 11 These compounds have limited availability in nature and thus, the development of practical synthetic strategies from 40 readily available starting materials is an interesting challenge.…”