Comprehensive Study of Alkaloids from Crinum asiaticum var. sinicum Assisted by HPLC-DAD-SPE-NMR

被引：40

作者：

Chen, Chien-Kuang ^{[1
]}

Lin, Feng-Hsu ^{[1
]}

Tseng, Li-Hong ^{[2
]}

Jiang, Chia-Ling ^{[1
]}

Lee, Shoei-Sheng ^{[1
]}

机构：

[1] Natl Taiwan Univ, Coll Med, Sch Pharm, Taipei 10051, Taiwan

[2] Bruker Biospin GmbH, D-76287 Rheinstetten, Germany

来源：

JOURNAL OF NATURAL PRODUCTS | 2011年 / 74卷 / 03期

关键词：

ACTIVE AROMATIC CHROMOPHORE; CONSTITUENTS; IDENTIFICATION; AMARYLLIDACEAE; MS; CHROMATOGRAPHY; HERB;

D O I：

10.1021/np100819n

中图分类号：

Q94 [植物学];

学科分类号：

071001 [植物学];

摘要：

A comprehensive study of the alkaloids present in the leaves of Crinum asiaticum var. sinicum, assisted by HPLC-SPE-NMR, led to the characterization of 21 compounds of similar polarity on an analytical scale. Thirteen of these were isolated for further structural confirmation. Seven are proved to be new, namely, (+)-siculine (4), 1-epijosephinine (11), 7-methoxycrinamabine (10), 2-O-acetylcrinamabine (16), 3-O-acetyl-8-O-demethylmaritidine (17), 2-O-acetylbulbisine (18), and 1-O-acetylbulbisine (19). In addition, dihydrovittatine (6) and 8-O-demethyloxomaritidine (21) were isolated for the first time from Nature, although they have been prepared previously as synthetic products. Their structures were established by spectroscopic analysis.

引用

页码：411 / 419

页数：9

共 35 条

[1]

OXOCRININE AND OTHER ALKALOIDS FROM CRINUM-AMERICANUM [J].

ALI, AA ;

ELSAYED, HM ;

ABDALLAH, OM ;

STEGLICH, W .

PHYTOCHEMISTRY, 1986, 25 (10) :2399-2401

[2]

NARCISSUS ALKALOIDS .4. ALKALOIDS FROM NARCISSUS-CONFUSUS [J].

BASTIDA, J ;

VILADOMAT, F ;

LLABRES, JM ;

CODINA, C ;

FELIZ, M ;

RUBIRALTA, M .

PHYTOCHEMISTRY, 1987, 26 (05) :1519-1524

[3]

LC-NMR-MS in drug discovery [J].

Corcoran, O ;

Spraul, M .

DRUG DISCOVERY TODAY, 2003, 8 (14) :624-631

[4]

EMPIRICAL CALCULATIONS - PERTAINING TO OPTICALLY ACTIVE AROMATIC CHROMOPHORE IN RIGID SYSTEMS [J].

DEANGELIS, GG .

TETRAHEDRON, 1968, 24 (16) :5469-+

[5]

CIRCULAR DICHROISM STUDIES .I. A QUADRANT RULE FOR OPTICALLY ACTIVE AROMATIC CHROMOPHORE IN RIGID POLYCYCLIC SYSTEMS [J].

DEANGELIS, GG ;

WILDMAN, WC .

TETRAHEDRON, 1969, 25 (20) :5099-+

[6]

Ellis JM, 2005, J AM OSTEOPATH ASSOC, V105, P145

[7]

LC-UV-solid-phase extraction-NMR-MS combined with a cryogenic flow probe and its application to the identification of compounds present in Greek oregano [J].

Exarchou, V ;

Godejohann, M ;

van Beek, TA ;

Gerothanassis, IP ;

Vervoort, J .

ANALYTICAL CHEMISTRY, 2003, 75 (22) :6288-6294

[8]

ANTIVIRAL (RNA) ACTIVITY OF SELECTED AMARYLLIDACEAE ISOQUINOLINE CONSTITUENTS AND SYNTHESIS OF RELATED SUBSTANCES [J].

GABRIELSEN, B ;

MONATH, TP ;

HUGGINS, JW ;

KEFAUVER, DF ;

PETTIT, GR ;

GROSZEK, G ;

HOLLINGSHEAD, M ;

KIRSI, JJ ;

SHANNON, WM ;

SCHUBERT, EM ;

DARE, J ;

UGARKAR, B ;

USSERY, MA ;

PHELAN, MJ .

JOURNAL OF NATURAL PRODUCTS, 1992, 55 (11) :1569-1581

[9]

CHEMICAL-CONSTITUENTS OF THE AMARYLLIDACEAE .14. CRINUM-ALKALOIDS - THEIR CHEMISTRY AND BIOLOGY [J].

GHOSAL, S ;

SAINI, KS ;

RAZDAN, S .

PHYTOCHEMISTRY, 1985, 24 (10) :2141-2156

[10]

Characterization of a paracetamol metabolite using on-line LC-SPE-NMR-MS and a cryogenic NMR probe [J].

Godejohann, M ;

Tseng, LH ;

Braumann, U ;

Fuchser, J ;

Spraul, M .

JOURNAL OF CHROMATOGRAPHY A, 2004, 1058 (1-2) :191-196

← 1 2 3 4 →