Swietemahalactone, a rearranged phragmalin-type limonoid with anti-bacterial effect, from Swietenia mahagoni

被引:18
作者
Liu, Jie-Qing [1 ]
Peng, Xing-Rong [1 ,2 ]
Zhang, Wei-Ming [1 ,2 ]
Shi, Lei [1 ]
Li, Xu-Yang [1 ,2 ]
Chen, Jian-Chao [1 ]
Qiu, Ming-Hua [1 ,2 ]
机构
[1] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources W China, Kunming 650201, Peoples R China
[2] Chinese Acad Sci, Grad Univ, Beijing 100049, Peoples R China
关键词
SEMIPINACOL REARRANGEMENT; BIOSYNTHESIS; OXIDASE;
D O I
10.1039/c3ra23401k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Swietemahalactone (1), a novel rearranged phragmalin-type limonoid, was isolated from Swietenia mahagoni. The structure of 1 was established on the basis of extensive spectroscopic and X-ray crystallographic methods. Swietemahalactone exhibited antibacterial activity using the agar diffusion method. The key biogenetic pathway of 1 is the semipinacol rearrangement.
引用
收藏
页码:4890 / 4893
页数:4
相关论文
共 28 条
[1]   Khayanolides, rearranged phragmalin limonoid antifeedants from Khaya senegalensis [J].
Abdelgaleil, SAM ;
Okamura, H ;
Iwagawa, T ;
Sato, A ;
Miyahara, I ;
Doe, M ;
Nakatani, M .
TETRAHEDRON, 2001, 57 (01) :119-126
[2]   Daphmacromines A-J, Alkaloids from Daphniphyllum macropodum [J].
Cao, Mingming ;
Zhang, Yu ;
He, Hongping ;
Li, Shifei ;
Huang, Shendian ;
Chen, Duozhi ;
Tang, Guihua ;
Li, Shunlin ;
Di, Yingtong ;
Hao, Xiaojiang .
JOURNAL OF NATURAL PRODUCTS, 2012, 75 (06) :1076-1082
[3]   A new phragmalin-type limonoid and anti-inflammatory constituents from the fruits of Swietenia macrophylla [J].
Chen, Jih-Jung ;
Huang, Sheng-Shiou ;
Liao, Chang-Hui ;
Wei, Dau-Chang ;
Sung, Ping-Jyun ;
Wang, Tai-Chi ;
Cheng, Ming-Jen .
FOOD CHEMISTRY, 2010, 120 (02) :379-384
[4]  
Chen S. K., 1997, FLORA REPUBLICAE POP, V43, P44
[5]   Swiemahogins A and B, two novel limonoids from Swietenia mahogani [J].
Chen, Yu-Yu ;
Wang, Xiao-Ning ;
Fan, Cheng-Qi ;
Yin, Sheng ;
Yue, Jian-Min .
TETRAHEDRON LETTERS, 2007, 48 (42) :7480-7484
[6]  
Falah S, 2008, Pak J Biol Sci, V11, P2007, DOI 10.3923/pjbs.2008.2007.2012
[7]   Identification of new limonoids from Swietenia and their biological activity against insects [J].
Fowles, Robert ;
Mootoo, Baldwin ;
Ramsewak, Russel ;
Khan, Ayub ;
Ramsubhag, Adesh ;
Reynolds, William ;
Nair, Muraleedharan .
PEST MANAGEMENT SCIENCE, 2010, 66 (12) :1298-1303
[8]   Antifungal activity of some B,D-seco limonoids from two meliaceous plants [J].
Govindachari, TR ;
Suresh, G ;
Banumathy, B ;
Masilamani, S ;
Gopalakrishnan, G ;
Kumari, GNK .
JOURNAL OF CHEMICAL ECOLOGY, 1999, 25 (04) :923-933
[9]  
Haque M, 2009, Pak J Biol Sci, V12, P599, DOI 10.3923/pjbs.2009.599.602
[10]   Strobilols A-D:: Four cadinane-type sesquiterpenes from the edible mushroom Strobilurus ohshimae [J].
Hiramatsu, Fuminori ;
Murayama, Tetsuya ;
Koseki, Takuya ;
Shiono, Yoshihito .
PHYTOCHEMISTRY, 2007, 68 (09) :1267-1271