An effective O-demethylation of some C19-diterpenoid alkaloids with HBr-glacial acetic acid

被引：14

作者：

Zou, Chun-Lan ^{[1
]}

Ji, Hong ^{[1
]}

Xie, Guang-Bo ^{[1
]}

Chen, Dong-Lin ^{[1
]}

Wang, Feng-Peng ^{[1
]}

机构：

[1] Sichuan Univ, Dept Chem Med Nat Prod, W China Coll Pharm, Chengdu 610064, Peoples R China

来源：

JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH | 2008年 / 10卷 / 11期

基金：

中国国家自然科学基金;

关键词：

C19-diterpenoid alkaloid; O-demethylation; talatisamine; 8; 14-diacetyltalatisamine; 7; 17-seco C19-diterpenoid alkaloid;

D O I：

10.1080/10286020802280208

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

The aconitine-type alkaloids talatisamine (1), 8,14-diacetyltalatisamine (11), and compound 3, the lycoctonine-type alkaloid deltaline (5), and the 7,17-seco C19-diterpenoid alkaloids 7 and 9 were treated with HBr-glacial acetic acid to give useful O-demethylated derivatives 2, 2, 4, 6, 8, and 10 respectively in good to high yields (49-90%).

引用

页码：1063 / 1067

页数：5

共 16 条

[1]

ACHAMATOWICZ O, 1965, CAN J CHEM, V43, P825

[2]

BENN MH, 1983, ALKALOIDS CHEM BIOL, V1, P120

[3] REGIOSELECTIVE DEMETHYLATION OF ACONITINE [J].

BLAGBROUGH, IS ;

HARDICK, DJ ;

WONNACOTT, S ;

POTTER, BVL .

TETRAHEDRON LETTERS, 1994, 35 (20) :3367-3370

[4] Further studies on the synthesis of 7,17-Seco norditerpenoid alkaloids [J].

Chen, QH ;

Wang, FP .

JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH, 2003, 5 (01) :43-48

[5]

DESAI HK, 1985, HETEROCYCLES, V23, P2483

[6]

Dzhakhangirov FN, 1997, KHIM PRIRODNYK SOEDI, P254

[7]

Jacobs W. A., 1940, J BIOL CHEM, V136, P303

[8]

JACOBS WA, 1949, J BIOL CHEM, V180, P133

[9] PHARMACEUTICAL STUDIES ON ACONITUM ROOTS .9. STRUCTURE OF SENBUSINE-A, SENBUSINE-B AND SENBUSINE-C, DITERPENIC ALKALOIDS OF ACONITUM-CARMICHAELI ROOTS FROM CHINA [J].

KONNO, C ;

SHIRASAKA, M ;

HIKINO, H .

JOURNAL OF NATURAL PRODUCTS, 1982, 45 (02) :128-133

[10]

LIANG XH, 1990, HETEROCYCLES, V31, P1889

← 1 2 →