Isolation, characterization, and NMR spectroscopic data of indole and oxindole alkaloids from Mitragyna speciosa

被引：28

作者：

Ali, Zulfiqar ^{[1
]}

Demiray, Hatice ^{[1
,3
]}

Khan, Ikhlas A. ^{[1
,2
]}

机构：

[1] Univ Mississippi, Sch Pharm, Natl Ctr Nat Prod Res, University, MS 38677 USA

[2] Univ Mississippi, Sch Pharm, Dept Pharmacognosy, University, MS 38677 USA

[3] Ege Univ, Fac Sci, Dept Biol, TR-35100 Izmir, Turkey

来源：

TETRAHEDRON LETTERS | 2014年 / 55卷 / 02期

关键词：

Mitragyna speciosa; Rubiaceae; Indole/oxindole; 7; beta-Hydroxy-7H-mitraciliatine; Isospeciofoleine; ASIA; KORTH;

D O I：

10.1016/j.tetlet.2013.11.031

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new indole alkaloid, 7 beta-hydroxy-7H-mitraciliatine (1) and a new oxindole alkaloid, isospeciofoleine (2) together with nine known alkaloids were isolated from Mitragyna speciosa and characterized by NMR, CD, and MS spectroscopic data analyses. The H-1 and C-13 NMR spectroscopic data of isospeciofoline (3), isorotundifoline (4), paynantheine (5), and 3-isopaynantheine (6) were also reported for the first time. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：369 / 372

页数：4

共 11 条

[1]

Adkins JE, 2011, CURR TOP MED CHEM, V11, P1165

[2]

BECKETT AH, 1966, PLANTA MED, V14, P275

[3] 9-HYDROXYRHYNCHOPHYLLINE-TYPE OXINDOLE ALKALOIDS [J].

HEMINGWAY, SR ;

HOUGHTON, PJ ;

PHILLIPSON, JD ;

SHELLARD, EJ .

PHYTOCHEMISTRY, 1975, 14 (02) :557-563

[4] PSYCHOACTIVE PROPERTIES OF MITRAGYNINE (KRATOM) [J].

JANSEN, KLR ;

PRAST, CJ .

JOURNAL OF PSYCHOACTIVE DRUGS, 1988, 20 (04) :455-457

[5] Mitragynine Attenuates Withdrawal Syndrome in Morphine-Withdrawn Zebrafish [J].

Khor, Beng-Siang ;

Jamil, Mohd Fadzly Amar ;

Adenan, Mohamad Ilham ;

Shu-Chien, Alexander Chong .

PLOS ONE, 2011, 6 (12)

[6] A new indole alkaloid, 7-hydroxyspeciociliatine, from the fruits of Malaysian Mitragyna speciosa and its opioid agonistic activity [J].

Kitajima, Mariko ;

Misawa, Kaori ;

Kogure, Noriyuki ;

Said, Ikram M. ;

Horie, Syunji ;

Hatori, Yoshio ;

Murayama, Toshihiko ;

Takayama, Hiromitsu .

JOURNAL OF NATURAL MEDICINES, 2006, 60 (01) :28-35

[7] Effect of oxindole alkaloids from the hooks of Uncaria macrophylla on thiopental-induced hypnosis [J].

Sakakibara, I ;

Takahashi, H ;

Terabayashi, S ;

Yuzurihara, M ;

Kubo, M ;

Ishige, A ;

Higuchi, M ;

Komatsu, Y ;

Okada, M ;

Maruno, M ;

Biqiang, C ;

Jiang, HX .

PHYTOMEDICINE, 1998, 5 (02) :83-86

[8] MITRAGYNA SPECIES OF ASIA .31. ALKALOIDS OF MITRAGYNA SPECIOSA KORTH FROM THAILAND [J].

SHELLARD, EJ ;

HOUGHTON, PJ ;

RESHA, M .

PLANTA MEDICA, 1978, 34 (01) :26-36

[9] MITRAGYNA SPECIES OF ASIA .32. DISTRIBUTION OF ALKALOIDS IN YOUNG PLANTS OF MITRAGYNA SPECIOSA KORTH GROWN FROM SEED OBTAINED FROM THAILAND [J].

SHELLARD, EJ ;

HOUGHTON, PJ ;

RESHA, M .

PLANTA MEDICA, 1978, 34 (03) :253-263

[10] ALKALOIDS OF MITRAGYNA-RUBROSTIPULATA-(SCHUM)-HAVIL [J].

SHELLARD, EJ ;

LALA, PK .

PLANTA MEDICA, 1978, 33 (01) :63-69

← 1 2 →