Lycojapodine A, a Novel Alkaloid from Lycopodium japonicum

被引：53

作者：

He, Juan ^{[1
,2
]}

Chen, Xuan-Qin ^{[1
]}

Li, Ming-Ming ^{[1
]}

Zhao, Yu ^{[1
]}

Xu, Gang ^{[1
]}

Cheng, Xiao ^{[1
]}

Peng, Li-Yan ^{[1
]}

Xie, Min-Jin ^{[3
]}

Zheng, Yong-Tang ^{[4
,5
]}

Wang, Yi-Ping ^{[6
]}

Zhao, Qin-Shi ^{[1
]}

机构：

[1] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources W China, Kunming 650204, Peoples R China

[2] Chinese Acad Sci, Grad Sch, Beijing 100039, Peoples R China

[3] Yunnan Univ, Dept Chem, Kunming 650091, Peoples R China

[4] Chinese Acad Sci, Kunming Inst Zool, Key Lab Anim Models & Human Dis Mechanisms, Kunming 650223, Peoples R China

[5] Chinese Acad Sci, Kunming Inst Zool, Lab Mol Immunopharmacol, Kunming 650223, Peoples R China

[6] Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 06期

关键词：

INHIBITING ACETYLCHOLINESTERASE; NANKAKURINE-A; COMPLANATUM; THUNB; HAMILTONII;

D O I：

10.1021/ol900079t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lycojapodine A, a novel C16N-type Lycopodium alkaloid with an unprecedented 6/6/6/7 tetracyclic ring system, was isolated from the club moss Lycopodium japonicum. The structure and relative stereochemistry were elucidated on the basis of spectroscopic data and were further confirmed by X-ray analysis. A possible biosynthetic pathway for 1 was proposed. Its inhibitory activity on acetylcholinestrease and anti-HIV-1 activity were also evaluated.

引用

页码：1397 / 1400

页数：4

共 32 条

[1] ALKALOIDS OF LYCOPODIUM-ALOPECUROIDES L .5. STRUCTURE OF ALOPECURIDINE [J].

AYER, WA ;

ALTENKIRK, B ;

FUKAZAWA, Y .

TETRAHEDRON, 1974, 30 (23-2) :4213-4214

[2] Unified strategy for the synthesis of the "Miscellaneous" lycopodium alkaloids:: Total synthesis of (±)-lyconadin A [J].

Bisai, Alakesh ;

West, Scott P. ;

Sarpong, Richmond .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (23) :7222-+

[3] ALKALOID DISTRIBUTION IN GENUS LYCOPODIUM [J].

BRAEKMAN, JC ;

NYEMBO, L ;

BOURDOUX, P ;

KAHINDO, N ;

HOOTELE, C .

PHYTOCHEMISTRY, 1974, 13 (11) :2519-2528

[4]

CAI X, 1991, SHANGHAI YIKE DAXUE, V18, P383

[5] Carinatumins A-C, new alkaloids from Lycopodium carinatum inhibiting acetylcholinesterase [J].

Choo, Chee Yan ;

Hirasawa, Yusuke ;

Karimata, Chiaki ;

Koyama, Koichiro ;

Sekiguchi, Mitsuhiro ;

Kobayashi, Jun'ichi ;

Morita, Hiroshi .

BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (04) :1703-1707

[6] Lycoperine A, a novel C27N3-type pentacyclic alkaloid from Lycopodium hamiltonii, inhibiting acetylcholinesterase [J].

Hirasawa, Y ;

Kobayashi, J ;

Morita, H .

ORGANIC LETTERS, 2006, 8 (01) :123-126

[7] Nankakurine A, a novel C16N2-type alkaloid from Lycopodium hamiltonii [J].

Hirasawa, Y ;

Morita, H ;

Kobayashi, J .

ORGANIC LETTERS, 2004, 6 (19) :3389-3391

[8] Sieboldine A, a novel tetracyclic alkaloid from Lycopoldium sieboldii, inhibiting acetylcholinesterase [J].

Hirasawa, Y ;

Morita, H ;

Shiro, M ;

Kobayashi, J .

ORGANIC LETTERS, 2003, 5 (21) :3991-3993

[9]

HIROMITSU T, 2002, TETROHEDRON LETT, V43, P8307

[10]

INUBUSHI Y, 1981, CHEM PHARM BULL, V54, P1548

← 1 2 3 4 →