China
Africa
Explore chapters and articles related to this topic
Greener Synthesis of Natural Products
Published in Ahindra Nag, Greener Synthesis of Organic Compounds, Drugs and Natural Products, 2022
Renata Kołodziejska, Renata Studzińska, Hanna Pawluk, Alina Woźniak
In order to obtain both enantiomers of the tetrahydroisoquinoline alkaloid 8,9-bis(methyloxy)-1,2,3,5,6,10b-hexa-hydropyrrolo[2,1-a]isoquinoline (crispine A), discrimination of the stereogenic center in the δ position against the hydroxyl group was carried out using kinetic resolution catalyzed by lipase PS (B. cepacia lipase). The decanoylation of the racemic mixture of its analogue led to an (S)-ester up to 96% ee (Figure 14.31). Enzymatic hydrolysis of the corresponding ester made it possible to obtain (S)-alcohol with similar optical purity.111 The obtained crispine A and another isoquinoline alkaloid, containing a guanidyl group (crispine E), display high biological activity against SKOV3, KB, and HeLa human cancer cell lines. They are isolated from the plant Carduus crispus has long been used in Chinese folk medicine for the treatment of colds, stomach problems, and rheumatism.112
Production of Life-Saving Drugs from Marine Sources
Published in Prasenjit Mondal, Ajay K. Dalai, Sustainable Utilization of Natural Resources, 2017
Lurbinectedin (16) is a dimeric isoquinoline alkaloid similar to trabectedin but has a tetrahydro-β-carboline moiety as a replacement of tetrahydroisoquinoline present in trabectedin. Currently, it is in phase III of clinical development for ovarian cancer. Lurbinectedin binds covalently to minor grooves of DNA inducing break formation in double-stranded DNA, thereby leading to cell apoptosis.
N-formylation of isoquinoline derivatives with CO2 and H2 over a heterogeneous Ru/ZIF-8 catalyst
Published in Journal of Experimental Nanoscience, 2022
Zhen-Hong He, Yuan-Yuan Wei, Na Li, Yong-Chang Sun, Shao-Yan Yang, Kuan Wang, Weitao Wang, Xiaoxue Ma, Zhao-Tie Liu
In the present work, we established a supported Ru catalyst, i.e. the Ru/ZIF-8 catalyst in N-formylation of isoquinoline and its derivatives with CO2 and H2. The catalyst showed excellent performances both in hydrogenation of isoquinoline and N-formylation of 1,2,3,4-tetrahydroisoquinoline, and thus it could achieve the one-pot N-formylation of isoquinoline. The developed Ru/ZIF-8 could catalyze the N-formylation of isoquinoline derivatives, and possessed good stability and reusability in the reaction. The present work not only provides an efficient catalyst for hydrogenation of highly unsaturated isoquinoline derivatives, but also affords a straightforward way to use CO2 resource and synthesize the important N-formyl-1,2,3,4-tetrahydroisoquinoline derivatives.