A straightforward synthesis of natural oxygenatedent-kaurenoic acid derivatives

被引：1
|
作者：
Morarescu, Olga [1 ]
Grinco, Marina [1 ]
Kulcitki, Veaceslav [1 ]
Barba, Alic [1 ]
Garbuz, Olga [2 ,3 ]
Gudumac, Valentin [4 ]
Gulea, Aurelian [2 ]
Ungur, Nicon [1 ]
机构：
[1] Inst Chem MECR, Lab Chem Nat & Biol Act Cpds, 3 Acad Str, MD-2028 Kishinev, Moldova
[2] Moldova State Univ MECR, Dept Chem, Kishinev, Moldova
[3] Inst Zool MECR, Lab Mol Systemat & Phylogeny, Kishinev, Moldova
[4] Nicolae Testemitanu State Univ Med & Pharm, Lab Biochem, Kishinev, Moldova
来源：
SYNTHETIC COMMUNICATIONS | 2021年 / 51卷 / 01期
关键词：
Allylic isomerization; bioactivity; cell proliferation; dihydroxilation; epoxidation; ent-kaurane; ent-16 alpha-hydroxy-17-acetoxykauran-19-oic acid; ent-kaur-16-en-19-oic acid; ent-16 alpha 17-dihydroxylkauran-19-oic acid; ent-16; alpha; 17-diacetoxykauran-19-oic acid; ent-16 alpha 17-epoxykauran-19-oic acid; ent-17-oxo-16R-kauran-19-oic acid; ent-17-hydroxykaur-15-en-19-oic acid; natural diterpenoids; TERPENE DERIVATIVES; ENT-KAURANES; COPAIFERA-LANGSDORFFII; CONSTITUENTS; DITERPENOIDS; SUNFLOWER; BIOTRANSFORMATION; IDENTIFICATION; GROWTH;
D O I：
10.1080/00397911.2020.1821225
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The paper presents the synthesis of some natural diterpenoids ofent-kauranic structure, starting froment-kaur-16-en-19-oic acid, a natural diterpenoid readily available from the dried wastes of sunflower (Helianthus annuusL.). The reportedent-16 alpha,17-dihydroxykauran-19-oic,ent-16 alpha-hydroxy-17-acetoxykauran-19-oic andent-16 alpha,17-diacetoxykauran-19-oic acids have been previously isolated from different plant sources and showed diverse biological activities, including anti-HIV, anti-cancer and anti-Alzheimer properties. Their chemical synthesis has not been disclosed so far. Additional cytotoxicity studies of the obtained compounds revealed a remarkable cell proliferative effect of parentent-kaur-16-en-19-oic acid and two of its synthetic derivatives, which is in line with recent pioneering studies in this area. [GRAPHICS] .
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收藏
页码：123 / 133
页数：11
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