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Citation: Yu ZHAO, Wei LU, Xiao Jiang HAO, Jun Chao CAI, Hong YU, Thierry SEVENET, FranÇise GUÉITTE. Synthesis of Cytotoxic Sinapyl Alcohol Derivatives from Ligularia nelumbifolia[J]. Chinese Chemical Letters, ;2002, 13(3): 201-204. shu

Synthesis of Cytotoxic Sinapyl Alcohol Derivatives from Ligularia nelumbifolia

1.
Department of Natural Drug Research, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310031;
2.
Laboratory of Phytochemistry, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204;
3.
Shanghai Institute of Material Medica, Chinese Academy of Sciences, Shanghai 200031;
4.
Inmore Laboratory of Biotechnology, Kunming 650011;
5.
Institut de Chimie des Substances Naturelles, CNRS, Avenue de la Terrasse, 91198 Gif-sur-Yvette, France

Received Date: 3 July 2001

Fund Project: This work is financially supported by the Life Science Special Fund of Chinese Academy of Sciences Supported by the Ministry of Finance (STZ-00-24), the Yunnan Province Foundation of Applied and Basic Research (2000C0072M), the Foundation for Visiting Professor (Y. Z.) from the State Key Laboratory of New Drug Research at SIMM, CAS, the grant from Dean of KIB, CAS, and EGIDE foundation (France).

Total synthesis of two cytotoxic natural products, nelumol A (1) and nelumal A (2), were carried out by two different paths. 4-O-Benzyl substitute analogues 26 and 27, as well as the 4-O-(2-methyl-butenyl) derivatives 29 and 30 were also synthesized for a SAR investigation. 1 and 2 were also measured on different tumor cell line.
- Natural products,
- cytotoxicity,
- total synthesis,
- SAR,
- pharmaceutical chemistry,
- sinapyl alcohol derivatives
1. [1]
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3. [3]
  Shehla Khalid , Muhammad Bilal , Nasir Rasool , Muhammad Imran . Photochemical reactions as synthetic tool for pharmaceutical industries. Chinese Chemical Letters, 2024, 35(9): 109498-. doi: 10.1016/j.cclet.2024.109498
4. [4]
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5. [5]
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