A Concise and Efficient Total Synthesis of α-Mangostin and β-Mangostin from Garcinia Mangostana-Reference-Cited by-同舟云学术

A Concise and Efficient Total Synthesis of α-Mangostin and β-Mangostin from Garcinia Mangostana

Published:2013-08 Issue:8 Volume:8 Page:1934578X1300800
ISSN:1934-578X
Container-title:Natural Product Communications
language:en
Short-container-title:Natural Product Communications

Author:

Xu Dandan¹,Nie Ying²,Liang Xizhou³,Ji Ling¹,Hu Songyuan¹,You Qidong¹⁴,Wang Fan¹,Ye Hongchun¹,Wang Jinxin¹

Affiliation:

1. Jiang Su Key Laboratory of Drug Design and Optimization, China Pharmaceutical University, Nanjing, China 210009

2. Pharmacy Experimental Center, China Pharmaceutical University, Nanjing, China 210009

3. Simcere Dongyuan Pharmaceutical Co., Ltd., 10 Tianpu Road, Nanjing, China 211800

4. State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing, China 210009

Abstract

The concise, efficient synthesis of α-mangostin is described in eight simple steps with 8.3% overall yield. Highlights include a practical approach to construct the isopentene groups and other diverse groups at C–2 and C–8 of the xanthene skeleton through Claisen rearrangement and Wittig reaction. Meanwhile the first total synthesis of β-mangostin is presented with a similar approach.

Publisher

SAGE Publications

Subject

Complementary and alternative medicine,Plant Science,Drug Discovery,Pharmacology,General Medicine

Link

http://journals.sagepub.com/doi/pdf/10.1177/1934578X1300800818

Reference24 articles.

1. Anti-Cancer Effects of Xanthones from Pericarps of Mangosteen

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3. Cytotoxic Xanthone Constituents of the Stem Bark of Garcinia mangostana (Mangosteen)

4. α-Mangostin Suppresses PC-3 Human Prostate Carcinoma Cell Metastasis by Inhibiting Matrix Metalloproteinase-2/9 and Urokinase-Plasminogen Expression through the JNK Signaling Pathway

5. Cytotoxic Prenylated Xanthones from the Young Fruit of Garcinia mangostana

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