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One-pot Synthesis of Hollongdione from Dipterocarpol

Authors :
Smirnova, Irina E.
Kazakova, Oxana B.
Huong, Do Thi Thu
Minnibaeva, El'za M.
Lobov, Alexandr N.
Suponitsky, Kiryll Yu.
Source :
Natural Product Communications; October 2014, Vol. 9 Issue: 10
Publication Year :
2014

Abstract

A one-pot synthesis of a hybrid triterpenoid-steroid molecule, hollongdione (22,23,24,25,26,27-hexanordammar-3,20-dion), was achieved in a yield of 89%, based on the selective dehydration of dipterocarpol following ozonolysis. The structure of hollongdione was confirmed by X-ray analysis for the first time. Dammar-20(22),24(25)-dien inhibited the growth of Mycobacterium tuberculosis(strain H37Rv) in vitrowith a MIC of 50 μg/mL.

Details

Language :
English
ISSN :
1934578X and 15559475
Volume :
9
Issue :
10
Database :
Supplemental Index
Journal :
Natural Product Communications
Publication Type :
Periodical
Accession number :
ejs49640821
Full Text :
https://doi.org/10.1177/1934578X1400901005