Cascade <i>N</i>-Alkylation/Hemiacetalization for Facile Construction of the Spiroketal Skeleton of Acortatarin Alkaloids with Therapeutic Potentiality in Diabetic Nephropathy

doi:10.1007/s13659-014-0049-8

Natural Products and Bioprospecting

2015, Vol. 5

Issue (1) : 37-45 DOI: 10.1007/s13659-014-0049-8

Original article

Cascade N-Alkylation/Hemiacetalization for Facile Construction of the Spiroketal Skeleton of Acortatarin Alkaloids with Therapeutic Potentiality in Diabetic Nephropathy

Pei Cao¹, Zhen-Jie Li¹, Wen-Wu Sun^1,2, Shashwat Malhotra^3,4, Yuan-Liang Ma¹, Bin Wu¹, Virinder S. Parmar³

1. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China;
2. University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China;
3. Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi 110007, India;
4. Institute of Chemistry and Biochemistry, Freie Universität Berlin, Takustrasse 3, 14195 Berlin, Germany

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Abstract The concise building of the spiroketal core of acortatarin-type alkaloids as potential therapeutic agents in diabetic nephropathy was established in four steps, through a tandem N-alkylation/hemiacetalization between pyrrole units and the corresponding halo alcohols generated by convenient halomethylation of chiral lactones from natural aldoses.

Keywords Acortatarin alkaloids Diabetic nephropathy N-alkylation/hemiacetalization Halomethylation Chiral lactones

Fund:This research was supported by grants from the "Hundred Talents Project" of Chinese Academy of Science and "High-end Science and Technology Talents Program" of Yunnan Province(2011HA008).

Issue Date: 11 February 2018

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	Shashwat Malhotra
	Yuan-Liang Ma
	Bin Wu
	Virinder S. Parmar

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Pei Cao,Zhen-Jie Li,Wen-Wu Sun, et al. Cascade N-Alkylation/Hemiacetalization for Facile Construction of the Spiroketal Skeleton of Acortatarin Alkaloids with Therapeutic Potentiality in Diabetic Nephropathy[J]. Natural Products and Bioprospecting, 2015, 5(1): 37-45.

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http://npb.kib.ac.cn/EN/10.1007/s13659-014-0049-8 OR http://npb.kib.ac.cn/EN/Y2015/V5/I1/37

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