Divergent Synthesis and Biological Evaluation of 2,6-Disubstituted Tetrahydropyran-Containing Natural Products: Parvistone E, Goniothalesdiol A, 6-epi -Goniothalesdiol A, and 8-epi-9-Deoxygoniopypyrone

被引：0

作者：

Zhao, Ziyang ^{[1
]}

Pan, Ruiying ^{[1
,2
]}

Lv, Qingwei ^{[1
]}

Xie, Xinni ^{[1
,2
]}

Liu, Jun ^{[1
,2
,3
]}

Du, Yuguo ^{[1
,2
,3
]}

机构：

[1] Chinese Acad Sci, State Key Lab Environm Chem & Ecotoxicol, Res Ctr EcoEnvironm Sci, Beijing 100085, Peoples R China

[2] Univ Chinese Acad Sci, Sch Chem Sci, Beijing 100049, Peoples R China

[3] Weiqiao UCAS Sci & Technol Pk, Binzhou Inst Technol, Binzhou 256606, Shandong, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2023年 / 55卷 / 23期

关键词：

goniothalesdiol A; parvistone E (leiocarpin A); 6-epi -goniothalesdiol A; 8-epi-9-deoxygoniopypyrone acetate; total synthesis; adipogenesis; STEREOSELECTIVE TOTAL-SYNTHESIS; BIOACTIVE STYRYLLACTONES; ASYMMETRIC-SYNTHESIS; STYRYL-LACTONES; GONIOTHALAMUS; CONSTITUENTS; DERIVATIVES; LEIOCARPIN;

D O I：

10.1055/a-2149-4214

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The concise and efficient synthesis of (+)-goniothalesdiol A and (-)-parvistone E (leiocarpin A), as well as the first total syntheses of (-)-6-epi-goniothalesdiol A and (-)-8-epi-9-deoxygoniopypyrone acetate, have been achieved in four or five longest linear steps based on the chiron approach. The potential biological activities of four 2,6-disubstituted tetrahydropyran-containing natural products were explored based on a panel of human cancer cell lines, BV-2 microglia and 3T3-L1 preadipocytes. Our results indicate that these four natural products display significant adipogenic activity in 3T3-L1 preadipocytes, but do not have clear effects on cancer cell proliferation or LPS stimulated microglia activation.

引用

页码：3961 / 3968

页数：8