One-pot Synthesis of Hollongdione from Dipterocarpol-Reference-Cited by-同舟云学术

One-pot Synthesis of Hollongdione from Dipterocarpol

Published:2014-10 Issue:10 Volume:9 Page:1934578X1400901
ISSN:1934-578X
Container-title:Natural Product Communications
language:en
Short-container-title:Natural Product Communications

Author:

Smirnova Irina E.¹,Kazakova Oxana B.¹,Huong Do Thi Thu²,Minnibaeva El'za M.¹,Lobov Alexandr N.¹,Suponitsky Kiryll Yu.³

Affiliation:

1. Institute of Organic Chemistry, Ufa Research Center of the Russian Academy of Sciences, 71 Prospect Oktyabrya, 450054, Ufa, Russian Federation

2. Institute of Chemistry Vietnamese Academy of Sciences, 18 Hoang Quoc Viet St., Cau Giay Dist., Hanoi, Vietnam

3. A.N. Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences, 28 Vavilova St, V-334, 119991, GSP-1, Moscow, Russian Federation

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 vitro with a MIC of 50 μg/mL.

Publisher

SAGE Publications

Subject

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

Link

http://journals.sagepub.com/doi/pdf/10.1177/1934578X1400901005

Reference33 articles.

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