Isolation, Structure Elucidation, and Total Synthesis of Two New Chimonanthus Alkaloids, Chimonamidine and Chimonanthidine.

Abstract

AlkaloidsAlkaloids U 0600 Isolation, Structure Elucidation, and Total Synthesis of Two New Chimonanthus Alkaloids, Chimonamidine and Chimonanthidine. -(TAKAYAMA*, H.; MATSUDA, Y.; MASUBUCHI, K.; ISHIDA, A.; KITAJIMA, M.; AIMI, N.; Tetrahedron 60 (2004) 4, 893-900; Grad. Sch. Pharm. Sci., Chiba Univ., Inage, Chiba 263, Japan; Eng.) -Bartels 23-216

Evaluation of in vitro aldose reductase inhibitory potential of alkaloidal fractions of Piper nigrum, Murraya koenigii, Argemone mexicana, and Nelumbo nucifera

“…The acetic acid fraction was alkalinized with concentrated sodium carbonate solution and the resulting basic solution was exhaustively extracted with chloroform (4-5 times). The organic layer was subsequently evaporated at reduced pressure in a rota evaporator to obtain the alkaloidal rich fraction [39].…”

In vitro propagation of Chimonanthus praecox (L.), a winter flowering ornamental shrub

“…Except for attempts to induce androgenesis in anther cultures (Radojević 1980;Marinković and Radojević 1994), there is no data available in the literature describing micropropagation or in vitro culture of C. praecox, Since it contains a number of interesting secondary metabolites (Iwashina et al 2001;Takayama et al 2004;Kitajima et al 2006) we elaborated a procedure for its in vitro propagation.…”

“…Wintersweet is frost hardy, surviving short periods of frosts with temperatures reaching as low as −18°C. The species is well-known in Chinese folk medicine where it is used as a treatment for rheumatic arthritis (Takayama et al 2004). Known active compounds present in its tissues include chimonamidine and chimonanthidine, triptamine type alkaloids that have important biological activities (Takayama et al 2004, Kitajima et al 2006.…”

Synthesis and Antimicrobial Activity of Calycanthaceous Alkaloid Analogues

“…Calycanthaceous alkaloids have demonstrated important biological activities such as anti-convulsant, anti-fungal, anti-viral, analgesic, anti-tumor, and melanogenesis inhibitory properties [5][6][7][8][9]. Because of their broad spectrum of biological properties, a number of studies aimed at the synthesis and antimicrobial activity of calycanthaceous alkaloids have been reported [10][11][12][13][14][15]. To date, little attention has been paid to the structural optimization of the tetrahydropyrroloindole core structure of calycanthaceous alkaloids for their antimicrobial activities.…”

“…Acylation resulted in 24 derivatives, 20 of which have not been previously characterized. The synthesized compounds were characterized by 1 H NMR, 13 C NMR, and DEPT. The activities of these compounds towards a wide variety of plant pathogenic fungi were evaluated, with the following results: The inhibitory effects of calycanthaceous alkaloid analogues against spore germination of Botrytis cinerea and Curvularia lunata are listed in Table 1.…”