Total synthesis method of mangostin

A synthesis method and compound technology, applied in the field of synthesis of natural product mangostin, can solve the problems of long cycle, harsh reaction conditions, limited sources, etc.
CN102653533AActive Publication Date: 2012-09-05CHINA PHARM UNIV

Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
CHINA PHARM UNIV
Publication Date
2012-09-05

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Abstract

The invention belongs to the field of chemical synthesis, in particular relates to a synthesis method of a natural product mangostin which is shown in the formula (I) and has good anti-tumor activity, anti-inflammation activity and anti-bacterial activity. The method provided by the invention comprises the following steps of: taking 2,4,5-trialkoxy benzoic acid and 1,3,5-trialkoxy benzene as initial raw materials; carrying out acyl chlorination, Friedel-Crafts acylation and cyclization to prepare a key intermediate 1,3,6,7-tetraalkoxy xanthone; and then, carrying out dealkylation, allylation, Claisen rearrangement, methylation, oxidation reaction, WITTING reaction and dealkylation reaction so as to prepare the mangostin.
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Description

technical field

[0001] The invention belongs to the field of chemical synthesis, and in particular relates to a method for synthesizing the natural product mangostin represented by formula (I) with good antitumor activity, anti-inflammatory and antibacterial activities.

[0002] Background technique

[0003] Mangosteen (Garcinia mangostana L) is a plant widely distributed in tropical regions of Southeast Asia. Its peel and bark have been used by local residents as traditional Chinese medicine for many years to treat fever, dysentery, wound infection and other diseases, and its fruit It has rich nutritional value and is known as the king of fruits (Phytochemistry. 1997, 44: 191-214; J Agric Food Chem. 2007, 55: 7689-94; J Agric Food Chem. 2002, 50: 7449-7454). Natural medicinal chemistry research has found that a series of secondary metabolites contained in the mangosteen plant, such as xanthone compounds containing oxygen-containing rings and isopentenyls, have been prove...

Claims

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