Manoyloxide Sesterterpenoids from Salvia mirzayanii

被引：28
作者：
Ebrahimi, Samad N. [1 ,2 ]
Farimani, M. Moridi [1 ]
Mirzania, Foroogh [1 ]
Soltanipoor, Mohammad A. [3 ]
De Mieri, Maria [2 ]
Hamburger, Matthias [2 ]
机构：
[1] Shahid Beheshti Univ, Med Plants & Drugs Res Inst, Dept Phytochem, GC, Tehran, Iran
[2] Univ Basel, Dept Pharmaceut Sci, CH-4056 Basel, Switzerland
[3] Hormozgan Agr & Nat Resources Res Ctr, Bandarabbas, Iran
来源：
JOURNAL OF NATURAL PRODUCTS | 2014年 / 77卷 / 04期
基金：
瑞士国家科学基金会;
关键词：
ABSOLUTE-CONFIGURATIONS; ABIETANE DITERPENOIDS; CONSTITUENTS; ANTIBACTERIAL; TERPENOIDS; SAHENDICA;
D O I：
10.1021/np400948n
中图分类号：
Q94 [植物学];
学科分类号：
071001 ;
摘要：
Five new manoyloxide-type sesterterpenes were isolated from aerial parts of Salvia mirzayanii, a species endemic to Iran. The planar structures were established by means of ID and 2D NMR and HRESIMS. Compounds 1-3 differed only in their configurations at C-13 and C-14. Assignment of relative and absolute configurations was achieved by NOESY experiments and by comparison of experimental and simulated ECD spectra of possible stereoisomers. The absolute configurations of 4 and 5 were established in a similar manner.
引用
收藏
页码：848 / 854
页数：7
相关论文
共 23 条
[1]  
Bruhn T, 2013, SPECDIS VERSION 1 61
[2]   Secondary metabolites from the aerial parts of Salvia palaestina Bentham [J].
Cioffi, Giuseppina ;
Bader, Ammar ;
Malafronte, Anna ;
Dal Piaz, Fabrizio ;
De Tommasi, Nunziatina .
PHYTOCHEMISTRY, 2008, 69 (04) :1005-1012
[3]   Sesterterpenes as Tubulin Tyrosine Ligase Inhibitors. First Insight of Structure-Activity Relationships and Discovery of New Lead [J].
Dal Piaz, Fabrizio ;
Vassallo, Antonio ;
Lepore, Laura ;
Tosco, Alessandra ;
Bader, Ammar ;
De Tommasi, Nunziatina .
JOURNAL OF MEDICINAL CHEMISTRY, 2009, 52 (12) :3814-3828
[4]   Abietane Diterpenoids from Salvia sahendica - Antiprotozoal Activity and Determination of Their Absolute Configurations [J].
Ebrahimi, Samad N. ;
Zimmermann, Stefanie ;
Zaugg, Janine ;
Smiesko, Martin ;
Brun, Reto ;
Hamburger, Matthias .
PLANTA MEDICA, 2013, 79 (02) :150-156
[5]   Hydrangenone, a New Isoprenoid with an Unprecedented Skeleton from Salvia hydrangea [J].
Farimani, M. Moridi ;
Taheri, Salman ;
Ebrahimi, Samad N. ;
Bahadori, M. Babak ;
Khavasi, Hamid R. ;
Zimmermann, Stefanie ;
Brun, Reto ;
Hamburger, Matthias .
ORGANIC LETTERS, 2012, 14 (01) :166-169
[6]   Antitrypanosomal Triterpenoid with an ε-Lactone E-Ring from Salvia urmiensis [J].
Farimani, Mahdi Moridi ;
Ebrahimi, Samad Nejad ;
Salehi, Peyman ;
Bahadori, Mir Babak ;
Sonboli, Ali ;
Khayasi, Hamid Reza ;
Zimmermann, Stefanie ;
Kaiser, Marcel ;
Hamburger, Matthias .
JOURNAL OF NATURAL PRODUCTS, 2013, 76 (09) :1806-1809
[7]  
Frisch M. J., 2016, GAUSSIAN 16
[8]   Simple circular dichroic method for the determination of absolute configuration of 5-substituted 2(5H)-furanones [J].
Gawronski, JK ;
vanOeveren, A ;
vanderDeen, H ;
Leung, CW ;
Feringa, BL .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (04) :1513-1515
[9]   Structure and antibacterial activity of a new labdane diterpenoid from Salvia leriaefolia [J].
Habibi, Z ;
Eftekhar, F ;
Samiee, K ;
Rustaiyan, A .
JOURNAL OF NATURAL PRODUCTS, 2000, 63 (02) :270-271
[10]   Novel rearranged abietane diterpenoids from the roots of Salvia sahendica [J].
Jassbi, Amir Reza ;
Mehrdad, Morteza ;
Eghtesadi, Farrokh ;
Ebrahimi, Samad Nejad ;
Baldwin, Ian T. .
CHEMISTRY & BIODIVERSITY, 2006, 3 (08) :916-922
123