Two new indole alkaloids from Vinca herbacea L.

被引:18
作者
Boga, Mehmet [2 ,4 ]
Kolak, Ufuk [2 ]
Topcu, Gulacti [1 ]
Bahadori, Fatemeh [1 ]
Kartal, Murat [3 ]
Farnsworth, Norman R. [5 ]
机构
[1] Istanbul Tech Univ, Fac Sci & Letters, Dept Chem, TR-34469 Istanbul, Turkey
[2] Istanbul Univ, Fac Pharm, Dept Gen & Analyt Chem, TR-34116 Istanbul, Turkey
[3] Ankara Univ, Fac Pharm, Dept Pharmacognosy, TR-06110 Ankara, Turkey
[4] Batman Univ, Fac Sci & Letters, Dept Chem, TR-72100 Batman, Turkey
[5] Univ Illinois, Dept Med Chem & Pharmacognosy, Coll Pharm, Chicago, IL 60612 USA
关键词
Vinca herbacea; Indole alkaloids; 10-Methoxyraucaffrinoline; 11-Methoxyburnamine; Bio-activity; PHILIPPINES; ALSTONIA; THAILAND; PLANTS;
D O I
10.1016/j.phytol.2011.07.008
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Six indole alkaloids were isolated from the aerial parts of Vinca herbacea Waldst. et Kit. Structures of the isolated compounds were elucidated as two new alkaloids, 10-methoxyraucaffrinoline (1) and 11-methoxyburnamine (2), and four known alkaloids, picrinine (3), burnamine (4), caboxine A (5) and elegantine (6) by intensive 1D-and 2D-NMR spectroscopic techniques. Antioxidant and anticholinesterase activities were investigated for the methanol, alkaloidal and non-alkaloidal extracts of V. herbacea and isolated alkaloids (1-3, 6). The alkaloidal extract was found to be active in the three tested antioxidant assays and exhibited significant lipid peroxidation inhibitory and DPPH free radical scavenging activities. The alkaloidal extract also exhibited high anticholinesterase activity against AChE and BChE enzymes similar to galanthamine. However, none of the tested alkaloids 1-3, and 6 were found to be active in the tested antioxidant and anticholinesterase systems. The alkaloids 1, 2, 4, and 6 were also evaluated for cytotoxic activity against the MCF7 and HT29 cell lines, and showed no activity. (C) 2011 Phytochemical Society of Europe. Published by Elsevier B. V. All rights reserved.
引用
收藏
页码:399 / 403
页数:5
相关论文
共 20 条
[11]  
Kisakurek M.V., 1983, ALKALOIDS, V1, P211
[12]   Six new indole alkaloids from Gelsemium sempervirens Ait. f. [J].
Kogure, N ;
Nishiya, C ;
Kitajima, M ;
Takayama, H .
TETRAHEDRON LETTERS, 2005, 46 (35) :5857-5861
[13]  
KOYUNCU M, TURK J BOT IN PRESS
[14]   COMPLETE STRUCTURE OF RAUCAFFRINOLINE AND RELATION TO VOMILENINE [J].
LIBOT, F ;
KUNESCH, N ;
POISSON, J .
PHYTOCHEMISTRY, 1980, 19 (05) :989-991
[15]   TRADITIONAL MEDICINAL-PLANTS OF THAILAND .20. CYTOTOXIC AND ANTIMALARIAL BISBENZYLISOQUINOLINE ALKALOIDS FROM STEPHANIA-ERECTA [J].
LIKHITWITAYAWUID, K ;
ANGERHOFER, CK ;
CORDELL, GA ;
PEZZUTO, JM ;
RUANGRUNGSI, N .
JOURNAL OF NATURAL PRODUCTS, 1993, 56 (01) :30-38
[16]   SIMPLIFIED METHOD FOR EVALUATION OF ANTIOXIDANTS [J].
MILLER, HE .
JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1971, 48 (02) :91-&
[17]   PLANTS FROM NEW-CALEDONIA .70. ALKALOIDS OF ALSTONIA-LANCEOLIFERA [J].
PETITFREREAUVRAY, N ;
VERCAUTEREN, J ;
MASSIOT, G ;
LUKACS, G ;
SEVENET, T ;
LEMENOLIVIER, L ;
RICHARD, B ;
JACQUIER, MJ .
PHYTOCHEMISTRY, 1981, 20 (08) :1987-1990
[18]  
Stearn W., 1978, FLORA TURKEY E AEGEA, V6, P161
[19]   STRUCTURE OF CABOXINES - OXINDOLE ALKALOIDS OF CABUCALA FASCICULATA [J].
TITEUX, F ;
LEMENOLIVIER, L ;
LEMEN, J .
PHYTOCHEMISTRY, 1975, 14 (02) :565-568
[20]   ALSTONIA .3. ALKALOIDS FROM THE LEAVES OF ALSTONIA-SCHOLARIS IN TAIWAN, THAILAND, INDONESIA AND THE PHILIPPINES [J].
YAMAUCHI, T ;
ABE, F ;
CHEN, RF ;
NONAKA, G ;
SANTISUK, T ;
PADOLINA, WG .
PHYTOCHEMISTRY, 1990, 29 (11) :3547-3552