Recent Advances in the Total Synthesis of the Tetrahydroisoquinoline Alkaloids (2002–2020)

AN Kim, A Ngamnithiporn, E Du, BM Stoltz - Chemical Reviews, 2023 - ACS Publications
The tetrahydroisoquinoline (THIQ) natural products constitute one of the largest families of
alkaloids and exhibit a wide range of structural diversity and biological activity. Ranging from …

Progress in the total synthesis of antitumor tetrahydroisoquinoline alkaloids

Y Gao, N Tu, X Liu, K Lu, S Chen… - Chemistry & …, 2023 - Wiley Online Library
Among the tetrahydroisoquinoline (THIQ) of natural products, a family of THIQ alkaloids has
the characteristics of similar biosynthetic pathway. Such THIQ alkaloids family mainly …

Formal Synthesis of Ecteinascidin 743 from N-Cbz-l-tyrosine

J Jia, Y Wang, Q Zhou, R Chen… - The Journal of Organic …, 2023 - ACS Publications
A formal total synthesis of ecteinascidin 743 and lurbinectedin is achieved. Key features
involve a Pictet–Spengler cyclization coupling of the tetrahydroisoquinoline and …

Transformation of Renieramycin M into Renieramycins T and S by Intramolecular Photoredox Reaction of 7-Methoxy-6-methyl-1, 2, 3, 4-tetrahydroisoquinoline-5, 8 …

M Yokoya, M Yamazaki-Nakai, K Nakai… - Journal of Natural …, 2023 - ACS Publications
In connection with our studies of biologically active 1, 2, 3, 4-tetrahydroisoquinoline marine
natural products, we describe herein a useful intramolecular photoredox transformation of 7 …

Recent advances in the synthesis and activity of analogues of bistetrahydroisoquinoline alkaloids as antitumor agents

J Guo - European Journal of Medicinal Chemistry, 2023 - Elsevier
Abstract Ecteinascidin 743 (Et-743), also known by the trade name Yondelis®, is the
pioneering marine natural product to be successfully developed as an antitumor drug …

Total Synthesis of Trabectedin, Lurbinectedin, and Renieramycin T

D Li, J Meng, X Jiang - CCS Chemistry, 2023 - chinesechemsoc.org
Trabectedin and lurbinectedin are therapeutic antitumor pharmaceuticals approved by the
Food and Drug Administration for treating soft tissue sarcomas and metastatic small cell lung …

Asymmetric synthesis of phthalascidin, zalypsis and renieramycin T from N-Cbz-L-tyrosine

Y Wang, J Jia, Q Zhou, R Chen, X Chen - Tetrahedron, 2023 - Elsevier
A new practical synthesis of Pt-650, zalypsis and renieramycin T is achieved by employing a
Pictet− Spengler cyclization coupling of the tetrahydroisoquinoline and phenylalaninol …

Design, synthesis, and biological evaluation of simplified tetrahydroisoquinoline analogs

Y Yang, Y Gao, S Chen, J Guo, Y Hu - Archiv der Pharmazie, 2023 - Wiley Online Library
A series of tetrahydroisoquinoline derivatives were prepared and their antitumor activity was
studied against several human carcinoma cell lines, including Ketr3, BEL‐7402, BGC‐823 …

Organocatalytic Enantioselective Pictet–Spengler Reaction of α‐Ketoesters: Development and Application to the Total Synthesis of (+)‐Alstratine A

R Andres, F Sun, Q Wang, J Zhu - Angewandte Chemie, 2023 - Wiley Online Library
We report herein an asymmetric Pictet–Spengler reaction of α‐ketoesters. In the presence of
a catalytic amount of simple alanine‐derived squaramide and p‐nitrobenzoic acid, reaction …

Palladium (0)-catalyzed aryne annulation: a powerful strategy for the synthesis of thio-bridged compounds

MI Morja, KH Chikhalia - Molecular Diversity, 2023 - Springer
A method for the construction of various thio-bridged compounds is developed using readily
available o-(trimethylsilyl) aryl triflates as a source of aryne precursor, catalyzed by simple …